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Organic And Biological Chemistry

7th Edition
STOKER + 1 other
ISBN: 9781305081079

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Section
BuyFindarrow_forward

Organic And Biological Chemistry

7th Edition
STOKER + 1 other
ISBN: 9781305081079
Textbook Problem

The boiling points of amines are lower than those of alcohols of similar molecular mass because

  1. a. amine-amine hydrogen bonding is not possible
  2. b. amine-alcohol hydrogen bonding is not possible
  3. c. N···H hydrogen bonds are weaker than O···H hydrogen bonds
  4. d. no correct response

Interpretation Introduction

Interpretation:

The reason for the boiling points of amines being lower than alcohols of similar molecular mass has to be chosen from the given options.

Concept Introduction:

Amines are an organic compound that has amino group as its functional group.  Amine has boiling point that is intermediate between the alkane and alcohols.  This is due to the ability of forming intermolecular hydrogen bonding.  Tertiary amines have lower boiling point than primary and secondary amines of similar molecular mass as hydrogen bonding is not possible.

Explanation

Reason for correct option:

In amines and alcohols, intermolecular hydrogen bonding is present.  But considering the compounds with similar molecular mass, the boiling point of amines is lower than that of alcohols.  This is because of the weak N···H hydrogen bonds than O···H hydrogen bonds.

Hence, option (c) is a correct one.

Reason for incorrect option:

Option (a) tells that amines have lower boiling point than alcohols of same molecular mass are due to the absence of amine‑amine hydrogen bonding.  This is not correct as the reason for amines having lower boiling point than alcohol of similar molecular mass is that N··&#

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