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Problem1(easy)C3H5BrO2MW=152
Problem1-IRspectrum
30-
25-
①
uo
e20
蕓-
E
S
U
2
1
15-
10-
350030002500200015001000
Wavenumber(cm-1)
Problem1-%NMRspectrum(CDC13,500MHz)
13
Problem1-CNMRspectrum(CDC13,125MHz)
38.63
24.3,t
178.6,8
2(hjTAJTAJT4B_1^0曲B!)684b2(J
Problem1-positiveEIMassSpectrum
73
100
90
80-
70-
60-
152
107135
90100110120130140150160170
MJ7
3一溟苯甲酸
Problem2(moderate)C8Hl4O4MW=174
Problem2-IRspectrum
-Too
8
CBUJ
三
U
J6o
S
U
B
J
1
4o
2o
-
13
Problem2-CNMRspectrum(CDC13,125MHz)
13.9
61.2
13.5
46.1
170.1
13.9
61.2
3.5
46.1
Problem2-positiveEIMassSpectrum
129
100
90
80-
70-
60-
SO-
74
1?02174、
101
73、
、146
I」■I_1_J_
,IIII1I
708090100110120130140150160170180190
M/Z
o
II
/c—O-CH2—CH3
;\H
c-o—CH—CH3
o
Problem3(easy)C9H12MW=120
Problem3-IRspectrum
Wavenumber(cm-1)
J
Problem3-HNMRspectrum(CDC13,500MHz)
13
Problem3CNMRspectrum(CDC13,125MHz)
128.4
128.1
125.5
24513.8
38.0
142.6
PTITTMlT6nT4TT12TTTIT64r*TT
24.53
38.0,113.8,q
*>*rw**J*
A2rfr
Problem3-positiveEIMassSpectrum
91
100
90
SO-
70-
60-
120
50-?
40-
30-
20-
10-6578105
1451|I
n_….一….■1111.一…L.i.111一011,__111.L?-I.
u??i?i?I?I'I1I1I?I,?1I1I
102030405060708090100110120
M/7
Problem4(moderate)C7Hi3BrMW=176
Problem4-IRspectrum
1■
00
80
①
S
U
B
蕓
E-
S60
U
B
J
4o
20一
Problem4-%NMRspectrum(CDC13,500MHz)
13
Problem4-CNMRspectrum(CDC13,125MHz)
31.7
25.8
261
40.0
40.8
I
37擊724
Problem4-positiveEIMassSpectrum
97
100
90
80-
70-
60-
50-
40-
83
30-55
20-
10-67176
K
il,,h119135
0-i.1...i1「|**I|],,i.**.|.]I?
10203040506070809010011012013014015016017018019C
Ml/
漠甲環(huán)己烷
Problem5(moderate)C5H8。MW=84
Problem5-IRspectrum
Wavenumber(cm-1)
J
Problem5-HNMRspectrum(CDC13,500MHz)
13
Problem5-CNMRspectrum(CDC13,125MHz)
19.4
65.7
22.7
144.0
100.7
mW**MM
TT^TTTib
T4TTKn務(wù)TT
19.4
65.7
22.7
H
drrk
6*Hr
Problem5-positiveEIMassSpectrum
84
100
90
80-
70-
60-
50-55
83
40-
30-
28
/
20-
10-2741
15jIi|1
0-r-M——i——jIUJLi?"山I"——i——HW-r-
1015202530354045505560657075808590
M/Z
Problem6(difficult)C9H13NOMW=151
Problem6-IRspectrum
Wavenumber(cm-1)
Problem6-JHNMRspectrum(CDCL,500MHz)
5H
3432
2H2H
13
Problem6-CNMRspectrum(CDC13,125MHz)
129.1I128.3
66.254.140.8
126.3
138.6
T^TTTdTT
NTTTbTTTATTFHT4r擊Wr引T
66.254.140.8
糊***倒計(jì)日Mvw
*
Problem6-positiveEIMassSpectrum
120
100
60
90
80-
70-
60-
5,151
91
40-
30-
103
20-
77
IQ-4265
2830134
I,
0」平J1
102030405060708090100110120130140150160
M/7
HHH
Problem(easy)CeHioMW=82
Problem7-IRspectrum
Wavenumber(cm-1)
13
Problem7-CNMRspectrum(CDC13,125MHz)
22.6,t
25.1,t
127.2,d
*I
2762427
Problem7-positiveEIMassSpectrum
67
100
90
80-
70-82
60-
50-
54
40-?
