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Explain how you could distinguish between the two compounds in each of the following

Chapter 23, Problem 23.6

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QUESTION:

Explain how you could distinguish between the two compounds in each of the following sets using only 13C NMR spectroscopy. (a) 2,2-dimethyl-1-propanamine and 2-methyl-2-butanamine (b) trans-1,2-cyclohexanediamine and trans-1,4-cyclohexanediamine

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QUESTION:

Explain how you could distinguish between the two compounds in each of the following sets using only 13C NMR spectroscopy. (a) 2,2-dimethyl-1-propanamine and 2-methyl-2-butanamine (b) trans-1,2-cyclohexanediamine and trans-1,4-cyclohexanediamine

ANSWER:

Problem 23.6

Explain how you could distinguish between the two compounds in each of the following sets using only 13C NMR spectroscopy. (a) 2,2-dimethyl-1-propanamine and 2-methyl-2-butanamine (b) trans-1,2-cyclohexanediamine and trans-1,4-cyclohexanediamine

                                                              Step by Step Solution

Step 1 of 2

(a)

The  spectrum of 2,2 -diethyl - 1- propanamine will show five resonance peaks whereas the  spectrum of 2- methyl -2 - butanamine will show only four peaks.

The carbons giving different peaks are labeled for both compounds in the adjoining figure.

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