Ejercicios
De
Espectroscopia
Profesores: Ivn Montenegro
Mauricio Cuellar
Ayudantes: Manuel Arroyo
Nicols Zamorano
Integrantes: Rebeca Ahumada
Enzo Carozzi
Rina Cortes
Gabriela Jara
Mali Villagran
30 de diciembre de 2013
2a
12
3a
11
10
CH3
16
15
14
A.
13
13a
5a
22
21
20
[16]
19
18
17
16
15
14
13
12
11
10
9
8
7
6
5
4
3
[3a]
[3a]
[13a]
[2a]
[8]
[10]
[10]
[2a]
[9]
[8]
[9]
[9]
1
0
11
10
51.65(16)
26.25(9)
30.65(10)
-1
Espectro de 1H
120
115
110
105
131.90(5;3)
114.45(6;2)
100
95
90
85
80
75
70
65
60
55
190.65(13)
68.46(8)
50
45
40
35
30
25
20
173.40(11)
15
164.87(1)
10
5
0
200
150
100
50
Espectro de C13
7a
8a
CH3
8b
OH
5.0
4.5
[6]
4.0
3.5
3.0
2.5
2.0
1.5
[4<'>]
[4<''>]
1.0
[8a]
[8a]
[8b]
[4<'>]
[7a]
[7a]
0.5
[4<''>]
[5]
[4<'>]
[3]
0.0
12
11
10
34.73(5)
20.79(6)
-1
Espectro de 1H
120
115
110
105
144.40(7)
113.15(8)
41.35(4)
100
95
90
85
80
75
70
65
60
55
50
45
40
35
30
178.64(2)
25
20
15
10
5
0
150
100
50
Espectro de C13
NH
3
C
H3C
CH3
10.0
9.5
9.0
[4,7]
8.5
8.0
7.5
7.0
6.5
6.0
5.5
5.0
[5]
[4,7]
[4,7]
4.5
4.0
3.5
[3,6]
3.0
[3,6]
2.5
[5]
2.0
[2]
[6]
[3,6]
1.5
1.0
[3,6]
0.5
[1]
0.0
10
Espectro de 1H
120
115
110
105
52.17(2;5)
23.95(3;6)
12.00(4;7)
100
95
90
85
80
75
70
65
60
55
50
45
40
35
30
25
20
15
10
5
0
55
50
45
40
35
30
25
20
15
10
Espectro de C13
H
N
7a
CH3
6
5.0
[6]
4.5
4.0
3.5
3.0
2.5
2.0
1.5
[7a]
1.0
[2]
[3]
0.5
[1]
0.0
12
11
10
-1
Espectro de 1H
120
115
110
105
112.71(3)
115.49(2)
178.13(7)
10.81(6)
100
95
90
85
80
75
70
65
60
55
50
45
40
35
30
131.85(5)
136.12(4)
25
20
15
10
5
0
150
100
50
Espectro de C13
O
8
CH3
1
2
E
22
21
20
[9]
19
18
17
16
15
14
13
12
11
10
9
8
7
6
5
4
[5]
[1]
[3]
[4]
[4]
2
1
0
10
Espectro de 1H
120
115
110
128.51(1;5)
105
100
95
90
85
80
75
70
65
60
132.63(3)
55
26.04(9)
50
45
40
35
30
25
20
15
197.33(7)
137.10(6)
10
5
0
200
150
100
50
Espectro de C13
6a
H3C
O CH3
5a
F
22
21
20
[4]
19
18
17
16
15
14
13
12
11
10
9
8
7
6
[7]
[7]
5
4
3
2
[6a]
[6a]
[6a]
10
[5a]
[5a]
[6a]
Espectro de 1H
120
115
110
105
145.35(6)
122.60(5)
50.30(4)
17.10(7)
-2.30(8)
100
95
90
85
80
75
70
65
60
55
50
45
40
35
30
166.35(2)
25
20
15
10
5
0
150
100
50
Espectro de C13
4a
H3C
CH3
3a
G
11.5
11.0
10.5
[2]
10.0
9.5
9.0
8.5
8.0
7.5
7.0
6.5
6.0
5.5
[5]
5.0
4.5
4.0
3.5
3.0
2.5
2.0
1.5
[3a]
[3a]
1.0
[4a]
[4a]
[4a]
0.5
0.0
10
Espectro de 1H
120
115
110
105
147.25(3)
97.05(4)
56.35(2)
11.70(5)
100
95
90
85
80
75
70
65
60
55
50
45
40
35
30
25
20
15
10
5
0
160
150
140
130
120
110
100
90
80
70
60
50
40
30
20
10
Espectro de C13
HC
OH
H
2.30
2.20
