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Predict which member of each pair has the higher boiling

Chapter 2, Problem 34SP

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QUESTION:

Problem 34SP

Predict which member of each pair has the higher boiling point, and explain the reasons for your predictions.

(a) hexan-1-ol or 3,3-dimethylbutan-1-ol

(b) hexan-2-one or hexan-2-ol

(c) hexan-2-ol or hexane-1,5-diol

(d) pentan-2-ol or hexan-2-ol

Questions & Answers

QUESTION:

Problem 34SP

Predict which member of each pair has the higher boiling point, and explain the reasons for your predictions.

(a) hexan-1-ol or 3,3-dimethylbutan-1-ol

(b) hexan-2-one or hexan-2-ol

(c) hexan-2-ol or hexane-1,5-diol

(d) pentan-2-ol or hexan-2-ol

ANSWER:

Solution 34SP:

Here, we are going to predict which member of each pair has the higher boiling point, with reason.

Boiling point of alcohol depends on the following factors.

  1. Molecular weight
  2. Hydrogen bonding
  3. Dipole-dipole attraction

(a) hexan-1-ol or 3,3-dimethylbutan-1-ol

Step 1: The structure of the compounds are as follows:

Here, hexan-1-ol has the higher boiling point than 3,3-dimethylbutan-1-ol. This is because, hexan-1-ol is less branched than 3,3-dimethylbutan-1-ol.

(b) hexan-2-one or hexan-2-ol

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