30-
20-尹
41
10-
27、
0」i????I-??I一一I』+T?jIlHl...............Il”,
102030405060708090100
M/7
Problem8(difficult)CsHnNOMW=137
Problem8-IRspectrum
3
O
U
B
H
U-
J
S
U
B
R
Wavenumber(cm-1)
J
Problem8-HNMRspectrum(CDC13,500MHz)
13
Problem8-CNMRspectrum(CDC13,125MHz)
125.8
127.4,
142.7
1fin1in1Jn1Jn1JD晶6%小4-d
15T^515~vh\15~T^715-T^1/5
Problem8-positiveEIMassSpectrum
100
107
90
30
80-
70-
77
60-
50-
40-120
137
30-
105
20-
51
10-
ill
0-rjiL
1020304050603090100110120130140
Mt7
—CH2—NH2
Problem9(moderate)CioBrH:MW=206
Problem9-IRspectrum
①
O
U
B
蕓
E
s
u
e
j
l
Wavenumber(cm-1)
J
Problem9-HNMRspectrum(CDC13,500MHz)
7H
WAI__________________________J______
d------F!-------}-----i--i--i--------------------rl
13
Problem9-CNMRspectrum(CDC13,125MHz)
119.4
Problem9-positiveEIMassSpectrum
206
100
90
80-
70-12、7
60-
50-
40-
30-
20-
10-
0-L
102030405060708090100110120130140150160170180190200210220230
M/Z
Br
Problem10(difficult)CI4HI9N04MW=265
Problem10-IRspectrum
30-
—
—
—
—
3o3o2oo
50005000
Wavenumber(cm-1)
Problem10-NMRspectrum(CDC13,500MHz)
9H
Note:Twosetsofpeaks
5H
1H
1H2H
(verybroad,exchanges)(exchanges)1H
JLA
965210
13
Problem10-CNMRspectrum(CDC13,125MHz)
Problem10-positiveEIMassSpectrum
100
90
80-
70-
60-
50-
40-5,7
30-
20-
10-4
28Z5
:I
?I?
0-4o
OCH
H3
C
O—C—CH3
CH3
Problem11(moderate)C6Hl2O2MW=116
Problem11-IRspectrum
Wavenumber(cm-1)
Problem11-聽NMRspectrum(CDCL,500MHz)
4H
13
Problem11-CNMRspectrum(CDC13,125MHz)
24.2
75,732.8
?nTTMrT6TTTTTTTrTTTdr*TT
24.2
75.732.8
76Nr4*
Problem11-positiveEIMassSpectrum
70
100
90
80-98
70-
60-
57
SO-
40-83
116
30-
20-
41
IQ-
2739
L|_J1IhIili
0」L
102030405060708090100110120130
M/7
OH
OH
Problem12(moderate)GHgMW=167
Problem12-IRspectrum
Wavenumber(cm-1)
l
Problem12-HNMRspectrum(DMS0-d6,500MHz)
13
Problem12-CNMRspectrum(DMSO-d6,125MHz)
Problem12-positiveEIMassSpectrum
cHo
OH
Problem13(difficult)C5HIO04MW=134
Problem13-IRspectrum
50-
4o_
3
O
3o-
2o-
IIII
35oo25oo2D5oo
300000
Wavenumber(cm-1)
Problem13-%NMRspectrum(DMSO-de,500MHz)
3H
4H
1H(verybroad,exchanges)2H(exchan<>s)
__________________________________________________I_____________
rhdiF!TrH
13
Problem13-CNMRspectrum(DMSO-d6,125MHz)
63.8
17.0
495
176.6
IMMW
7mT~TRITT^n~i4n1Jn1AnRL6Ad~^T~~
Problem13-positiveEIMassSpectrum
