Embed Size (px)
Citation preview
BIBLIO I t:.C;A
INSTITUTO DE QUIMICAUDlversldade d. São Paalo
1i-YCG
UNIVERSIDADE DE SÃO PAULO
INSTITIJTO DE QUÍMICA
LIMONÓIDES E PROTOLIMONÓIDES DE
Trichilia elegans ssp. elegans A. ]uss.
(MELIACEAE)
Volume 2
FERNANDA RODRIGUES GARCEZ
Tese de Doutorado
Nídia Franca Roque
Orientadora
São Paulo
1997
r ) ~' -'" ec "- r _J 1\ - - / - '--#
(---',../ // --""I :=..-
!
I
ÍNDICE
ESPECTRO 1 - RMN IH de A.I, em CDCh 1
ESPECTRO 2 - RMN BC (PND) de A.I, em CDCh .2
ESPECTRO 3 - RMN BC (PND - expansão) de A.I .3
ESPECTRO 4 - RMN BC (DEPT 135°) de A.I, em CDCh .4
ESPECTRO 5 - RMN COSY IH_IH de A.I, em CDCh 5
ESPECTRO 6 - RMN COSy IH_BC de A.I, em CDCh 6
ESPECTRO 7 - RMN COSY IH_BC de A.I (expansão) 7
ESPECTRO 8 - espectro de massas de A.I 8
ESPECTRO 9 - RMN IH de A.2, em CDCh 9
ESPECTRO 10 - RMN BC (pND) de A.2, em CDCh 10
ESPECTRO 11 - RMN BC (PND - expansão) de A.2 11
ESPECTRO 12 - RMN BC (DEPT 135°) de A.2, em CDCh 12I I .
ESPECTRO 13 - RMN COSY H- H de A.2, em CDCh 13
ESPECTRO 14 - espectro de massas de A.2 14
ESPECTRO 15 - RMN IH de B.I, em CDCh 15
ESPECTRO 16 - RMN BC (PND) de B.I, em CDCh .16
ESPECTRO 17 - RMN BC (DEPT 135°) de B.I, em CDCh 17
ESPECTRO 18 - RMN COSY IH)H de B.I, em CDCh · .18
ESPECTRO 19 - RMN COSY IH_BC de B.I, em CDCh 19
ESPECTRO 20 - RMN COSY IH_BC (expansão) de B.I .20
ESPECTROS 21 E 22 - HMBC de B.I, em CDCh 21
ESPECTROS 23 E 24 - HMBC de B.I, em CDCh 22
ESPECTROS 25 E 26 - HMBC de B.I, em CDCh 23
ESPECTRO 27 - HMBC de B.I, em CDCh 24
II
ESPECTRO 28 - NOESY de B.I, em COCh 25
ESPECTRO 29 - NOESY de B.I, em COCh 26
ESPECTRO 30 - NOESY de B.I, em COCh 27
ESPECTRO 31 - espectro de massas de B.I 28
ESPECTRO 32 - RMN IH de B.I, em acetona-do 29
ESPECTRO 33 - RMN IH de B.I, em acetona-do (expansão) .30
ESPECTRO 34 - RMN BC de B.I, em acetona-do 31
ESPECTRO 35 - RMN BC de B.I, em acetona-do (expansão) 32
ESPECTRO 36 - RMN COSY IH)H de B.I, em acetona-do 33
ESPECTRO 37 - RMN COSY IH_BC de B.I, em acetona-do .34
ESPECTRO 38 - RMN COSY IH_BC de B.I(acetona-do, expansão) 35
ESPECTRO 39 - RMN IH de B.2, em CDCh .36
ESPECTRO 40 - RMN BC (PND) de B.2, em COChfPy-ds 37
ESPECTRO 41 - RMN BC (OEPT 135°) de B.2, em COChlPy-ds .38
ESPECTRO 42 - HMQC de B.2, em COCh/C0300 39
ESPECTRO 43 - HMQC de B.2, em COCI3/C0300 .40
ESPECTRO 44 - RMN COSY IH)H de B.2, em COCI3/C0300 .41
ESPECTRO 45 - espectro de massas de B.2 .42
ESPECTRO 46 - RMN IH de B.2a, em COCh .43
ESPECTRO 47 - RMN BC (pND) de B.2a, em COC13 .44
ESPECTRO 48 - RMN BC (PND) de B.2a, em COCh .45
ESPECTRO 49 - RMN IH de C.2, em CDCh .46
ESPECTRO 50 - RMN BC (PND) de C.2, em COCh .47
ESPECTRO 51 - RMN BC (OEPT 135°) de C.2, em CDCh .48
ESPECTRO 52 - RMN COSY IH_BC de C.2, em COCh .49
ESPECTRO 53 - RMN COSY IH_BC de C.2 (expansão) 50
III
ESPECTRO 54 - RMN COSY IH_IH de C.2, em CDC13 51
ESPECTROS 55 E 56 - HMBC de C.2, em CDCh 52
ESPECTROS 57 E 58 - HMBC de C.2, em CDCh 53
ESPECTRO 59 - HMBC de C.2, em CDCh .54
ESPECTRO 60 - espectro de massas de C.2 55
ESPECTRO 61 - RMN IH de C.2a, em CDCh 56
ESPECTRO 62 - RMN l3C (PND) de C.2a, em CDCh 57
ESPECTRO 63 - RMN BC (PND) de C.2a, em CDCh 58
ESPECTRO 64 - RMN l3C (DEPT 135°) de C.2a, em CDCh 59
ESPECTRO 65 - RMN BC (DEPT 135°) de C.2a, em CDCh 60
ESPECTRO 66 - HMQC de C.2a, em CDCh 61
ESPECTRO 67 - HMQC de C.2a, em CDCh 62
ESPECTRO 68 - HMQC de C.2a, em CDCh 63
ESPECTRO 69 - RMN COSY IH)H de C.2a, em CDCh 64
ESPECTRO 70 - RMN COSY IH)H de C.2a, em CDCh 65
ESPECTRO 71 - RMN IH de C.2a + C.2b, em CDCh 66
ESPECTRO 72 - RMN IH de C.2a + C.2b (expansão) 67
ESPECTRO 73 - RMN IH de C.2a + C.2b (expansão) 68
ESPECTRO 74 - RMN BC (PND) de C.2a + C.2b, em CDCh 69
ESPECTRO 75 - RMN BC (PND) de C.2a + C.2b, em CDCh 70
ESPECTRO 76 - RMN l3C (DEPT 135°) de C.2a + C.2b, em CDC13 71
ESPECTRO 77 - RMN IH de C.I, em CDCh 72
ESPECTRO 78 - RMN l3C (PND) de C.I, em CDCh 73
ESPECTRO 79 - RMN COSY IH)H de C.I, em CDCh 74
ESPECTRO 80 - RMN COSY IH_IH de C.I (expansão) 75
ESPECTRO 81 - RMN COSY IH_ l3C de C.I, em CDCh 76
IV
ESPECTRO 82 - RMN COSY IH_ l3C de C.I (expansão) 77
ESPECTRO 83 - espectro de massas de C.I 78
ESPECTRO 84 - RMN IH de C.I, em acetona-~ 79
ESPECTRO 85 - RMN IH de C.I, em acetona-~ (expansão) 80
ESPECTRO 86 - RMN COSY IH_IH de C.I, em acetona-~ 81
ESPECTRO 87 - RMN COSY IH_IH de C.I, em acetona-~ 82
ESPECTRO 88 - RMN l3C (PND) de C.I, em acetona-~ 83
ESPECTRO 89 - RMN l3C (PND) de C.I, em acetona-~ 84
ESPECTRO 90 - RMN l3C (PND) de C.I, em acetona-~ 85
ESPECTRO 91 - RMN l3C (DEPT 135°) de C.I, em acetona-~ 86
ESPECTRO 92 - HMQC de C.I, em acetona-~ 87
ESPECTRO 93 - HMQC de C.I, em acetona-~ 88
ESPECTRO 94 - HMQC de C.I, em acetona-~ 89
ESPECTRO 95 - RMN IH de C.la, em CDCh 90
ESPECTRO 96 - RMN l3C (PND) de C.la, em CDCh 91
ESPECTRO 97 - RMN l3C (DEPT 135°) de C.la, em CDCh 92
ESPECTRO 98 - RMN COSY IH_IH de C.la, em CDCh 93
ESPECTRO 99 - RMN IH de C.lb, em CDCh 94
ESPECTRO 100 - RMN l3C (pND) de C.lb, em CDCh 95
ESPECTRO 101 - RMN l3C (PND) de C.lb, em CDCh 96
ESPECTRO 102 - RMN l3C (DEPT 135°) de C.lb, em CDCh 97
ESPECTRO 103 - RMN IH de F.2, em CDCh/CD30D 98
ESPECTRO 104 - RMN l3C (PND) de F.2, em CDCh/CD30D 99
ESPECTRO 105 - RMN l3C (DEPT 135°) de F.2, em CDCh/CD30D 100
ESPECTRO 106 - RMN COSY IH_IH de F.2, em CDCh/CD30D 101
ESPECTRO 107 - RMN COSY IH)H de F.2 (expansão) 102
v
ESPECTRO 108 - RMN COSY IH_ l3C de F.2, em CDCI3/CD30D 103
ESPECTRO 109 - RMN COSY IH_ l3C de F.2 (expansão) 104
ESPECTRO 110 - espectro de massas de F.2 105
ESPECTRO 111 - RMN IH de F.I, em CDCh/CD30D 106
ESPECTRO 112 - RMN IH de F.I (expansão) 107
ESPECTRO 113 - RMN l3C (pENDANT) de F.I, em CDCh/CD30D 108
ESPECTRO 114 - RMN l3C (DEPT 135°) de F.I, em CDCh/CD30D 109
ESPECTRO 115 - RMN COSY IH)H de F.I, em CDCh/CD30D .110
ESPECTRO 116 - RMN COSY IH)H de F.I (expansão) 111
ESPECTRO 117 - espectro de massas de F.I 112
ESPECTRO 118 - RMN IH de G.I, em CDCh 113
ESPECTRO 119 - RMN l3C (pND) de G.I, em CDCh 114
ESPECTRO 120 - RMN l3C (DEPT 135°) de G.I, em CDCh 115
ESPECTRO 121 - RMN COSY IH)H de G.I, em CDCh 116
ESPECTRO 122 - HMQC de G.I, em CDCh 117
ESPECTRO 123 - HMQC de G.I, em CDCh 118
ESPECTROS 124 E 125 - HMBC de G.I, em CDC13 119
ESPECTROS 126 E 127 - HMBC de G.I, em CDCh 120
ESPECTROS 128 E 129 - HMBC de G.I, em CDCh 121
ESPECTRO 130 - HMBC de G.I, em CDCh .122
ESPECTRO 131 - espectro de massas de G.I 123
ESPECTRO 132 - RMN IH de G.2, em CDCh 124. 13
ESPECTRO 133 - RMN C (PND) de G.2, em CDCh .125
ESPECTRO 134 - RMN l3C (DEPT 135°) de G.2, em CDCh 126
ESPECTRO 135 - RMN COSY IH)H de G.2, em CDCh 127
ESPECTRO 136 - espectro de massas de G.2 128
VI
ESPECTRO 137 - RMN IH de H.1, em COCI3 .129
ESPECTRO 138 - RMN IH de H.1, em COCb e a 60°C 130
ESPECTRO 139 - RMN l3C (PND) de H.1, em COCb 131
ESPECTRO 140 - RMN l3C (PND) de H.1 (expansão) 132
ESPECTRO 141 - RMN l3C (OEPT 135°) de H.1, em COCb 133
ESPECTRO 142 - RMN COSY IH)H de H.1, em COCb e a 60°C 134
. ESPECTRO 143 - espectro de massas de H.1 135
ESPECTRO 144 - RMN IH de H.2, em COCb 136
ESPECTRO 145 - RMN IH de H.2, em COCb e a 50°C 137
ESPECTRO 146 - RMN l3C (pND) de H.2, em COCb 138
ESPECTRO 147 - RMN l3C (OEPT 135°) de H.2, em COCb .139
ESPECTRO 148 - RMN COSY IH_IH de H.2, em COCb 140
ESPECTRO 149 - espectro de massas de H.2 141
ESPECTRO 150 - RMN IH de I, em Py-ds 142
ESPECTRO 151 - RMN l3C (pND) de I, em Py-ds 143
ESPECTRO 152 - RMN l3C (OEPT 135°) de I, em Py-ds 144
iTNft:C-RAL---y----------r----------.------- !...I----.----.-----------,--.--------,---po"!
~J9-;:2-lL...../~_AOO~j"o4"3-g
~095
___5Jnu.__---"-,U~~_Z1.Q.
__--'4b.-j2_~.u.
....~.~
:n-i!
~
I
tvoo
T.
Q.
Q. f I
O"~
~I~I::
:;I:1
"'r
.J.:
n- o:> <
n
~I .... ...."'I'"m
<n
r">'
"0:
>1'"
"'I"'l
o~I""'
I~ml""
I"1"'1"
'1"1-'-,
,...l·n
mio;,,,"
'1"'1"'1
"'1"'1'"
<:>
....1'.
