Aliphatic Compounds Containing Nitrogen - Result Question 1

####1. The major product of the following reaction is

CH3CHCH2CH2NH2 Triethylamine  Ethyl formate (1 equiv.) OH

(a) CH3CHCH2CH2NHCHO

(b) CH3CH=CHCH2NH2

(c)

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Answer:

Correct Answer: 1. (a)

Solution:

  1. The mechanism of the given reaction is as follows:

The basic mechanism of the reaction is acyl SN2 because the nucleophile, CH3(OH)CH2CH2NH2 attacks the sp2 carbon of the ester (HCO2Et) and gets substituted.



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