1) For each spectral data set, determine the general type (C,CH,CH 2 , or CH 3 )
ID: 897658 • Letter: 1
Question
1) For each spectral data set, determine the general type (C,CH,CH2, or CH3) of each carbon signal. Are there any signals representing more than one carbon? How many degrees of unsaturation are there in each formula?
a. C8H16O2 b. C6H10O3 c. C7H16O d. C7H8
14.0 q 54.1 q 14.4 q 50.2 d
14.3 q 107.1 d 16.6 q 75.3 t
17.1 q 131.2 d 20.1 t 143.3 d
20.4 t 35.5 t
36.0 t 35.6 d
39.4 d 68.3 t
60 t
176.6 s
2) For each spectral data set above, determine the general types of carbons (carbonyl, C=C, or alkyl) for each 13C NMR signal.
3) For each spectral data set above, determine the number of identical carbons generating each signal.
Explanation / Answer
NOTE: 3 questions are asked here we answer first two.
Solution:
(a)
a. C8H16O2 b. C6H10O3 c. C7H16O d. C7H8
14.0 q CH3 54.1 q CH3 14.4 q CH3 50.2 d CH
14.3 q CH3 107.1 d CH 16.6 q CH3 75.3 t CH2
17.1 q CH3 131.2 d CH 20.1 t CH2 143.3 d CH
20.4 t CH2 35.5 t CH2
36.0 t CH2 35.6 d CH
39.4 d CH 68.3 t CH2
60 t CH2
176.6 s Carboxylic
Hint: Signal will be split to quartet triplet and doublet by 3 , 2 and 1 proton respectivelly.
(b)
a. C8H16O2 b. C6H10O3 c. C7H16O d. C7H8
14.0 q Alkyl 54.1 q Alkyl 14.4 q Alkyl 50.2 d Alkyl
14.3 q Alkyl 107.1 d C=C 16.6 q Alkyl 75.3 t Alkyl
17.1 q Alkyl 131.2 d C=C 20.1 t Alkyl 143.3 d C=C
20.4 t Alkyl 35.5 t Alkyl
36.0 t Alkyl 35.6 d Alkyl
39.4 d Alkyl 68.3 t Alkyl
60 t Alkyl
176.6 s Carboxylic
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