.,lu'I
·"I~"'
1~l~~~~~~~r~~,~~
:~!~I~
~i~~~j
~;6.1:
~;~:~:
,~,~~~~~I~;.'
~:~~
~"'Ir....
'~"'li
~o:>;..
.'"
I.-'
''''
'....:N
''''<nI<
n;''':....
.I.....Io
:>·'''
I'''"'
....'"
~i~I°"
,,<n1
~"~
·,T~
'~~·
w<n<
n...I
lT;~~~C~~'(~~r:~I'r~·"JJJ~r·-
.J
k~:"
)I~
%'
~;-.O;;;'-
-~
III
..,ló
II(I
II
1\
I III
I\
IIJ
IIII
IIII
~~I1I
1",1I
I
f'T'f"'"'1'..,rn'T'""t"~,..'..,l"'lrtTTrrn'-TT~T~~",.'~"TT"I.,.il·I·"il.il
.,.11.
i"'I"TT""'iilillil"I'I'irT"t"f1"'fM"~""Tt'"T""T'T'TT'M'""'Ilrn1"T'rrrTfTT"'TT'M1'TrTn·TT,""'T'~t""'rjlii"lill'i';"il
i.j.j,
,,,r'
r24
02
20
20
018
016
014
012
010
080
6040
20O
PPM
ES
PE
CT
RO
2-
RM
Nl3
C(P
ND
)de
A.I
(Cn
Ch
,50
MH
z)
N
?P!'I~4.7a7a-~_74JQ7a
18.4937
42.3326
____5_2_.~79l_----.u,_9~
29.6648----Z!LTãs2---iã~~i55
__---"6'-"4'-'-.03774
__---"-"5'-'-.oc9í
__----"'2=4._º_~
22.7UO
__~2~6.7364
__--'"-46o-º-!A2
U.l009../=rCÕ174
_.------,---
r-~---~
,}-
?
~
•(
~
r,-
{~
7-<::-
<:
i 1
"1
~-jjI
i.jNi OI
i
~~~===---
,wio'
-JI
j
j
"'ti"'"1-
1"\'"'-I
CD1C
O('""'
!'-I"lo\m
ICD!O
!NmroM~romWM~·-NmM~~~~M
C""1
0l0
NC
ON
m...
...tn
-;n
......
::n,
...",
N;:
:JY
'l....
o
~.~
~..o
";I";,
~~~I.
,;<Ó
ai~
~1":i'
;I'~'i
<Ó";
LOLO
...
".,
MM
',.,
MM
'"'"
'""'
'''~
WN:'
'''~
Tr
~.
rrr
IIIII
III
'I
II
~!~I~I
~I~I
~I~~
~I~l
"'I"lO'"
~r-~
"'.U
>
,0'~
To a. a. --
-I I I I , i l'~I
""'""1
"""'''
I..'
'....
'T"T'"'~I'
"'"""
-"'''
''''''
'''1
'''''
..'..
."m'~
I'""""
'T"T
TTTT
T"f'.
.",,
,,,,
,,o
r'"'
I"""n
T'~r""
'"n,""
~r"n"T
r"-~~I
"""'"I
""""
T"~'"
'"""~'1'
'''''''
I"""
'''r
'2
40
no
20
01
80
16
01
40
12
01
00
80fiO
402
0O
PPM
ESP
EC
TR
O4
-RM
Nl3c
(DE
PT13
5°)
deA
.I(C
DC
h,50
MH
z)~
--+----/----------
----+---+---1-
----j
6
-'-----
o
+---+-----1-----
-r---+---4-------------
I
IIIi
-I-------
Wd-C1l~~53
,idaL,II,..l...-I_-----_-1--'-_
!!i-----r------T-T-!-----r---:!!IIIt-- -It-------+-----!IIi-I~---~
:11l-I,I
_~I---t----+II
9
ç
I-.-.~
,, ,,
I
+-I
ij
III
!I
----ri~"'''r>!~~~r-:;;:;: I
-_.
II
r- I
1!'.-~_.-J-~..·...·--r.....-----T----.--T-----r'~IIII,.
~~~---~_.._._.+m__+___i-----I:l:.e:,!::
~!!:::!,!'II,I
-II;;~~:ol---.-.-.+---.------~-------~-------~
o~!!:;~~
j'i,i:l.." :L!:: '"L..-~...L..~----------l__.
0:!:;II---L-~~=~~~~~~=,~.....L____.+-____I_
I.1I,..IiII,...
I:1
~J----JIII
II',6r-------~---------_+
:'II' oI
I-!~·-60·i-I!~:I:~..~: .III•
~i-+---1..'--_.--"':
L._..__l.._l__._.._..._I__.l~...7·I
trjrJ1~trj
~~:::co0'\
inor:fJ~
-::cI
-"~
" n:3:
o.. (l)
~.....,-....ndn...... ~
y
Noo--- Ulo
~'-'
"r--.------,-----.------..,---~---~--":3:-
'"
9
'.I'
lo"OM
~(.
q
,·lO
,.5
'·3
0<:
-'26
c-I'
C'll
,I
li'lq
III
c-H
(.,1
.C
·I'I
"2
Z
t-
3
[~':JT'
r'"·il:~~tll
..I
....
1.
~._0
'__
I,.:,'
l+-
I..
.-._~.
.",.,
,J
i.
I,
..•.--
1
-=======
~:"71T
I.I.
!._~I
i',\(1
Ii
~-=
==
t::=
--U
I-_+
-1
iI'--~--
:e
·;
I_~.
_._~=-
'----I
-"---
,II
'---":
''
I-
•.•.•
_.c_-..
,-'
I~
I'
:I
i-..
..--
,...
..!-
,O
iI
1i
i~-+-
-io"r--~
,.,----
-1
t..
L!
+-'
i:'I
Ii
r'-r-'~
t!
i.I'.-
--..
-·----
1----
-·,
!li'
li
i..1"
,-------
.1 1...
(i
__
__
,-:__
i!I,
iI"
oI
II
I,i
I!
·1J
II;
;I
."
.I
I!
i
I'
,I
,I
i"
',",
••....
I....
II
!!
5o
4 15'
,,
,1
',
.....
Ii
I'40
.,
Ii
,,
.I
35'
I'
,i
,I
'i
PPM
302
5'
iI
I,
i,
201'5
I,
,i
,PP
M
ESP
EC
TR
O7
-R
MN
CO
Sy
IH_B
Cde
A.I
(exp
ansã
o)(C
DC
h,20
0/50
MH
z]....
:I
~..~
10
9.9
,13
1
..~~
f5465
6. 0.
50
.0-1
59 ,10
3 II111
9I
145
~~9
253
II.
171
......,,~
_..?.
,.,---
I
I,
.,
.,
.,
I.,~>
1'1/2
se10
91~
2ee
~
100.
0
r5465
6. e.
50.a
281
295
323
3"37
353
368
395
409
440
458
307
379
4~
I"I
i4~4
""
192 ,
I>r"
"t
"Ii
,11,
',
di'I
I>
I"'
"I
iti
I'''1
"'i,'
I•,'
1'
1'1/
23é
e3S
040
94s
e10
0.0.
.,I
40X
680
~54
656.
Itl.
582
~I
59.e
~1/2
500
550
680
650
709
00
ESP
EC
TR
O8
-E
spec
tro
dem
assa
sde
A.I
P!"H
CXl
-
--
I2.iJ
~~
7,26[66 -
-IC•.g
~
-
IJfHt~.
~ -1=Ir=-""a
F,>.....,.......
tilm.....o ~~-\-
H=:=4..836(3
~-
~r-,3,....
&1~
'~r-'r--...
-\6S}:
r-cf"_
LU-}.\--&
~ -6LL/~--3f-_-=
I t.><
I~_~~::J '-
-&
::::
=~
N
I'-
~-...............-
&
-~1.
~~-~~
1253::a
--)'
~
-- '-3&
~-
\1-
!SI~•1
'-
I~
&
-79-
t'f'jrJ1~t'f'j
n-3~o
"'ti"'ti3:
~
I
~::r:o.. (l)
>N,-....ntJn-w~Noo
~'-"
6
~c:...:jO
"..,.L::l'CE.:~---'-~-~'----~
.i j
RC>"r'\ HM
01
""'."-" .,,""
_--~;;}\CCr':JO<tdntl
-~JCna;~''''~§§ .~
.-bI'""1-
11
z:........
...J '"...1 ..."" ",Nj ao:oW' -'
'" ""
I "
~....u.I "" -l ~",~.... onl "'m....l<D $.............. ~ <.ai ""O"lim/ ~j N 0'W0'l~ :..M ~ ~i V'l ,..lcnl\l'l'('~ _ r:J ... ,
~.:l2;:; ~ ~r'.m - ~ ~~ ~~ ~~:!~~ ~:: ~ :;L~""...;. N N ~V'l~ ....: ~~ wU;;: N-:NN....::&~.; ..,::.~
lli IT\W i N~; 11 N~7í111 11
y-<"H°v"<OHª i
,I,
I! 0
I!
I20
I
\1
33
I liI !
I43
ISOl
,~
~ I:I!
~
f I1Ili I I IIIII I i
• ' '\ li .. '[: I I
r~l~ilUi~II~\~~Wi i~ii~
PPM
ESPECTRO 11- RMN BC (pND) de A.2 (expansão) (CDCh, 50 MHz]
r 1 r , I
8§
'1RI0
"7.
(1101
RUPR
OG
.IJ~r
I.8U
". u. c.
'1-<" Y"<
)"~~~
("1''''
~,'"
("'"1
fI
MI.
....' I I
'"I~l'l
..,
__fl
'.
1,:)
1lu
'ln
.
·1i'i
""Iu"I
"'1m
r.r
... I
I11
;.:I~:
:~~I~
'll~~~!:
~~~'/:
.;!~~
!~·~~:
tl~~~:
~~~~:!
,~:!~;l
~'d~_!~.;!;"~~:.jl~~~!~r:·
:r~~I:
~!~!
C"
l""_
'-'"'''
P-J
"·"·
.Tr"
'"""
NI·
.·m
'..r
"'u
,'_
'<'"'r1"
''''1'''1
'':1"''<
:'>'''''1
~~I::t
~):trf
rr[;rm
tti~~0
j~tJlj
lJl:~:
'i\
\,1
11
1'\i
'll1)
I((fr
(rrr
ti\\1
I[I
I'I
!I~
\!II
II,
II
····
····
·_·-
T22
0,-
"-'
-'--
r'"
··T
-···
..··
--r··
····
--T
"T
'20
01~~
lG~
140
1~0
100
PPM
T ')(-\
T (.0
T 40T 20
-r o
-NE
SP
EC
TR
O12
-R
MN
BC
(DE
PT
135°
)de
A.2
(CD
Cl 3
,50
MH
z)
13
"-.J0H
y"~
atole
5.5
3.8
4.8
2.8
_ 3.5
_ 2.5
pp~
·r .,._ 5.8
o<::>
118 I I• o'0
11-2&lIz-tl
N-23 11""' tl-2'1(
H-28&
K-2!/I
o
o
oc..,
co
li
~--,ÇE!-----l------ --I I I
"'---r I' I I i' I I ' i I , I ' , , I 'I I I " 'I I I i I I I i i i
5.5 5.8 4.5 4.8 3.5 3.8 2.5 2.8pp~
ESPECTRO 13 - RMN COSy IH_IH de A.2 (CDCh, 200 MHz)
10
0.9
"'>IS
SSP
ECTP
UI1
e5
/17
/95
13
:39
:00
+13
:05
SA
MP
lE:
TEC
27
-2-3
CO
l-IO
S.:
CLEA
NT
E""
:10
0O
EC.
C57
DATA
:45
8'5tlI
0C
HLI
:CA
LTAB
ti]
BH5F
.11
/2:
57
RIC
:63
4fJ6
1O.
3000
32.
9.
71
50
.093
9714
9
I~x
y-<'Hy"~H
3000
32. t:J.
500
2S9
239
253
267
459
200
4ge
159
359
309
323
337
351
365
379
393
497
421
435
449
463
476
491
300
199
50
27'3
se.~)
MiZ
1l1e.
e
I1/Z
10
0.9
'
662
l~
...
1J..
~_•.
..~~4.•
.§'
;l81
'1
,1
""1
'1
''---·-'_
·65
070
960
05
59
526
I'I"Z5\:l.e
- ""E
SP
EC
TR
O14
-E
spec
tro
dem
assa
sde
A.2
:
JN7EC'lI~_..oo
~--------r---..~._-
_~017,2'__L
't99;:
___6.~_iO?!J..
__~,-!l91.01.
~?0~:Z:~
___'O.3979~~24-9iT
"'f)-' oioo o
-
ii
~ •-6"-.,~_J_~7..".9~-_-_-_->====--..".--- f==::::.I
~0~~TI.2_O'0-.::=====_- ~~
'J~i
::r:o.. (1)
~
~ntinwv
UI
ÇI
T.
o. o.
O\en
tol""
l01
r-....I
Ln:m!~
...;;
0'1lO
~~"~
:"'.
