1.

Buatlah prediksi H-NMR dan C-NMR senyawa berikut :

a.

ChemNMR 1H Estimation

4.55 7.25
H H
2.12
CH 3

H O
4.85

Estimation quality is indicated by color: good, medium, rough

8 7 6 5 4 3 2 1 0
PPM

Protocol of the H-1 NMR Prediction:

Node Shift Base + Inc. Comment (ppm rel. to TMS)

CH3 2.12 0.86 methyl

1.22 1 alpha -C(=O)O
0.04 general corrections
H 7.25 5.25 1-ethylene
2.03 1 -OC(=O)-C gem
-0.03 general corrections
H 4.85 5.25 1-ethylene
-0.37 1 -OC(=O)-C cis
-0.03 general corrections
H 4.55 5.25 1-ethylene
-0.69 1 -OC(=O)-C trans
-0.01 general corrections
ChemNMR 13C Estimation

H H
97.4 141.2 20.8
CH3

168.0
H O

Estimation quality is indicated by color: good, medium, rough

180 160 140 120 100 80 60 40 20 0

PPM

Protocol of the C-13 NMR Prediction:

Node Shift Base + Inc. Comment (ppm rel. to TMS)

C 168.0 166.0 1-carboxyl

10.0 1 -C
-9.0 1 -C=C from O-carboxyl
1.0 general corrections
CH 141.2 123.3 1-ethylene
18.4 1 -O-C(=O)-C
-0.5 general corrections
CH2 97.4 123.3 1-ethylene
-26.7 1 -O-C(=O)-C
0.8 general corrections
CH3 20.8 -2.3 aliphatic
21.8 1 alpha -C(=O)-O
-2.1 1 gamma -C=C
3.4 general corrections
 b.

ChemNMR 1H Estimation

7.11
H
OH 12.05

H 3C H6.00
2.05

Estimation quality is indicated by color: good, medium, rough

12 10 8 6 4 2 0
PPM

Protocol of the H-1 NMR Prediction:

Node Shift Base + Inc. Comment (ppm rel. to TMS)

OH 12.05 11.00 carboxylic acid

1.05 general corrections
CH3 2.05 0.86 methyl
0.85 1 alpha -C=C
0.34 general corrections
H 6.00 5.25 1-ethylene
0.97 1 -C(=O)O gem
-0.22 1 -C cis
H 7.11 5.25 1-ethylene
1.41 1 -C(=O)O cis
0.45 1 -C gem
ChemNMR 13C Estimation

H
171.5 OH
147.2
121.9

H 3C H
18.6

Estimation quality is indicated by color: good, medium, rough

180 160 140 120 100 80 60 40 20 0

PPM

Protocol of the C-13 NMR Prediction:

Node Shift Base + Inc. Comment (ppm rel. to TMS)

C 171.5 166.0 1-carboxyl

4.0 1 -C=C-C
1.5 general corrections
CH 121.9 123.3 1-ethylene
4.6 1 -C(=O)-O
-7.4 1 -C
1.4 general corrections
CH 147.2 123.3 1-ethylene
9.8 1 -C(=O)-O
9.4 1 -C
4.7 general corrections
CH3 18.6 -2.3 aliphatic
19.5 1 alpha -C=C
-2.8 1 gamma -C(=O)-O
4.2 general corrections
 c.

ChemNMR 1H Estimation

O OH 12.74

8.60
H H 8.76

O
7.92 H N+

H O-
8.60

Estimation quality is indicated by color: good, medium, rough

12 10 8 6 4 2 0
PPM

Protocol of the H-1 NMR Prediction:

Node Shift Base + Inc. Comment (ppm rel. to TMS)

OH 12.74 11.00 carboxylic acid

1.74 general corrections
H 8.60 7.26 1-benzene
0.93 1 -N(=O)=O
0.34 1 -C(=O)O
0.07 general corrections
H 8.76 7.26 1-benzene
0.93 1 -N(=O)=O
0.87 1 -C(=O)O
-0.30 general corrections
H 8.60 7.26 1-benzene
0.39 1 -N(=O)=O
0.87 1 -C(=O)O
0.08 general corrections
H 7.92 7.26 1-benzene
0.26 1 -N(=O)=O
0.21 1 -C(=O)O
0.19 general corrections
ChemNMR 13C Estimation

O OH
163.6

131.1
H H
133.7
123.9

147.8
O
129.5
H 129.1 N+

H O-

Estimation quality is indicated by color: good, medium, rough

180 160 140 120 100 80 60 40 20 0

PPM

Protocol of the C-13 NMR Prediction:

Node Shift Base + Inc. Comment (ppm rel. to TMS)

C 147.8 128.5 1-benzene

19.9 1 -N(=O)=O
-0.1 1 -C(=O)-O
-0.5 general corrections
C 131.1 128.5 1-benzene
0.9 1 -N(=O)=O
2.1 1 -C(=O)-O
-0.4 general corrections
CH 129.1 128.5 1-benzene
-4.9 1 -N(=O)=O
5.2 1 -C(=O)-O
0.3 general corrections
CH 123.9 128.5 1-benzene
-4.9 1 -N(=O)=O
1.6 1 -C(=O)-O
-1.3 general corrections
CH 133.7 128.5 1-benzene
6.1 1 -N(=O)=O
1.6 1 -C(=O)-O
-2.5 general corrections
CH 129.5 128.5 1-benzene
0.9 1 -N(=O)=O
-0.1 1 -C(=O)-O
0.2 general corrections
C 163.6 166.0 1-carboxyl
6.0 1 -1:C*C*C*C*C*C*1
-8.4 general corrections
 2. Buatlah reaksi-reaksi berikut :

O HO O
H
R R

R R R R

NO2

N N N

NO2

3. Buatlah plat KLT dengan keterangan sebagai berikut :

3.B 3.C
3.A