100
90
80-
70-
60-
50-
40-
30-
20-
10-
O-i-
102030405060708090100110120130140
MJ7
CH3
HO—CH2—C—CH2—OH
COOH
Problem14(easy)C8H6。2MW=134
Problem14-IRspectrum
Wavenumber(cm-1)
Problem14?】HNMRspectrum(CDCh,500MHz)
4H
2H
2n
Problem14-13CNMRspectrum(CDCI3,125MHz)
130.0,d
191.4,d
1399s
1An1汨i4n1Jn1AnRII6A5~^rT
Problem14-positiveEIMassSpectrum
134
100
133
90
80-
70-
105
60-
50-
40-
77
30-
20-51
10-285074
18「『」,「」「一,』......『
0-I-T^T
102030405060708090100110120130140
M/7
OHC
Problem15(moderate)C13H1OO3MW=214
Problem15-IRspectrum
Wavenumber(cm-1)
Problem15-NMRspectrum(CDC13,500MHz)
1H
(exchanges)
9H
JUUL_____________________________
7i--------------------7i
7477
Problem15-13CNMRspectrum(CDCh,125MHz)
129.6
121.6
19.4
126.:
Ti^TT
Mrnfr-di4TTdr
129.6
121.6
126.3119.4
130.3
136.4
117.7
162.1
150.0
168.9111.7
仇MrT4TT
Problem15-positiveEIMassSpectrum
10203040506070809010(]110120130140150160170180190230210220
M/Z
O-H
—o
O
Problem16(moderate)C7H6。2MW=122
Problem16-IRspectrum
5o
4o
CoD
eu
二
一3o
2o
1o
Problem16-NMRspectrum(CDC13,500MHz)
13
Problem16-CNMRspectrum(CDC13,125MHz)
133.6
117.5
136.7119.7
196.5
161.5
120.5
2nn6n4lTTn
133.6117.5
119.7
136.9
196.5
161.5
12C5
1bllII1311
Problem16-positiveEIMass
Spectrum
102030405060708090100110120
M/7
CHO
,OH
Problem17(moderate)C9H1OO3MW=166
Problem17-IRspectrum
35
30
25
20
15
1A
3500300025002D0015001000
Wavenumber(cm-1)
Problem17-NMRspectrum(CDC13,500MHz)
Problem17-13CNMRspectrum(CDCh,125MHz)
130.3
114.0
55.2
40.0
Problem17-positiveEIMassSpectrum
Problem18(difficult)C7H1004MW=158
Problem18-IRspectrum
Wavenumber(cm1)
Problem18-'HNMRspectrum(CDCh,500MHz)
6H
Problem18-,3CNMRspectrum(CDCh,125MHz)
70,125.5
74.526.7
75.4
113.9
174.1
Problem18-positiveEIMassSpectrum
2,8
皿
30
Problem19(moderate)C9H7NO4MW=193
Problem19-IRspectrum
30-
25-
o)
U
B
N2o
U-
SJ
U
B
l」
o
11
350o250o2Doooo
300000050
Wavenumber(cm-1)
Problem19NMRspectrum(DMSO-d6,500MHz)
2H
2H
1H
1H
1H(exchanges)
Problem19-13CNMRspectrum(DMSO-de,125MHz)
123.9
129.3.
123.5
141.3
140.7
167.0147.9
1fin1eln1Jn1Jn1An
4TT7^~~
123.9
129.3
141.3
123.5
140.7
147.9
3
小
Problem19-positiveEIMassSpectrum
193
100
90
80-
70-
60-
S0-
40-
30-1,76
20-
91146
102
10-5165V
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