:.-.
~'-:1
,....·1
~:~
~~::;;:
~:~I
-~-p
--I~I "'
1M
'M
~I ~1
"'IN
I"'-
I~"'
INI
w~Or-..
N,....
...lc..
.t-..
.a:i:o
l"""'ll
-"'llo
Ci
~~r~ I
0>1~
*1tnI<~~*tJ("~'~~"'I~I.L1
t-...
....,.
N'..
...Iw
_~lOl'(\o)r1"\\D·-'f1:\It.o
r~C:,
--:.~~r-:
'I~I
~r-:~l
~"":r~!"~l
~~~
~W~\\
~~~')
J
6 0 Lo;....
.
o
II
I ,li I , I I li 1' 1I I!I
Il~II
II
111
\ III I I
I,I
II
II
1
Ij
rTT
r1r't
1f"T
TrTT
"'f-n
rTTT
"T""
1It
TT
TT
Tr'
TT
TT
TT
trT
T"l
'T'"T
'T'1r
rTJT
TT
T'1
""
r'T
1'·
'rr
Ttf
"'T
rfT
TT
'Tl"
"'"
tt'T
n-T
TrT
T''
'1'l
t'I'
'''''T
"rr-
TTtt'
TT"l
l'rI
trrr
rT'f
,r-n
"t"Y
'lrT
T'r
Tl'
1"rr
T'"
T'''
''''''
-rT
Ttl
'"'"
1'1
'rrrr-n
r''
llll
f'tT
"r't
.".f
,i'
I.Ii
'i
IiIrTTTT'rr"T'TTTTTT~
24
02
?0
20
01
80
lüO
14
01
20
10
0tiO
60
4020
OPP
M
ESP
EC
TR
O16
-RM
N13
C(P
ND
)de
B.l
(CD
Ch,
50M
Hz)
-0'1
41.~gg
76~
72.73i
PP'1
!l7.71O
1~
__1,5~~.J.1..§..
150.767
"'1)-'- oioo o
---_.-:---I
,'"
~
.;"'-----
--
-
~-
..;;;.-
-
~
!----
-
'---
- --
--
'-fL.
-
VIO
j
-,-..., ntinw~
--....I I
LI
-00I
NOO
81
•
o"'t)-?' o11oo
....'"
'"•
·•
:1
... ... :a
-~MAÜ--'~AJrJll,
T-N
O
N
·,
.,'
N
•,
)
·;
~.,
1:1111
;;
I>"'"
·I
,O
I
OO
:;
,;
·,~
.:
.1Í"
·•,.~
...·;;
i
·I
i
..I'
·I.~
-i~I-
!-~~
.---..-
,-i
I!I-! I
.I
I,
II!I
iI
IiI
-I!.
I
:I,--!I~..
I-II
iIi"~,
!
,i
1I
ii
ii1 I,IiI
..I
Noo-- VIO
~
~no(/).-<::r:: I
V.l
ng-~
,-..... ntjn... V.l
v
61
1.'
2_~
I.~
l.~
I.f
2.2I.d
,I
Ii
II
PP
"2
'.5
25
.12
2.$
21
.1.'
.51
5.'
~~"
31
.I
32
.53
5.1
c·~
C·t~
c-2
(1C
·Zq
c-I9
c-'
c-IZ
....
~·I.
: ~~l"t
Â"J
,d\.j
J.W
1J~V
\~~lw<\
LII~IV~
w..~~J
r.WJ\A
A~~,
.H.
'\100
(~_vI
Llf'i
If'
N..
..
'!li
---
--1
-
e ~I
..-..
~1
/--e:
---~
(à(0
)~
-
~..
_...._
-_.
-
---
-----
---
__
o
._--
oo
---
0._.
__-
--
Q)
-._-
-.
~.I-
--
1..
.-
-_
._
-_
_o"-'--
__
o
I1
i.0
."
•••••••••
_
ES
PE
CT
RO
20-
RM
NC
OS
YIH
_13C
deB
.1(e
xpan
são)
(Cn
Cb
,20
0/50
MH
z]N o
C-Z
l
19
181
116
1514
1)
1211
10
"61
61
Fi
lpp
.l
c-ll
i
J~
....~.
l'r,
r2 (pp
.,
5.2
5.
)~
5.4
~~
c:a. ....
5.6
5.1
.~
I5
.8
5.9
o6.L~
N I Z
I ::r..,...--
----
,
,_3~C-lli
oAc
11
5i'Í
Ôn
-a5
1&0
1~5
I~O
Ih
110
d5
do
IH
FI
(pp
-)
r+.
5.
I
~5
.
-- 5.6
N -=5
.8'--
6.0
.... ";'
:6
.
~6
.41
1
6.6
6.8
1.o
ESP
EC
TR
OS
21e
22-
HM
BC
(cor
rela
ção
IH_13
C)
deB
.l(C
DC
h,40
0M
Hz)
N -
c-I
{
C-3
.C-I
'
tr2 lpp
.
II
2.3
0r2
~
!
lpp
.
3.
I2
.35
I
~
~.
,e1
~ :i:
<
~2
.40
O~
2.4
5
'~3.9
4.0
12
.5
•.1,
'
I•.
2
4,31
t2
.55
~~
I
12
11
•.4
I.13
~1
61
5-
11
ri
lpp
.)
U1
II
4.,_~
_L
'-_
L•.
1...
'.1
-,'~.I.
.1_
ES
PE
CT
RO
S23
e24
-H
MB
C(c
orre
laçã
oIH
_l3
C)
deB
.l(C
DC
b,40
0M
Hz)
IV IV
C·I~
C-3
0c-
2Qc-i~
II..
~I\.
~
''O
.~
,-'"
'2,
(W-l
~2
.a.
~~
2.3
0:
I2
.35
~â
~~
'Im2
.40
~:.
-,-
...
~
..V
2.4
5-
r2
.50
~ l2.5
5-
J2
.60
2827
2625
2423
2221
201'
91'
81
716
1514
rI(p
p-I
... :5
.50
5.5
5
5.6
0
5.6
5
5.7
<2 =
19
.01
8.5
18
.01
7.5
17
.01
6.5
16
.01
5.5
15
.0
Fl
(pp
ll)
IV w
ESP
EC
TR
OS
25e
26-
HM
BC
(cor
rela
ção
IH_B
C)
deB
.l(C
DC
h,40
0M
Hz)
LU
l'"
IA".o
.....L
•...."
ou<..
,~.."
.IT
T'"
,.'r
.IO
f1
"'"
...,
.
r2 Cp
p.
2.2
S
<
2.3
0
I2
.3S
~()
®~
~~C>
~~
2.•
S
J
2.
SO
<>
2.
SS
lT , .::z:: -+ '" ::i:
c-8
...*
lO•
Aat
ribu
ição
dos
valo
res
dede
sloc
amen
toqu
ímic
o
deC
-Se
C-l
Ofo
ief
etua
da
por
com
para
ção
com
o
espe
ctro
HM
BC
deC
.2.
ti
.S..
.3t2
ti
.0l'
IIU
Cpp
.)
ES
PE
CT
RO
27-
HM
BC
(cor
rela
ção
IH_l3
C)
deB
.1(C
DC
h,40
0M
Hz)
N ~
C"",!"".
VI!"
9,I
wdd
.,
"
•
••
JdjIII
II
1.1·1·9,I------t------f----------;~~--~-J
S\-H
o
0t)ao
o,,,,I"''''''''''''c,I,"
I>I,.I"!,
9""""",1,
wdd
wdd
9
I
I0/ ,
'4,
I;
iiI,~JI
I! ,i! ,
i,I
I! t
I! I!
I,
'IV"I
IIi I
.l!yIIII!! I
I
fo
"
II~III
II
Io
iI
IIt
.~i
I'I
A
I
~i~
1;0I
ÇjlIoC
!ÇjC
t
wdd
II
JnSISZ
------+-----j-----!
o
~/:I!--------TI!
IIIIIII
f--t---+--,-,=:=====:-:~~~;:-~~_--_-_--H,-'+----I
wddi
Oc
1;1
6000
0001
j(0
24
2)
em(2
4-(
1+
6:8
))
100 %
529.
\
530.
3
565.
0
I:Sc
anE
S5.
23e4
6 0L~
o
oIh'
'''!!l''
!l.,
ii
ii
'i
J\l
l~..
til·'I
IIm
/z20
030
040
050
060
070
0
ES
PE
CT
RO
31-
Esp
ectro
dem
assa
sES
Ide
B.l
N oc
ppl'l
\
7~BBH
~7.~65B97.~~625
7~~25B
:::\:::7.3~060
l~;;~;~6.7~9~2
6.73720
~6.712706.67252
::\=629660
lH1Ê] 5.7~BO~
57321~
5.~3525
{~.5603B
~.55329
~.5~B~6
~.5~13B
__~.22BB5
lt~~~;;
-j/;3.50B09
1~·~~~~:2.5302B2.51B072.4B5972.~73BI
'1~.~~~~;2.0~659
2.039292.03201202~75
~:.H~~: 197649
il.956B71.901HI.BB9541.~9669
I420051.37~53
1.351771.337261.326531195901.03~69
'....I'\-iO;""0' O o
1~531
~I.5B02
--- 2~570
---w
6Z
r
__-,----,.,.---r-----.,.---r-_ppll
2.59929r...258407
:0=257121~2.56229__2.53841--2.52087
,~2.50859(~2.47655
"-246436--2.40895
-227297/;2.24513
J~H~~~ 1Ii2.058702.044262.036942.029622.022352.015072.00682
=f/~198760W~I'97975~1.97089~1.96702~1.94696
,~~\'--:.~~~~~ ~~1.91572
1.905171.892401.879971.855401.842351.830221.81799
---1.62127.,,-1.56755
.J'-1.53809~1.51696-~-1.50966
-1.48729-1-45976~1-45206~"--1.-44371
"-1.-41070~1.36492~1.32769
"-1.31709-1.26811~1.25537
"--1.24650--I.18625-1.15102---1.11633
a>
CD
'"o
"C
!"O3
i'"\ a>
t 1~
I
:1
VJoo
ü(
toto
"ppm
~205637
",=205372205101
lJlo
o
o.....r'\-j0;'-0'
__169.502
~166537
166.360.-·15678~
---151.278
--132.670
-120.966
~~Effi Ji/;56.09856078
1ft~9.225
~3.739
~2.057
~1.211
31.~6229.76929.51329.25628.999287~~
28.~86
~28.230
~~,\=Ej~~ \\::2030~17.51815.90715.~59
oo
lJlo
'"lJl
'"lJl
-
u:
<><>3
ppm
~--../
~169.555
O
00
169.52.
"'tl
169.502
~
~166.553
n166537
...,cn
166.516
"o
166360
O~
--156.78.
V-I
?='<:;
2o
---151.278
w
nO-
;;: o
~
~
-,,-...-~~~
--132670
""Oo
§-~
(I)
~I
--125.967
O"-"~;;;~
o
-<::::121061
n~
120.966
.... O::s~I-?'
;;
-..lVI
~'--
;;o........~--98.259
9t.~
III
I•• II
ep• ,1.I•b·P'Ji
ar!•II
III .I•i I
iI
II .-
II ;
IiI I
I I
i~II
II I
I
IIIi
I ,iII
!I
I
I Ir--
II
I
II
II
~Ii!!
I
i
•
-._--L_-~--t----;--------__o-__••••.._+--_-_,
'iI
;l
IL.-'__-....:I__.......!__-ll__--L..__-'-----'--_----'
1"8
o
o~'
110
tt
o....·r'\......iOJ-O
ro
Q
-
I-;'I:o--1--
i~~-,1L-~~.-L!
J~~~-L~~
:lrTrt-t-++U~!i
:~ii
':...
-., ...,."I~I.<'
wng-~
,-.... ~(')(D
-o::s~FNoo-VIo
~
tE
,IJ
~.)
',
:,',
J
"~J
17'
.•
1',
J
I..
1.I
J
,,
._-~
.-.--
---
----
1--,
-
C"~
(-5
....
.-.
-+--
__
_I
__+
-;-"j-T-'-------~-
__
~.._.,.
~-,-.~~_.--o---~--.-.~:i
------~t_
,~((b
-,'-
1--
-·-
d_
·.
,"-4
-\..
=-=~_=-~l~-~_--T:
~~~-:~
~-~:"
I--
---
~"
~'(-0
5---~0
Ir"
•_
_o
I_
I'
----
+._
.---
-_...
_.".~-
---
Ir-----+.l---~
~.fI
I-_
A\-
----
~~~~
-t~-
----
"I
--~-
----~-----
_..
_."
_.
.0
--@
I,
II
I I
---i
----
III
----
'-"--
---------;.-
I,~ ,~
ES
PE
CT
RO
38-
RM
Neo
syIH
_l3e
deB
.l(e
xpan
são)
[acetona-~,
200/
50M
Hz]
..... VI
5.499'Ja
__-,S,-,o..lill.2..
__~70-llin
--t~~~u__--'6'-'..•.L2Uli__~LHlli
___~.,953i9
~".ªal.