2.10
[2]
[3]
2.00
1.90
1.80
1.70
1.60
1.50
1.40
[5]
1.30
1.20
[3]
1.10
1.00
0.90
0.80
0.70
0.60
0.50
0.40
0.30
0.20
[1]
0.10
0.00
10
Espectro de 1H
120
115
110
105
70.29(5)
60.69(2)
22.74(3)
100
95
90
85
80
75
70
65
60
55
50
45
40
35
30
81.08(4)
25
20
15
10
5
0
85
80
75
70
65
60
55
50
45
40
35
30
25
20
Espectro de C13
Multiplicidad
Quintuplete
Septuplete
Multiplete
Septuplete
Sextuplete
Doblete
Singulete
Seal (ppm)
7,90
7,00
4,00
1,90
2,30
10,30
3,60
Multiplicidad
Seal (ppm)
Singulete
11,81
Multiplete
2,42
Multiplete
2,75
Doblete
1,14
7a
Multiplete
6,00
8a
Cuarteto
5,10
8b
Cuarteto
5,25
Multiplicidad
Singulete
Multiplete
Triplete
Sextuplete
Multiplicidad
Singulete
Doblete
Doblete
Singulete
Singulete
Seal (ppm)
0,70
1,40
0,90
2,90
Seal (ppm)
11,80
7,10
6,02
2,40
9,61
Multiplicidad
Septuplete
Quintuplete
Quintuplete
Singulete
Seal (ppm)
7,40
7,30
7,90
2,50
Multiplicidad
Singulete
Multiplete
Multiplete
Seal (ppm)
3,74
5,76
6,98
Multiplicidad
Triplete
Sextuplete
Multiplete
Triplete
Seal (ppm)
3,50
6,30
4,70
1,50
Multiplicidad
Singulete
Triplete
Multiplete
Doblete
Seal (ppm)
4,85
3,43
2,39
2,07
10a
11
10
4a
4
N
3
12
5
6
7a
N
1
13
5a
18
14
17
15
16
Cl
19
Group nH Shift
4a
1 4.23
5a
1 3.88
6
1 1.58
7a
1 4.46
10a
1 4.53
11
1 2.83
12<''> 1 0.95
12<'> 1 0.68
14
1 7.31
15
1 7.26
17
1 7.26
18
1 7.31
Error
0.58
0.64
0.45
0.17
0.17
0.42
0.52
0.42
0.55
0.15
0.15
0.55
[15]
[14]
2.5
2.0
[17]
[18]
[7a]
[10a]
1.5
1.0
[5a]
[12<''>]
[11]
[12<'>]
[6]
[6]
[5a]
[5a]
0.5
0.0
10
Tipo de hidrogeno
4
5
6
7a
10a
11
12'
12''
17-15-17-18
Multiplicidad
Multiplete
Multiplete
Sextuplete
Triplete
Cuadruplete
Multiplete
Septuplete
Septuplete
Multiplete
Seal (ppm)
4,20
3,70
1,6
4,46
4,52
2,7
0,7
1
7,30 combinados
b) Clorobenceno
d) Bromobenceno
e) Yodobenceno
f) Benzonitrilo
g) Fenol
h)
2-
B. Simule los espectros de protn y carbono 13 de ambas estructuras y explique sus diferencias
Mecanismo
Br
NaNH2
NH2
150.41
138.91
128.50
123.11
100
95
90
85
80
75
70
65
60
55
50
45
40
35
142.38
30
25
20
15
10
5
150
145
140
135
130
125
120
2-Aminopiridina
120
115
110
105
148.60
138.25
113.45
109.00
100
95
90
85
80
75
70
65
60
55
50
45
40
35
30
160.10
25
20
15
10
5
0
165
160
155
150
145
140
135
130
125
120
115
110
105
El carbono enlazado al N es
Espectro de Protones
2-Bromopiridina
1.20
1.10
[4]
[3]
1.00
[4]
[5]
0.90
[6]
0.80
[3]
0.70
[4]
0.60
0.50
0.40
0.30
0.20
0.10
0.00
10
2-Aminopiridina
1.10
1.00
[5]
[3]
[5]
0.90
[4]
[4]
[6]
[5]
0.80
0.70
0.60
0.50
0.40
0.30
[7]
0.20
0.10
0.00
10