__-,,3-'-0'499'J6
o"'"~oo)-o~:lC o
I
~~i
w11NTfGj'j;lT-----,------r---------.--------
!
~lI !!
,
~ ~6.)09['-
3~~~!rt-L--.5~.z:7~60~====r:;::=~-----Ii
I
w~:
iI Noo
°lI
!i
9(
po'1
____~_'_.902
___55,.)25
·····~eo)-0'
oli
------
<S
f
rr
~rT"---'~---'-'----,-----'-'------,-----------,----"-----'--'-"""-~"-
~
i'"~í~1l ~'
~~~t.~"l' 1.,
1.1
.... O
V\o
Lf.
ml
'''I'''I
~I~(·t~1
:\~
~I"I
~I_1v>~~I"~I"I~"'I"I.nI~C'I"I"I"'1
~!
~lc:::
~~~1
a>
l.J)
....
.0
·-
IL.-
C....
.c:""
t.<"'"
lT",
~.,--
(:)
('"'
l
..,",
V>
~;~r~~
~f~rW~
:1T
o
~1Q
.w
:~j
~I...;
C"'N
I-n
.N
:...,
N'N
lm
,
N[-
--
---:
o
Ir
ÇzI
Iª:
011
I
lo
II
Io
II
I,
,III
I1
f
II
II
!I
II
I,
II
II
I111
IIH
I1I
II
I , L'l~'~'~F~TH"'~F~""~l~~"TTTTHTTTn.T'"""""I"
"'"
'I""
""'I
"""'
"I'
"''''''I"
"""'
,',""
'I"'
"''"
I"""
""'"
'''''''1
'''''
"""""",'
"''''"'"
"'".,'
~'''""
"~24
022
020
018
016
014
012
010
080
6040
20PP
M
ESP
EC
TR
O41
-R
MN
l3c(D
EPT
135°
)de
B.2
(CD
Chl
Py-
ds,
50M
Hz)
w QO
39
6ª; os
o
-OAc:.
1'\,.1'1
H·S.~q ~.~ ~rJ' ~." 5'"'- ~ "-Á.. '--
~,.,yIi.HG
o G
G
•C-'/H-'C)
..0C1b
~
-10
20
1_30
rJ
'-~O
ppm
ppm 2.0 1.5 1.0
ESPECTRO 42 -HMQC (correlação IH_BC) de B.2 (CDCh/CD30D, 300/75 MHz)
~o
Prooe: 5 "'" TXI 1131 l- B-BI e. CDC13/~eO>< iigraCl - USP-SP I.OulI11JCa q
IH H-n M·Z. ~LI·H
:~I""il~
-
~I;~
•
~
~
\J·
1 1- BC
·.-~-
·. 11~100· ...•..,
.. 1Io
.. .,.- -I
,. -~i 1-120
, 1-
~
I.. I.-~ tuo~
I, i1-
•" ..J r
j-
- J.,;
-~
1,-I
00" 6.5
' ,
6 o,
\ :-00"5.5
I50
I4.5 4 o
~
"~
H-21,,-u I ,-1. 11-11
-_..::2--.-~.---'. --_.
-----;a-
- 80
-\00
-120
.. --
...-.
'j.\y:
8> .'\(;
.IW.......~.VI
~
=~- -- --......
•~.~
~~- <
I - Ir I I I '
PP" 6 .5 6 . O 5. 5 5. C
N
"
ESPECTRO 43 -HMQC (correlação IH_BC) de B.2 (CDCh/CD30D, 300/75 MHz)
:Uu============::===========~=====r=================::;
..,,
-T.
li
.,:I
tr:• II
1"II
..,---l----.:.----~--~I--__7---~:---7----;
iI
~•I---+-----+1----I--·--i~---~---------jr------
II~!I
I
-1
IIII
:~-
r1I
iI!
1IiII
I
i
l!I.
Itr
NlD
lAl
6000
0002
3(0
.242
)em
(2:4
-(1+
10:1
1»10~
~~I
%
575.
1
I:Se
anE
S
3.11
e4
619.
0 643.
0
,R ·0
om
/z20
030
040
0'i0
060
070
0
ESP
EC
TR
O45
-Esp
ectr
ode
mas
sas
ESI
deB
.2~ N
"Cntegl"'a, "CDO· 3
--7.58523
_7.31801--7.23~4
1.000>--6.91621
~íI1~6.45319
~2.053= ~~6.41264
n6.38618
-31.202=:::=__5.90)8
"--5.90272
OoI;l.--5.52938
CI'\0.962>~'r:>=o
--5.28618
:;oUIOiO
2~
:r:1.226::::=--4.50668
o.. ~~k3.66247W:?=3.51045
=-o.9ã9>3.49843
-..2.44890(jO
2.415«
n2.38733
-~2'~''.M2.18182"W2.13166O2.12307O2.5342.IOl!3
~~~1.97780
~J=1.95045
lU~1.8957! N3.239,
'-"10.121="--1.88208
~~1.82657
~1'70'"
~11.65468
~1.57480
~1.503521.419731.348n1.311321.276131.230261.197961.10550
(t
ppm~73.9751
--66.8764
----70.2517
~
----60.4537
00~
O~':rr
~O'l
no
~
~Oo :=.rs:,~ O
--52.5133
~......
~J);>~
--46.5658 -.... (')
--43.5897
~~
___41.7890.~
"~J-41.0151
~"" ---~~O-G
=--34.9563
.NCID--. (')
~~--30.4699
O(')
---27.8922
.... ...-....J
---26.6638
VI
~.P~-.1'
~26.4296~
~..r
--23.8140
~20.9080 ---~
=.---20.4279.~
-19.3989.g..':P
--18.6158'0
--17.3004 --~16.3313
r-~ ..,..ir-~
---11.3862
-..... o
a>o
tJ\o
wo
'"o
-o
oo
lOO
CllO
ppm
/~ff~--/{&'i--l"t;i.lie::-__-«-yE=---r...S'.."
..r-
--155.001
""~0='1-0'-
J~-124.514
--121.455
-92.940
84.47877.50577.28477.082
~:::=========;;;;;;;;:;;;;;;;;;:;;;;;;;;;:;:;;;:;;;;;~~~76.659
:~72.876
, n o..
~~i
l~l'
.Q.-
.:.Ã
.
o
.-/././
.-/..
...r
----
-----T
--
---
----
-T-
••-~'-
-'-----W
----~-'-
--_LJ...
LLr-'-'
R}
6S
43
2I'P
I1
ESP
EC
TR
O49
-RM
NIH
deC
.2(C
DC
h,20
0M
Hz)
I iil
~
r. 0..
o.. f I f f I f
co~~~~
lf)
~fl~~.~
OCO~
~..
....
.
o~~T
~
.Çz
;.....
o
~~.
~f -\.....
, '"lf) ..... c»1
:I~.~I.!~
.1~,II
(I\~I~r;
-
II
I.
III
III
I~I
~I.
I1111
"••
••""
'...............,......
1lIlI
••
".,
..,...
...
...".....
..,...
~.,.""
...~...,..,.•
•,~
JItI
It.a
""'~
..."
.....
....~L.
li!.~
Illrn
rTfT
T"t"T
'TTT
"M'r"
'n'TT
""TT
"fT'T
TTTT
"r'..r
r'r'~'TTTTf~"''P'TTTT''fT''·i'
i,i
II;..li.
1'1
'i.'.
11
.'j
"'T
T"
i'li
••li.
i,;
ri••
ITf"
"'l
'T'"
••,'1
'ili
11
.i'
ili.'
"I"
,.li
i''i
.i"
I,'
,1'i'i
li.
li'i"
I;i
""
14
1.1
i.'
li,"
;i".
iI.
iI••
,•••
,'fi,.
'I'
"
24
02
20
200
180
160
140
12
010
080
6040
20O
PPM
ESP
EC
TR
O50
-RM
NB
C(p
ND
)de
C.2
(CD
Ch,
50M
Hz)
... ~
o
:1~I
01~
~I~I
~I~I
r-'I"'lrt~-11~
~I0
"0
".C
""lf
')I"
('It
Tlo
1.'",
(""t
.-i:
J'l
\r'""~r
o:T
-"
''1
~~:
.;'1
°I"
.:'I
·j-i
0-
.Q"
No
....,ro
,LI'
:"
~l~P~'''"
O-
~Il{
)N
J>"
....l{
)..
--
I~!
:Á
.
II
I
~ ! ~ I :I ...~
Lry~
""'"~~
'''TT'''
I'",,
,.,
"I
'""i
"I"
"""I
'"''I'
''"""
""'r~~
"r""·T
..·"r"
.,.mH""'
T""'":-,
r"'~''''
I''''''"
''''''"'
''''T'''
'''''''.
"".."'T..
....
...,m
~~.F
24
02
20
20
011
301
60
HO
12
01
00
BO60
40;.0
0O
PPM
ESP
EC
TR
O51
-RM
Nl3
C(D
EPT
135°
)de
C.2
(CnC
h,50
MH
z).. 0
0
·Çz
;~
o
...HI
l--
.---
L--
--L
...-
-L)
[1
'---r
------
-r--··
------
r-·-··
------
---...
.r---
---
---1
"---
---
r---
-:ll
~.i
----1
·-----
-----
-r--..
-----.-
'..---
-----1
--·--·--
------
--.-_
_o:--
----
----
+-
--;-
--.-\
.--t-----~
r-~-=-,-:-~
!i
'!
II
!t',
tit
1:
~L-
---!--
----
-1-
---.
--L-.-
----J-
------
---j--
--._~-
----.-~!
.-)---J-
--t·L---
----l·i
~i_
__
--c=.:
:::_J
I:
::
II
I':
I'
I·"
II
:,
iI
II
,,:,
::I:
II:
':
~!'
I'
,I
I:
iil·····
······
!..-;
~-.!
·1-
~~
L---f
....-
o_o!
----.-
---L.---
------J.
.-------
--~-----
------L-
--~-----
.!-----
--.l.--
.J~
',,-
::
I:1
"i
::,
:I
II
II
I:!
'I
Ii
I!i
'::!
I,:::
;Z<
r--']--
---.--i
·----:
1tt
r-I-
I-'I·
~I·
):!!
Ii'
ii
:;
~r-
f·I·
}l··
!'··
·l~-
---·
--]i----
'-'-
"I['f
ll~
L11
_._I
_1.__.
1_..
.._...
_.__
L._J
IfT
T'"
'....
..."l
•r
iI~
.."""
'""""
rli
I~~
I'
ri
ii
PPH
16
01
40
12
01
00
80
60
40
20
PPM
ES
PE
CT
RO
52-
RM
NC
OS
YIH
_13
Cde
C.2
(CD
C1 3
,20
0/50
MH
z)
2 3 5 6
• \Q
,-2
"C
·I%.
(-~
c·15
c·"c-2
C'
to' ,.C
-I'
o-.c c-
It
C·l
q
'-34
z •
,i-
.1.
•! I
oI
r'-'""f
...
'1 1"..'T
""'T"
""1'
""'li
.,.."1
'"····
[1'···
'['"
'I
;I
III
',
,I
I1
I
'Ii
II
II'
:,
:I
~:
Ii:
;,
i...
.i.
,.,·1
·.'.
i....
..i·_.
··1,
.....
...ir
..r•.
1'·
II
II
Io,
I[i
';!
,I
,,"
•,
,,
'"~
r
II
':
It
1I
I'n
'
Ii
:i';'
f'
II'
,i
II:
Jo
•1
~:
I,:
I:
::
,9..
..,i,
....I~....
•l...
..!.....
!:
~1
Ii:j
:i
,i
i:
:I'
:i
I:
I"
I::
II
:
i:
i!:
!;
:"
!:
I!
,I
I.:
'I
!::
1:
I'
,,
I'
:I
I
:i
!;I:
ii
,,
,1
II
',
I:
Ii
I!:
:
'--,
1...1.
1.__..
_.1..L
.....
.J
__-1
,..L.
..1.
LI
rT
"'T
,I
..-.
.,.
_'0...
o.,...,
.~,
1..,.
T'~'
..--
.-r~
""T
"1
,-,
T1
"'1
1,
11
I..
..I
""T
"'"
-r
-t"....
''.
I,
"I
,I
I,
I,
II
•i'
?f'
e:5~O
4S40
3S3
0n
,.!~
,~
~f-
PI'l
é"l 1 j
~~=:-:-:--:-~ ~
,I í
-==::=
:-._:5
~.'-,
--
....
."'
-~I
"
ES
PE
CT
RO
53-
RM
NC
OS
yIH
_BC
deC
.2(e
xpan
são)
(CD
Ch,
200/
50M
Hz]
~
i;'W~ OI li.'.# ,.
1.5
....II~ I 6.I'"2.0.J
.' .-: OH'T
~-o25
13. O.
OAo:3,5
4.0
4.5
5.J'.
91: m;'.55j6.0_ "1-,11 ..
I ; 16,5.J G1,-.ra
.'--'-" ",--r-r,"-rT"--"-'-'--r--r-r-r • r I • I '~-"T-
6,5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0
Fi (ppm)
VI-ESPECTRO 54 - RMN COSy IH_IH de C.2 (CnCh, 400 MHz)
c-I'
o
Qª :C·3
c-23
_---1r2
I I 'I " I(ppe
'"" 6.2!>~
,t"
------------_o ®6.30
I3.4
6.3!>3.~
\Il 3. ,Õ
'''~ I:r
l 3.1
6.4!> 3.•
<:\. ,JI 3. ,- --Y
'''1.
[))z ~ -- I J 4.0->
~\~ I I 4. I6.!>!>
J I I 4.2
6.60I . .
d1 doI I . . . I •• - ... ----r-r-r "T--'- I
di do 16' 16. Ih li, 16~ li. 163 Ih 161 160 I~' I~' 1~1 I~'169 168 161 166 165 164
Fl (ppm)
ESPECTROS 55 e 56 - HMBC (correlação IH_ l3C) de C.2 (CDCh, 400 MHz)IAN
co,
'.10 '-13 e.\'
c-l
tt•:z:
N:k
( F2(p~
~, 1. 65
"j [ ~5.2
1. 10
5. l
" _.:::::.5' 1. 155.4
l.....,5.5
) 1. lO5.6
5.1 C~~·~---_·-----I. 15
5. I --"'::>• ....J'
5.9 t ~ 1. 90
6. O' ~)
-\ 1. 956.1
6.2 12.00
6.3
14~ 4'0 ]'5 ]'0 2'5 2'0 15
ri (p~)
0_
j I , I I i r I~~D ~ TI n H 74 73 n 71 ~ 69 68 67
FI (p~)
ESPECTROS 57 e 58 - HMBC (correlação IH_13C) de C.2 (CDCh, 400 MHz)VI....
C-22.'-~I
...I ~. 3..
3__ •::I:
~. 4
~.~
~.6
~.1
~ .1
~. 9
6.01--.;;:;
6.1C
6.2
••rol uJ':f.:z=
6.4
6. ~
6 . 6 L-..-.-..--......----.-.10~ 100 9S12~ 120 I1S 110
ri (p~)
ESPECTRO 59 - HMBC (correlação IH_13C) de C.2 (CDCh, 400 MHz) ~
60000009 3 (0.242) em (2:4-(1 +10: 11».2030
100,r 529.\
280.\
217.0
%il I 235.1
281 I
331.2
367.\
1: Sean ES1.71e3
575.1
576.3 643.0
QL~
o
600o200 300 400 500
~m/Z700
ESPECTRO 60 - Espectro de massas ESI de C.2v.v.
'C pp.'Cli
--7.2~698
tJ!j --6.8814900
-= ~6.522~8tJ!j
--6.~83~nO~lrr'
-6.37822~
" O ___5.957~
O ~ -5.91900
0'1~
I k5.22122
~~5.1~238
~5.12729UI 5.10619
5.0912~
::riQ..G
nN ...= --3.69819-...(')t:l
2.33~27(')2.31929-IN 2.29007"
l,j..) 2.27520O li '075'O
2.13857
~ ~:=~1.fJEJ672"-'1.8526~lU
1.836001.77565
-
1. 71633
"~161.333991.293761. 231590.98703
--51.0912
--~8.8666
--48.0299
--4~.1729
--42.8676
-~5~.6526
--52.9~22
ppm
--39.0126
--32.2961
--30.1660
--26.9366
~21.~837
-21.1782---20.6571-19.4392
--16.2300
_12.0538-11.4611
lllrr0=
i O
~o
t't1fLJ
-=t't1~~:;coe'\W
~w
n~
ã'-"Q..G
~W~
-...non-w..........:J\J't
~'-"
<:;
Lf,
o
tr1rJ:J~tr1n-3::cO0\CMt
~.-....n
-..
~'-"
~n.NI»-..nCjn-....,.-.)VI
~'-" (J)
o
cc~173.137
l;~:::167.182165.886165.054162.110160.414
" ll60.024\... 157.340
_______ 144.108139.253
--135.644-133.580
--130.070
__ 125.844
--124.256---122.856
--118.282
--114.880
--111.604
/106.694./r103.576
-;1[100.141
1~:~~~//1; 92.336
=Jír :~:::~
!i~f ~:~~~JI[ 78.120
77.421
i~~~~~~~~~~~~~~~$5iiiiiiã;;=======================J~77.198
76.99876.574
-- 75.271:::::: 73.728
72.302_ 68.0&4
--- 67.252--- 64.905
126.285~124.685~123.277
pplll
--157.788
_ 55.079
. -- 51.521-- 48.453
. -- 92.770
_ 78.552
- 75.702
32.697k 30.592=' - 27.377=--- 21.918.-L.- 21. 6213S= 21.093=""'- 19. B66\~ 16.665
"- 12.496
....~O ={...,or'"'
IO ~
lUOO
oO
.....UI
lUUI
6!t
pplllt:>t:>3
--55.0789~ (J1(J1
\11~
--51.5212~n-3 (J1
--48.4530o
"O0'\(A ...
(J1
~ ...own
Btrj
'"""O (J1
~--32.6966-VJ--30.5916U'I
o'"'-" o
C.--27.3772
(D
n.N
lUI» (J1
,.-.._____21. 9185n-21.6215O-21.0928n-19.8656- lUW o..
.......)
--16.6648U'I
~ ;:n
--12.4963'-"
09
----1~~.__~L/
--.._-- -'-.-.----r-----~.---- ..---..---. I -.-------;:-r--- _
·.-.----. I I I 1 I.. I I"..;
~. -t~-t-..-.... ·
,. I I,1 I I· --<o:•
• '.-': I , •
o
50
•
-~ ..."
,I,..I
-- ~ --- ...-.-. ------.--- .. -.. --------+---------+---., I . I i. I 100
• ~.•':
.; ~...
·a, _
••.._.- '--. ..... . --- ..~--..- ... ..J.______ I +----~ I' --------j
~,
'!..~
..~
'-'1 I I I' I I' I 1--ppm 7 6 5 4 3 2 1
ESPECTRO 66 -HMQC (correlação IH_BC) de C.2a (CDCh, 300/75 MHz)
150
PPtII
0\-
til.ZI Mt-II t4H'\ tV-~
~U 3UV~ Jl=-._-_... -- -.... _.._-,--.__._-- ..._-------,-. . -,-::,=====:====;
o
o
&~: H
4)-
Q'
o·
cO
10
~
::=~
~
\I
----..~
IU
'1--1.1 'f'
~-.-.-------.- -----+ I I I
'.:! ~~+f....
~J..:.
_._---
------í
L.__ _ _•. . -.1. _
ppm ---_.. - ... - --.----,------2.0
11.5
-,1.0
ESPECTRO 67 -HMQC (correlação IH_13C) de C.2a (CDCh, 300/75 MHz) 0\N
____ o _~-jl)l ~~--~UUL_~l_---- --- •• _._.. -. . .••. _.__ • ,- ~ .--. ~... __ ._-_... --_••_--_..y----.....- --- ----------_._----- -----_._
.._----~
•• •
o o
•
o
''---.l ~... ._._+1 ~ ,_ I:•
_______ .__. .__ . .~- o
tJ::::OI . I
---------.
---
<lo_
J+r:;"
o
ta""'~
,••
•odP
I1.0
••to.00
1.5
~
<Ol
ppm
. -----_._---_..__.1 I • I I---- ...- -------·-·---·-.. ---·--.. ---1 ----
2.0
-r-------------t- I ~ \' I
Cf"
~li!\l
ESPECTRO 68 -HMQC (correlação IH_l3C) de C.2a (CDCh, 300/75 MHz)a-.'-'
U'--L..~_l,,----_l~
i I •i GJtI1
i
I i."
i "If
.~,I
,i II I !
i iI
~-I
,o
: I - - o'i 0,
i ri 1\- Ii II
,~o
I!
i -"I
I ,"I o
Ii
~íJ1-o .~ 1~ Oi
~UI"'"'3
"O0"1\D
~(')OC/.J.-< w
::r::I
::r::Q..~
~ '".N~
,,-..(')O(')-....."WOO
~'-"
"O"OOi
i 1 , i I i
UI
, , 'I i i I i , i i i I ' i i i i , i i , I i i I i i' i i I • , i
• W '"
o
.".~o :Z:~A'"1 o
~
~j ALA ti
r.I1-o "'I I
~.~ I
~~ ,-3
" ~ IO I
........ .....O o
f):>=:;o ~
~(J OI ~-O UI ,Cf) e ~ •.-< I ;.....::r:I
::r: OI
oQ..
~CP to~Nr»
,-..n UI
t'UI
n I'- I-V)u
W ...o I -o :>=
UI ~
~o
-..- I I I I I'" ..... ..... OI OI UI
'" o UI o;o UI UI
" nttg"'a,
"31
DD'"
1'''02'~
j'.OO92'íLl ~:~m"'tl ~~n ~
J 6.51509
-3
6.49718
"6.47575
O
~6.44033
.......
--6.38332
- '"
/6.09072
I
Z5.97307
~
~5962"5.93409
~5.92382
O5.90653
-~5.86649
=r: lJI
~5.64031
O-
ti ~5"m~
w 5.21822•
S
5.15318
_. li 5.13840
ti]
•
~ ~.5.117245.10259
~....
O-~ ~
~
~
L369949
P~3.6B631
N
~
~
3.64983
~
li2.28521
n w
• 2.18895
/..
N 'P=0 2.14673
a-
2.14109
,,--..
2.13132
(j ~~
2.11606
O T6!fS;~1_3
(j ~
1.89498
I\J- ------.;:;1.85741
lJ.j... 27.335
~1.83033
VJ ------ --O
~1.77104
O29.rn'-
~1.75630
~15.237"'= ~:;~:~
9:73e>
1.59143
'-"
1.44639\ 142818
\ 1.33100
~ 1.306161.293381. 22951
(1.201450.98355
99
~rJJ""O~
~-3
~j·1I'1t..... 00-
"O i
-....J I, ___ 2 )4464
N I ~l~--232912
1 --230002
~1~( ------2 28521
~l ___2.18895
~~~2 U673
~ <=0--2 .14109
~j,,=2 13132
::r: \2.1\606
(
o.. I
~ !
2.r -1.9!U44
/______ I. !lO903
~--I.l&l!lll
~_1.1l5741
"27335 --1.83033
'"--\ ___ I 78707
o.. \--1.77104
~ ~:~~~
1.72643
N1.71)47
= --1.59143
~
~N ----------
_1.~39
~29.274------ -1.QllI8
,-..~
~~
_1.33100
15.237 --l.106I6
~ ----- ------1.29338----- --1.22951~ 4.518~l ----- --1.20145
O I-..-.--. I
(J
~--1.07462
O(J 9.738 --O !Ill355- ""...."\j.)
O --O 115524O
~'--'
L9
DD'"trl "C
--7.00927
"CfJJ. ""'tl
1trl
---6.'88250
~~~
cnl"O ...I........ 0j
--6.6536~
(",j
~~6.53626
cn
?6.515<l9
cn
UIII"
--6~9719
Z
-----6. ~7575::r::O
----6.~~03~
--6.38333
Q.. cn~
Ao
n3
w•
_.CFl
,.~•~ cn
-:0=.'"
--609073
Q..C1l
5.97307
~rj~
~5.962UN
n __________5.93.09
I» cno
~ -5.92383
C1l
------5 90653~ ,.
------5.866.9•N
/)::)=.~
U1-...CDC1l
~O~
- -5.6~031
~CFl
U1~I
O cn"'-",......n
--5.~0179
tJn U1- Ao.......VJ
--5.21823
OO
~5.1531B~U1
---5138.1'"
~5 1172.5.10260
.......
89
Dom'"'"3
--94.4746trl
~V»
--92.5914rJ'l
Oco>-Otrln
--86.0050-3:::c "".rO ~
hBO.187678.4145
-....I ....=f77.5128
~
~77.2915
0--.77 _0891~
'\:76.66602 ...75.B082
UI
'" --72.0141wn,,-... ....""I:' ....Z ~
t''"-'
--60.1953Q.~
3\li
--54.7981
_.ti)
J:'
~ ....--51.7191
~~
--50.3865Q. ;..
--48.5074~
Cll -n e-.--45.5119N
~
-43.2901~= t>O
-42.1755~Cll ...,o
-~39.3600~ ..,
-38.1590J>~ :cr::r,....., ...
_32.8774n !>'
" ~ -32.0368t'
~n'li- iN
--27.8255
w"-.l
NVI ~
____ 23. 4829
~ ~215385
--21.2539~ ~
~20.9429N ,..
20.2243
.........; ·AJ
~17.5368Qo
;::--14.8535:.t
;;:;--11.5979....
69
o (\J .. <Xl l'1 ,....,....o OI l'1 .. 10 10 OE ..... ,.... <Xl ,....OI ,.... 10o.
OI U1 l'1 al U1 l'1 (\Jo.
~ ~ ~ U1~ ~!:!
I I I I \I
!.t
oC.2. a· ~?
r''OMc.n a· Jo
,J-c
123.\ IlU
ppm
I~M Ilfl.~'~'!ll ,,~.l
l,J.3
170
IsJ·B
160
151,5
150 140 130 120 110
ESPECTRO 75 - RMN 13C (PND) da mistura de C.2a e C.2b [CDCh, 75 MHz]~
"C pplll"C
~3
TJJ.~
'"~C>O
("')-3~O iii..... C>
"u."0\I
O
~ cn--157.B~9O
nW•IMn li•~
~
~ot:l O
tTl'1::l
________ 12~ . 736....,
d~ --123.391.....
---............121.432\j.) :ú nVl C>
Wofi''-'
o.. li~ •,;.. .e. õ Jroti) C>
-- 93.932~ oo~ ~
o..- 7B.7~5
(pal
~o
-- 75.823N=(p
("') OIo
- 55.132~-- 51.6~6~-- ~B.950..--.
33.926nt:l ... -.i 32.736C>
~ 30.631n- ~ 27.399IM
21.969..
........:l~ 21.611Vl
~ 21035'"
~C>
~ 20.12219.888
~ 16.7~5........12.60312.~90C>
IL
72
II
iI
!:~p ~ ~-~r .i;.í H~.; --=
~H,:j:! ?s ~N
~-..
~.,,, I
~mE:: ~m~H 33
I oo
I N
~~ .-~-I uo
"~.
Un:t" 0.\ ---mn,
...-l
UI ~
r "'O
I~
~ ::c
~" '"~ I
r---f.SjP .. ~ r---C2:t~ >
O=:~ B"
E-HW:~ OUO-{;o
" ~.t :. ... j ! 1111Q..rJ:J
nt~! ~
"" ~
r~
4niJ;· 2 -!
~o
~~,,-'""r
o '-"lL ,...
N
~
6.ª :o
"11
',D I ......
: ~ r-, ~
1~()." , :::''l -I "'~1~~;-1 :':.t'!:"1 ~~~~Ll;:::' '~~l~_: n_.~t'. ,.., "'" .. --o "':1"':1:\-:' ~ .. ~~ ~
~~ j · ~ ~ ~~ N;; co •
221l 2lHl PJ0 16" 140 12kl 1"0 'HlPPM
6i.~
I I -4kl 2~ ~
ESPECTRO 78 - RMN BC (PND) de C.I (CDCh, 50 MHz) -..I\.H
99Wdd
• 5leIdd I I I I I I I I
11 I Iii I
II'
~! I. ..
II
i I ( OO
II -'I
. -• .C;;; '0
- . ·• ••
.O t:l~. ·-:t m
lt' fj
{;
-
6
o~110
tL
o'. Z'.! !
~ 'r ~ 'z t"l ~ °l, I I I
D
,Ol
9"Zlf---+---+---+---+---+---+---1--r--r-------:-c;1II
ZOZ
8 "I
9 °I
SOZ
, ° I
lO I
8 .
liIZ,-HS-H
t
~
,
•
li2;. j. í.- ------.-e. n ----11, Ii, -I" i, ,', .~ i. •r,"22.
iI
II
I
II ~I I IJ II
T--=-....:
I II II+-- .L \~ I ~1
II
I I
_.~_.-
I !
1-'......:--
,
~Jl
III
I
II
-'--'I
lO -
I,
• • •
---
I I
,
I, • -
'--- -- --- -- -
I
, , - -I-•
-- ._.-I
T-T
- -~
I
-
-j .. - ..-
, -
If-- ..--.J
•- -
I
-'
II :
_.... - '--I I
;
---
I_._._, L-
-
I • 1~- ._--- _. ;---_._-
•
L,--,J.- .. I
II
: I =:=!.~,_ II =r==
I I
-
==;::::==I .I I
::.:;::=:=I I
~ -~
ESPECTRO 81 - RMN COSY IH_l3C de C.l (CDCh, 200/50 MHz) ~
o
~o
'"2.4'li8.
I
(.'lI I,Ic.ll I I: C·S c-Cl '-I~
- ~ I •[c- , I I 11 I "'l' ~ c-l'1 I C·" C·lq~ I I I [" I ("
I ' -;.. ... .~ w'-------t-- ...._ L.' Ó <C>
I •" .
I ! o, '
,,' -
, .• I
r o' I -
('j)
I I I -IrI .
I II .- ' I ,-
LI C ' --~;::::::::==±:---------l----...:....-__ Ii ! - !
:J
r,"
ESPECTRO 82 - RMN COSY IH_l3C de C.I (expansão) [COCh, 200150 MHz] :::t
NlOlAlO
600000103 (0242) em (2:4-(1+10:11»100- 529.1
%.
530.2,
565.0
I: Scan ES1.33e4
,4:..-" o
o I , i " i i"i r 1'1 i' ",. "FI ~ ~,."" ~4f""t, i .qm/z300 350 400 450 500 550 600 650 700
ESPECTRO 83 - Espectro de massas ESI de C.I --Jao
'O nt~g!"B'O3
DDIII
t":1rJ'J.-Ot":1 CI) 1.000>n-3
6.9798
" •.•8.:::= 1"'"o l :~::QC I~
..., ~6.6980
=6.6773
I 1.835<:::
~ ~
6.658.
a;::1= 6.3181
~
6.2905
Z ~
~ 6.2.38
a>
6.2262
::r: 5.028-== ~5.8205
Q.
5.8152
~ "t)-i ~5.7810
~•. 795C
5.77575.3655
- ~O O O
,-. '"
5.3f!i2
~
52~6
(")
5.1li7
~
51i;6-O=5.1597
~
3.6908
I
3.6876
?'ao 3.5301
(") 5.301::=
2.88.7
O
2.6522
32.5158
n2.4866
c:; w
2.1213
n21080
-2.0980
w2.0764
7.•80"'"I~
2.0441
cn2.0368_.
Q.4L458
2.0295
;: lU
~3L26.
2.0222
- - ~2.01.9
" .~VJ
19136
O ~1.906.
O ~
1.4256
~~
1.3944137111::::'-' L 321113168
o
1.2663. 10946
~ 1.08920.8553
-0.0260
6L
~"C nttgr'1I DDIll"C
lJ1 "-=~n U'
-3 4.4836 -- 7.45794s
" •....O to>
QOU-I
~ --------- o ___ 7.00631o 1.7268 ~
::r: ---- - 6.97981
O- --- t __ 6.871571.8349G -------- -- 6.84186
~ ~ 674333- --- z:=--- 6.71693
,.-., 5.5797 ~-- 6.69800
G ---- ~ 6.67~9;>< 6. 65ilJ5
"Cl n
§m
'"-4o
U' zcn •~l
O"-".--. - ___ 6.31811~ 2.3455 r -- 6.29051(') - ...G -2.3850 ... -- 6.24377...
~ 6.22618O -='~I
?' '" -- 6.01839(') o
O3 L 5.82050(J ------ s 5.815215.0279tj ----- N ~ 578098(J 5.77571-\H..,Gtn_.0- U!
e U'
~-.... - x __5.36555\jJ 4.7950 .o - .., -5.34520o
~5.21160
~ ---- :=:--5.195725.~01
~ % --5.17556,---5.15973~.......
IHl M-l ./~'--'"~ LJ'UU
J--==~=
===-
~
,
--_..~----_.- I I I AJIl
~ 1"\-
.l~ ~ 11"·; ~e
~
f----+_ /----..- .. ··----+-1--- . 1 I
I'
"0 o I o I o I o i i 'o I o Ippm 5 4 3 2
2
3
4
5
ppm
~oo
ESPECTRO 86 - RMN COSY IH_IH de C.I (acetona-~, 300 MHz) 00-
14·22OH liA· 01\ "IlU M·iP' 11-1
______~ ~H.2J"e" 11-11 Il-~
'""-.o<
,.----_._---
O -o V----
,I'
!P /."~
lO. O )' ~~ O
-
,fJ 11'P" D
A (O..'
I.~..
()'
lQ ~G> O---------;; -----
o'
•
5.5
-6.0
6.5
7.0
7.5
PP"'
-~o;.À,
o
• I i I i I i I i Ippm 7 .5 7 _o 6 ,5 6 .o 5 .5
ESPECTRO 87 - RMN COSY lH)H de C.I (acetona-~, 300 MHz) 00N
l:l
trj l:lppm
:I
rJ1-otrj(j-3 --32.2986
" -.i30.5695
O 30.3790
QO30.3130
QO w30.0581
o 29.8004
i29.5436
"\:29.287929.0308
<...Jn --27.0647
~
~'-'"'Q..~
~""'"~
o ""D-&~(") o o o~
--21.2562....O:::s
'"~19.9292
~ oI
--19.8491
?' ~19.4047
19.3845-.....JVI
~ -<16.5843N 16.5607
'-'"'
~
PP'"'C'C
~..
00~ ;; ____98.6765~ o
-----98.2555~--95.5510
....,
"OCC\l:i l!lI o
~ --84.5440
w(J
ai
~76.6017-. o
~ 76.5766~76.3667
'-" 76.1191Q..~
~ -<69.6606. ....69.6194.... o
-.~(')~-O::s~I
C>I
f* o
-..JVl
____54.3472
~~53.4328
53.3633
'-" UI
-<48.1561o
48.1220
____44.5408--44.1521
-::::=39 .9281~
39.7834o
ppm
_____ 167.269
~167.026
-153.492-152.761
--158.139
--170.635
--122.260
--142.973
--133.006
o ""f)-io o
x
CJlo
......o
•o
98
"C"C3
OlO
...O
ruO
oO
a>O
OlO
...O
ruO
oo "f)-i
O
ppll
- 157.689__153.052
~152.319
--121.6204
~98.23198.13697.810
176.1040476.12175.91575.667
1;~::;~
lA~;:;~~047.66831.804930.11829.86029.59929.304629.08928.826
_ ~ 26.615--./ - 20. 809=k 19.0476
t ::::16.13716.11312.596
PI"'obeF om
~prooo:•.: mm••~:1 1131 Z·grao . USP'SP I. UL
H·U ...
-'..1.
10
-- - '.•.-+-..._-.. . .I 30•
•\--··----·....-1 .. -- __· ..~---.... I~ _. *
••••••==:~-:J ~ ... __...
•20
--
--
-=
-I ,.
••.1 •..-...
~---I--+50
•
~
':! ••
• 0
50
~ f i -·..-1 -----.-'-'--1-- I I I I I I 100
--
..."':;,: •••
·60
10
PO.
~U( --l ... • ...t --
-
......--- ·(·_---------1 ._.~-._-_.~._-_. 150
pp.
10- ; • i I ' , , ' I I I' ,oom 5 • 3 2 1 pp. 6
ESPECTRO 92 -HMQC (correlação IH_ 13C) de C.I (acetona-~, 300/75 MHz) 00~
F e acetonaProOe: 5 tM\ TXI (131 Z-gr - U5P-5P (lu Im 1ca
IH5
Ür~ t,I i A I
- •- I-= • ~
- I
- •til klA • I
"I ,_!
...,,(-
OI
.:.(=
fT
" - •'""r_ O- •...."
III
! I
20
30
~o
o
pm
88
ppm 5 ~ 3 2
ESPECTRO 93 - HMQC (correlação IH_ l3C) de C.I (acetona-d<;, 300/75 MHz)
em ac1lonaProlJe: 5 lMl TX} 1U3) Z-graa - uspi1! }(Ju~"llca
"--~
10I I
~ I I I I 6"~ 15v
.:. O.~( 20
.l!""
89
or I I I I lOo 25...
v
" r--t 3O
~l,
I I ppm
I , I I I , i I ' i i I i i Ippm 3.0 2.5 2.0 1 5 1.0 O 5
ESPECTRO 94 - HMQC (correlação IH_l3C) de C.I (acetona-~,300/75 MHz)
'"I
3.7k11J'3. f'U~
I
~ ...~o
I
\
~rJ1""d~
~---3 CTl
"o1,0u-I
~lJ1
::to.. "G "~
3:
... ~
=".-....nOn-VJ
u
NOO
j
06
I
"•
o
,-~...
~ 'C )" li
o
'Yt.,,~o
J
I\Jg-
"O ~ -----'....-----~--.....-----r-----""----'.---" ppm
~ "~21~.~~8"-211.0~6
-202.251
Á18~.057
171.079169.202168.915167.856166.896-!fi;;161.797
]/1;157.212
JI1I/;;Ir= !:~: ~!;
1/(;138.111J 13~.900
12~.33~
123.566
-.ll/r 122 .758~r119.035J í 99.166
93.01692.65585.141981.50878.12177 .69777 .27~
76.B~5
76.35~
75.95269.256
# (; 55.35~-.IIr 55.051
53.076418.732~8.5BO
~;~:~;
!f-30.31330.205
-'~ 27.6~2
-C-- 27.352~ 21.986
i 21.296
~~~:~~~19.51716.90113.53312.753
CJlo
-~-
g-
25-
25-
16
o
-156.920
-149.375
__126.293---123.329~122.53-i
76.577-<::= 76.091
-- 92.400
____ 54.820
-- 52.80B- 48.336
32.599
~;: 30.072
-li-- 29.98227.090
~ 21.703~ 21.009
~~~:~~\~ 16.623
13.24312.479
I
'"•
~l"~o
'C'C3
lUOO
-lUUI
-OO
UIO
...,UI
lUUI
l6
:'"
~ r ~ ~
h.hJ-.l-_ ----l..--_-----.J --L _--L I --L-__
I
I
II
! II lO I lO
"-1 ~ ----------- i --I I • I • •!i Ii
I .' •!i
---, - - ~ -- f--- - ---- --------I • •I • • •
II I - ~.
1 ~r---- ~--- -- - '----
II I
I I
,-I 1--- -- ----.--- --- c--- - -------III ••!I
l --1
- -- --- 1----- --
IIII
i, ••i, 'fj
f-!r
~ -Ir-~,
-f---- - -------i i c li,!
~ , t)I ----I ~
I
I, -1-'v. -j ~r - -... ------- --
E6
0d' _
~Ht
o~ _,
~o
o
tl-tlllll
.~';=~--.......-
o
---
li•
I
~"'O;"'/~
O
,,
/. /
I' /
~..-/
.:l'o
"'-ii
~-ii,
~iNOO
1'6
--39.3052
-~·48.0830
--54.4855
---52.3842
-- -26.8121
- 68.5641
~21.3619
=:::::=20.6187~20.3297
18.9532
--16.3156
----14.4529
- 12.8785
__43.8782-43.3912
o
I
li•
~"'OoJ-1 ~
~~...;;;;i~~~~~~~!!~~~!!!j!!!j~~~~======""~- ppmi 77.5031
'
77,080376.656876.207175.9814
;:======-__-32.282529.7586
ppm
i~
E~00 i\
--166.276
-= f'~ \aO
n..," --156.631O""""Q
""""I--1<19.636
iIM
(j-..
~--13<1.396
'-"Q..G
n --125.963.""""CO --122.339-..(jO(j-IM".....,JVI
~'-"
~~--------------------------- 92.83910o
-- 8<1.50<1
96
-- 32.616-- 30.090_ 27.144
/ 21.693~ 20.949~ 20.662~ 19.286
16.6"B--- 13.210
I\)o
l:ll:l31
pplll
--156.957
--149.962
~o
t!I!jíIJ""dt!I!j
~-3
--126.292
::ti -I\)O o
--122.666
~=N
~ -oo
.....(J
-.O
-- 93.168
~>-3 O
..... lZlW oVI
o "-- •Co
-<:= 76.536
O
76.311
~~"'Oo ~
~
O
a'-. CJl
(J o I
O(J
~~-w - 5".B19
"'"'I
-- 52.712
VIo
~
-- 4B."1"
..N
o--
L6
.... r1
t~ 1'-1'~' ~--.-~ ....' - • ""I
,.... . v ~
QL:'
o
, .... - 11l r . .
,.... " •• loL" ~.'. ,. _
. ....
- .----- -------.. --r - ----- -- .. --- ---1-- --- - ._-- I - - --------r-··------ -I --.,--~l "7 L ~ 4 3
rPM
r2
-----r-- -..0 o-
1 d
ESPECTRO 103 - RMN IH de F.2 (COCi)/C0300, 200 MHz) [os valores de oapresentados na Tabela 19 (vol. 1) foram calculadosconsiderando-se OH = 3,30 para o sinal de MeOD] \Q
00
:li:"...lL
1.;..V'
"N 11~
~TI l
Qª~
o
220 200,-- I I
180 160 140,- I
120 100PPM
.....,'30
rC0
r - --4" --------,21<1
--,- -o
ESPECTRO 104 - RMN l3C (pND) de F.2 (CDCh/CD30D, 50 MHz) :g
,..~
.& 1 1lL
..
~ 1111~1'tlO"
o
220I I I r .._-- I r I I r I I
200 ) 80 ) 61:l ) 4111 ) 20 ) 1110 ll0 61:l 40 2111 0PPM
ESPECTRO lOS - RMN l3C (DEPT 135°) de F.2 (CDCh/CD30D, 50 MHz) §
•
'"
• ••
•
..,:a
~I
101
1.6
2.2
z.•
Z.6
2.8
2.' 2.' 2.• 2.2
""2.' 1.8
ESPECTRO 107 - RMN COSY lH)H de F.2 (expansão) (COCh/C0300, 200 MHz] -oN
-,-
,A
I:::-;
-}
:-:J
I i I, I
I f,; I I
I I ,
i
, I I
:;;~ I5: I
, ---i
,I I ; :
I
:.., l-I
.. l' , I,: : I
, I
I' !, :
i ! I II i 1
!' !I
I
, I II
I~!
ji I
'"I I I- i
i-I
t::-
I I: I ~
-
,
:"'1: I
I
;i
iL, I
, ,,
!
- i . i;
; !
iI
:o: I '~ i :
I
i i: i II
:!
:i---
~ "I II!' I i
I
!:-1 !I
i: I 1
II
II
, I ! I~r-
, , Ii ! I ! I...
~
~l
I T!
,!
.....
!
! I i
!~I
, I
I I
I,~
j i I -,
I• I : i ~
-I ~i
I~
i : !!
I~
II!>
I
~
•eI
i~
..0--'
--t ~i -
--:
~-- --
...... i
----- - - --
II
I,
, i,
i i-
I
~ -, --
, I
l-"
<=QCI
,-...(jo(j.....-(jo.....o~oNooVIO
~--
(01
II@r .
0"'"(/=0O i
··
.. 1 1 ..~
III i I i I 11 I
I i !II I c I i i ...i >1 II II i I i
! I!! bi I
Ii I i1\ I Ii
i I
II I .
I II
1I I I
!! I i!..
I I ! i i I r--:' ! I' I I ' I·
! I
: iI i jiI I
I I :1 II I
iI I !I: !· I
I1 I
'"I
I! ,I! I
i
!I , ,
I , i I i -I .I i
.:I ! ;
i ,,
i
i I• Iilr
: I I Ii I I !iI
I
I ,1 I ,: ,
I i !I
I !, : ,
Ii I i I i~l i ,
I.. I
i I I
II
I i,I I i
Ii
!I
! ! I
i i
i,
I I i iI,I
I
i I ; , ! iI I ! I
!I I I II I I
I
~~ T I I ,i I I
• I: i I I ! ! III ,
NooVIO
~.......
tol
NIDIAJ
600000033 (0.242) em (2:4-(1+10:11»100- 53\.0
485.\
%
I: Sean ES1.04e4
'tzL~
o
332.2
373.0 399.0I II ,
2030
235.1
m/z300 400 500 600 700
ESPECTRO 110 - Espectro de massas ESI de F.2 -oVI
ppll
17.59~6
17.471~
7.~527
7 ~~2~
7.2~71
-!J; ~:~~;;
~d'f l::E}/i; 5.85~6
5.~~83
3. 79~53.5~1
3.51353.35163.3183289562.5583
2.22622.1967
12.061~
2.05192.02792.0198
J / 1.8086..?- 1.7877
/ 1.~193
..L-- 1~051
~ 1.36~7
1.32161.29101.27381. 238~1.2082
,
1.16631.09121. 0~290.802~
-0.0196-0.0973
o""~iOJ-rfo
leO"'11
~CIJ."'C~
n..
-3 01~93>
"o... 0.1579::=......I
a>O. W3::=
i0.1618::=
0.1621 ::=
=i~~
••... ... t
,-....~
(j~
O(j- ~....-(j 02023 ::=
O.... Q.4i96-
O '" 0.3517~
vO 0.38U::=
W~
O0.5753L
O ~
=
~~
'-'o
901
'C tegr"1'C
'"ppll
~
~3.35159
__3.31826
00iJ.OB6JC
~
2.9~239
~{j w
~o
"~
2.55833
0.2110
O ~
2.5~255
- 2.51115
-2.~9537
N ~'nJC'2.2~296
~---- 2.22620
lU 0.2023
'" ---- 2.196662.18081
I'"~:r: -------2.09099
0.~198
2.061~5
c.. ---- ~:::;~~
~ ---lU 0.3517
2.01982
- o ~
~1.99952
,-..
~1.95~98
~
--1.92992
'"O --- -----I .89209
§0.381~
=------- ~1.8~291
Vl
~1.80B62
~
~1.78773
O'--'
1.75885
,....., '"~1.72168
nO
1.2693
1. 61~28
0.5753
__ 1.~1926
n3::=1.~051~
-IM ~1.~75
-n 1.02~0
~1.32162
O i::::::IM 0.52~9o o l"~'"o ~::~VJo
1.11~9
o
1.09121
~
1.0~285
0.982820.B6~26
o
0.85357
'--' '"0.828590.802380.783690.75969
LOl
~I
"'~I 'i11
m ~ lu r"'- r~ .,-,,n
l) 1íLrI .,
~.
~IQ
C~O- ,.,
w... w"'
011
Q:: o
Llo
------T- - .-_. _. --1-------------,-·· . - ....-._._,.-. - .------.,- _._- '--,--'--"---- --r-- .- --- .---r-.----.-r-----.-22~ 2~H 19B 1G~ 14H 12li! 1li! la ara 6~ 4~
PPM
ESPECTRO 113 - RMN BC (PENDANT) de F.I (CDCh/CD30D; 50 MHz)
~- _. _. --,--21a la
i
:.,...
.6 1a..
1r
~ ':11 r~~n1~ , . r· <~ •• " .. :.~ ,~,-~~:
C" ~ ~ o ~."\"jI ~,â'loi
(
o
;.4'!~'r~_~~.p.,~... ,"4~~~-~--"
I
L_ -- --r - . -T -.
LU 2.Hl-r ; 1.1
·r··· . ·-T- -.--- ---r--------r----· ----T----·--- ,-- ---,----- --T-,[(1 :4J 12>i jtJJ 3.1 C.1 4J 2J
PP~l
T?
ESPECTRO 114 - RMN 13C (DEPT 135°) de F.I (CDCh/CD30D; 50 MHz) §
110
o
~oª :
--r-
r:!
, I li I~ ·'l!.G11io i II t
I ! Dêdan"'"9"".- I I I. -4!IIR I2
I1-
3
I II
&1 I I I~~I I
I
l. s!
'" "I ~r • I I , I ,IIII
I !I
I II. e.. I I " I I
II. ?I
I' ~ I I I I I I I
l '3I I I I I I i i rr"'í7 6 5 4 3 2 ,
~.PPM
ESPECTRO 115 _RMN COSY lH)H de F.1 (CDCh/CD30D, 200 MHz)
... -. .
,(i) i,·.·0 I
.....
t
•...
:~-----+------=-.:...:JI'Iiil
nor.n--<;t::r:~~.....-~i=fIJD)f
=-,......,non~?5o~o,.oNoo
~N
'-oi
IH
NIDIA4
60000004 3 (0,242) em (2:4-( I+10: 11»100- 485, I
%
I: Scan ES7.SleJ
60
L~..... _
o
86,2
203,0
521.0235, I
575,0 614,3
m/z300 400 soa 600 700
ESPECTRO 117 - Espectro de massas ESI de F.1 --~
"nli-
~;,;I ~I~I ~~i:I~~;:~!~'1 ~.' ~'I ;:;q~;1ti :'\:1 tJ
~'·I~:'~,'I:~;;;11'~1d.l .... t~l
],~II "'1~'I~'ml ,1,,1 "'I'~I...,r'I"'I"~~~ "'I'''I''j':J'I''I'''I''~j ~;~~ ~ ~~~I ~~~~I~~I;;'I~~~-I~\ :::'j~":~;'~·'i~:'~~~~.'I~·~1':<"~ (1"""''1\ Ln I~illl l:'I"H'I"'''''l~'~''1 f'l,lI:"J":""lllrll"'lor1l
::1 :~~1 :1) ~\\:\:IJ/J :"itli)}íi
rl1
"'-..
2,~4sr,
o
:>
,~oAaO~ .-...;
f' r' '1
-,Cl
1_JLiL_JL_1JLJL~, ~ I, YT WYY Yi)(,
ESPECTRO 118 - RMN IH de G.l (CnCh, 200 MHz) --w
:r<...lL
r~~~~ ~ ~ ~ ~~l
~~n ~ llll'J>~rE~t '~~ ,Il:;M~~ 1~ -lt.'l "I
2~tF;ffJ ~~~ll~\n ~~)16
0L..~...o
o
r- J I I I -----r-----' I '-.,-, I --- -T--'" "-r' .. ,-_., .. --'T"-288 188 16ft 1411, 128 118 180 I 60 40 20 0
PPH
ESPECTRO 119 - RMN BC (PND) de G.I (CnCh, 50 MHz)--•
------....---~
)11
I
I-:"l-J~ I
IIII
~ IGl~
i
1::~2.ü-_-&..O,z~: . '7l'
___74.~:3é
~
"-
iI• . I-
• •• ti.- , . ••.
,-
,
.-~ B>
...-
·-ti D. .-• 9...-
I
~ a .~i-..--II
- ..~ __ --.J
I I . I I.. I
... ...
911
..JZ' -150
••
. ppm
ppmI
7.0•. " ..__ .. , ··f
6 5r- "T" -·1
6.0"T -- '--I-_. 1
5.5r" I
5.0f·' --,-----,..-T ···-T--·
4.5
ESPECTRO 122 -HMQC (correlação IH-BC) de G.l (CDCh, 300/75 MHz)---.oi
118
ol"t Mt -z't+ "l-IQ
H-IS J H-~ ""28 !'\l-liH-q
,,\' ·"• ~ .
,. · a.~·o'
~" , .~~ ...1 I -20..~
o Io. •• ' .... ·• .~ 11..
Ao> ~~ ~ .. · .• •o I , , o ,
I -40
I t • I• AOO
li ••
t: O» • i •- ·• .~: I •." o"
" •• ••• ~ · t" I -60, , · .-I . t' • O ,
..',. ...
I' ' . •.. •Q • o • • •I 8 · I.., V a,.•
• . , • ·,o
I -80
• I • • • •H • ....L-•..~ l) •• • · I• •
..", .• I •
• ,0 • • O • I ppm
. I I ,I
, , I . , I, I I ,
pplll 4.0 3.5 3.0 2.5 2.0 1.5 1.0
:;~._. H-Cf--""---
-OCl:Lf-OCH3
..~O
Cf...
~
~, .- -_._~ - - ---,.I. I' Ii
ampliação
cruzados
dos
H-9/C-9
piCOS
e
ESPECTRO 123 -HMQC (correlação IH_13C) de G.l (COCh, 300/75 MHz)
G-IGo
.4.:: .Á.
.%
\1\
10 " ,. U 62 "0 5" S' S, 52 SO "r1 .....,
I c-14&~ I
I
..•" "1""1"'" ~l
.. I'... ""'"
".0 ~~
- C!l,.- ~. &1),
1 ........
5 .•
r2t....~
5.5
5.'
5.2
5.5
5 .•
5.'
5.1,
5.'
5.'
ESPECTROS 124 e 125 - HMBC (correlação IH_ 13C) de G.l (CnCh, 400 MHz) ---e
,-3
nlO35" 50 (, (o
r1 C~l
C-f,~IO ,-."
I
'2l~
'.a.:,
,.,'.0-
'.1
,.~
i.~•
i .•
i.~
,. '-
.. •i.a.:
:_:
'-'-
1.0..:
1.1-l
,.-,. \j
I'f)
I~
I :z:
,.,. -. ...
- IC
I
.:a:~ -- I.,J - I
,....
I
%
,.1.
1.1
ESPECTROS 126 e 127 - HMBC (correlação IH_BC) de G.1 (CDC!], 400 MHz)-~
C-lO '-I'e.S
C-Il c-H
C-'" C-IJ.
"~ "
""""., I,
I •
-- .- . -.
,.
o.. ".... --
r21_2.
~
~:I:
2.
2.
2.
2.
tO' J 2 •.%
3.
3.
3.
3.
3.
c-lOc·,
,Ô
c-,
Q
2. ,~.
2. 'O
2.'
r:r.x:
~_...:::=:=-
to 10 60 ~O 4'0
rl (_I30 20 10
ESPECTROS 128 e 129 - HMBC (correlação IH_BC) de G.l (CnCh, 400 MHz)-N-
~."Õ:z
~"'-
r2(~
2.3
2.3
2.6c...::-- __
~~ ..i U
12'~
2.6
•
10 60 ~O 60rl (~l
30 20 10
ESPECTRO 130 - HMBC (correlação IH_l3C) de G.I (CDCh, 400 MHz) -IVIV
50000005 ~ (0242) em (24-( I + I O 11»
100 573.1I: Scsn ES
2.80e4
%
~oª :o
514.2"
600500400
oII IJ' Ar t t
i i " I I I ~ ~ 1.41.300 " i i ' I I I I ~ i I , m/7
ESPECTRO 131 - Espectro de massas ESI de G.I -~t...I
>.L.r..
~iI
'I '~i~-' ,r v.' ... ,.~ ~: ' ";!, I. r.. , ..... .I, ("I I .' •
I , •r.· f.J
,~:.Á. 011
O
O
1 ~-
N.' Ij(-
II
íÍ J-l1-I
U
)L'~.~
~ .." ./ ' G
,.;)
P"~l "~1~~JiW-'-T
3 2 j ~
ESPECTRO 132 - RMN IH de G.2 (CDCh, 200 MHz) -~
,Ro
o
"1 ~-irlr·1 ·1 ,,' ' '1"lr'l
~"1-Jl 1 ~111~
I I II'
"
I
Ft::~ ;~A:~:
~·I
1vi, ,1 1,-'11 'I r 'Ir-I-,Ir I :r.l;..J , .........
, 11 .• JÍI. Ir,,''''1 Ir,,, "
v::.. ~·if'::r.'ll.-; (' lI.-;(",I.... '(...:"'!,...l I~JIli.J!
V\\( IIIII
'''~''!''I "I"'! .r! "1"1 I. '1" 1,.-1, ~ ...:.-::~~:~ .', :"j' ::: ~. :~t: '\~ r l ~~ ~ .~ I; ~: :
••' oI " • .' '." "
~\~TI T'rlP\'I)i
11
I' :
.. ,I
",
'i
I
r2LlJ
. - r,,' j
'''T''L'~
rrr:
'r····_..· .00 r oo
,33 ~:1
rG~
r'~J
rJ
ESPECTRO 133 - RMN 13C (PND) de G.2 (CDCh, 50 MHz)-NVI
1 1O~~ 1 11"~1~ &... ':l ..
""" ...... , _: . lr r.l t
~ ~.:~ " ~ ~ ~ r.Lc..
,Ro
o
Ili
II
r22J
r2lJ(l
- r1 '1.1
-- r- -------- r o--
,r:, ,,~J
--r- ..---------..---or---o-- - ----r------ ------or-----o-------r--- ..- - ----r--------- -_o í
1~u llH3 OJ 6~ ~" 2.1 J"p~:
ESPECTRO 134 - RMN l3C (DEPT 135°) de G.2 (CDC!], 50 MHz)-N0\
'I..JC
.. _-----, .- - ------,._ .. _- ---,
:. 3--_.-----------.• .JI.:----
---_.- ------
. I------1
- . ~. : . ,
I} ~
~
" ,..ii
g: ~:>
, .-1-----
. :I
;
.:D
l> • -
;.~.
--:pc..-:'-'---L-----r------:-.'--'_--:....._----' ':;:::------~:
iii
•
-; -------'--
-1---
__--'--- ~ ___L_______'_______l.._
aI
6U000006 3 (0242) em (2:4-(1 +10: 11»100
%
S73.0
S74.2
1: Sean ES2.7704
,Çz~ 011
o
o200 300 400 SOO
619.0
670.9
JlWk"",600 700
ESPECTRO 136 - Espectro de massas ESI de G.2 -~00
;~oo
-r--·-·------r------------r------------r---.---..-.,.--- 0.- .•.
7 6 543PPH
°T .-----.-- ---T·2 1
ESPECTRO 137 - RMN IH à temperatura ambiente de H.l (eDe!), 200 MHz)-N\O
~íI) E ; 3';7-O~
C'l
~ s. çrqi"""3
O 'X)-i j;" ~ !~nUiO O O O .. ~... \~ I ~ .. ~QC
~l1~
I 5.Z9E~;
~5 226',
\::r:~
0'1 ~
O 'J~
O Z
~ 3.3736'(j
Q.. 3.66113('D
~;= 3.16523... =C tnu:-..(j 3.a:Bi'5
tj ~ \ 3. íHBH
(j
\-w"NOO
~~ '19".-/' : !' à~
~~ '-'Ç0:ã~1~'---
57 24
H~~:::::: ;c. . f--- "++ h=== lj~ 1~-----..... ! a; :;1
OH
,...
"---'.-'~ ~., ,-'.. ;.:.~.'ro· l' l',.. ..,- ... ~..
'i ((/
,~=Á. O
o
~ ~"I''"m:I''.'-..,.~jp- '. ,..., ,.• f" I . lO' • ,". . " .. . .
• ~ • ,...... t:" I. ;". "!
'~ r( '-) / (")
.. -'-r-- -.~.--.-- --r ---r-- ----r-' ---',-- '-,"--,-.- --,' -'---, ----r-----,- --..-.. --,----,-..- -",' -..-- ---T--' --..-- - -r' - ---r-' - '1-220 100 1f!il !f. I! 140 120 100 00 6~ 40 20 l~
PP"I
ESPECTRO 139 - RMN BC (PND) de H.l (CDCb, 50 MHz)IH-
zo
if
~1
;j'"'I,IiI
I
iI
iIiI
:;:i:»l
po~
_ lRHl
:33 llJ
____.li_L.U-
-----J1~i
o""~ioJ-or
o
------.--.~ .. ---------__r_... ---~ .. --~-~-..---~..-----~--
C>
NC>
cnC>
<XlC>
C>C>
VIO
'.
o .~3 1
I ,:. ·S lE) ." ~Ii
,!
...,
c;
i·-i !
I I .'!I ••-o- I
111fi~ I-j I ...
IJ E) ~
»
, I· ~"1 -I
.~ !, .I. ço.i
-;
'1IDIA7
60000007 3 (0242) em (2:4-( I+ Io: 11»\00
%
I: Sean ES-633.1 2.56e4
34.2
: ~oo
0 "" • I I~h~m/r "I i , I i li" i " v z200 300 400 500 600 700
ESPECTRO 143 - Espectro de massas ESI de H.l W\A
ECLA. j
.k: .:.
o
, j j , 11 1
"
'7 6 5 4PP"
3 2
ESPECTRO 144 - RMN IH à temperatura ambiente de H.2 (CnCh, 200 MHz) w0\
PP'1
7.251'1
o
o"..~OO)-O~11
6 n39ª
li 11633
~UlII
-,
~ ,...-..............--
Noo
j
Líl
.------,---~--~ ----r- - r.F~
,II
",I~-j
~ -~
r:IJ. ~l "rro"'tlo o . ,~ i
O li '.<i iI..., - I
" ~1O II...
~C"I II
~1 13':.'321
~ I , '"lEi .. .'1i~3.5-]2
~~....,
n
~"'tl~ I-.:l I
:% !
~~'-"Q.~ ISO,
::c I. I)1,V'
Ni
77Jl~
/-,......,
I,~. ~rn?M .J •
;:-17: ,43
d
- ê" ;Jn
~ C'·3$'-....,VI IO
~1i;:H!~
~
~),jí
4S,?i'........
U· fi~.",i
::::::c;. 1
~
,
!~. 1.';i
.,.: !5 ~
..,../ ;:~(4?,/
~;: ~~i~,
'''1G
III
Q~
SEl
1c..r..
r
o
11"I.':jI' 'I"~
~~;:)~1'~~~':~\{' ,
·,>f-ol""·~ .-1--1' 'Ir '1"'1.- ·'1' I< '1",1 ~'~'I"':r I,,:'"-,:1:': , ""-Io'tv ':";, ,~"" ..~. l'('J~~' ':,""'"
"
" ·1'""'i 'I,~:r ,:~:~:~,:,r.:r",", ....,,'::.,r~'\~~'runrm
I!
I
I I
!
I
I
I
I
I
l .... r:!.2J
rlJ~
..''..r' .. ·r· r'-' .. ·.._-,-···__·_·_ T ··.._· __·· ·r--··--_ _- r---- --.-- r'--'--- ._.. r
J :1' : r:,., 1.1J ; .'" 1PH' f: 1 C~ r, J 2•.'rr,:
ESPECTRO 147 - RMN BC (DEPT 135°) de 0.2 (CDC!), 50 MHz]
TJ
\.H>O
9SI•I~
IZIdd I I I
~i • ---
i • 1# >-)
J ~(j ed!t ti L: • ~
-
.'
-..
@li " ~- 110
.~~
I ;- ?.~
v oo00.:
ç- í
vvyv"rr" (\/' ~r( -v l 1
.
wB
z
s
o
o .
~Jy) ,o
otl
:'0000008 3 (0,242) em (2:4-( \+10: \\»\00
%
20),0
247 oS44,4
1: Sean ES-633,) S.43e~
34,2
678,9
,Q:..;. 011
o
~I ~llli~l~,,,~lrltllh ~~."i!lWloH '1'<t'~ ••"IAl.,.L~.l."I·..J1~ m/z_.. - _. 400 SOO 600 700
ESPECTRO 149 - Espectro de massas ESI de 0.2 ....-
tsi00 '''';
""dtsi~---3
"O ="-i.... ,(Ac:>I
~ -,~
:i ." \.":x L
g. I..~
IC.""...IVO ~-{
O
~--
--i
L
F
,tI
''\\
14.0. g62
156 gI 'i.1 __
55.
124.0701
1 '3.574.1,,~. 11 "121. 32
~rJl
-=
~~
nln,f24-3
=ctslo tsl
o~
(A~
I
~UJU:c"-.;l -w 3:
(j
71. '51-..
~62.375--o..5 7
G~
~I tro.. tsõl
V.
"VIO
~--4.
--
(tI
I~O
i
I
~j
133'l3ô
~83.728
H.a/8
62.L'"58.098
~~~-]I.31.
L.4.
