Chapter 8, Problem 24P

(a)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

Explanation of Solution

The given organic compound is as follows:

  

The name of the compound is 2-butanol.

Here, hydroxyl group is attached to the secondary carbon thus, it is a secondary alcohol.

(b)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

Explanation of Solution

The given organic compound is as follows:

  

The name of the above compound is 5-bromo-3-hexanol.

Here, the hydroxyl group is at secondary carbon thus, it is a secondary alcohol.

(c)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

Explanation of Solution

The given organic compound is as follows:

  

The name of the compound is 2-propyl-1-pentanol.

Now, there is hydroxyl group at primary position thus, it is a primary alcohol.

(d)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

Explanation of Solution

The given organic compound is as follows:

  

The name of the compound is (S)-1-chloro-2-propanol. There is a hydroxyl group at secondary carbon thus, it is a secondary alcohol.

(e)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

Explanation of Solution

The given organic compound is as follows:

  

The name of the above compound is 1-ethylcyclobutanol. The hydroxyl group is at tertiary carbon thus, it is a tertiary alcohol.

(f)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

Explanation of Solution

The given organic compound is as follows:

  

The name of the compound is (1R,2R)-2bromocyclodecanol.

In the above compound, the hydroxyl group is at secondary position thus, this is a secondary alcohol.

(g)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

Explanation of Solution

The given organic compound is as follows:

  

The name of the compound is 2, 2-bis(hydroxylmethyl)propane-1,3-diol. Here, each of the 4 hydroxyl groups are attached to the primary carbon thus, it is a primary alcohol.

(h)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

Explanation of Solution

The given organic compound is as follows:

  

The name of the molecule is (2S,3R)-2,3-dihydroxybutane-1,2-diol. The hydroxyl group at first and fourth carbon atoms is primary and the other two hydroxyl groups are at second and third carbon atoms which are secondary.

(i)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

Explanation of Solution

The given organic compound is as follows:

  

The name of the compound is cis-2-(2-hydroxylethyl)cyclopentanol. Here, the hydroxyl group is at secondary carbon atom of the cyclopentyl ring and the other hydroxyl group is attached to the primary carbon atom.

(j)

Interpretation Introduction

Interpretation: The name of the given alcohol needs to be determined, the stereochemistry (if present) needs to be indicated and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

Explanation of Solution

The given compound is as follows:

  

The name of the compound is (2R)-2-chloro-2-methyl-1-butanol. The hydroxyl group is at primary carbon atom thus, it is primary alcohol.

(k)

Interpretation Introduction

Interpretation: The name of the given alcohol and its all possible stereoisomers needs to be determined and it needs to be labeled as primary, secondary and tertiary alcohol.

Concept Introduction: An alcohol can be classified as primary, secondary and tertiary deepening on the number of hydrogen atoms attached to the C atom to which the hydroxyl group is attached. If the number of H atoms are two, the alcohol is primary in nature, if there is only 1 H atom attached, then the alcohol is secondary and if there is no H atom attached to the C atom then the alcohol is tertiary.

Explanation of Solution

The given structure is as follows:

  

Since, there is no chiral center thus, there will be no possible stereoisomers.

The name of the given alcohol is 2, 2, 4, 4-tetramethylcyclobutane-1, 3-diol. Both the −OH groups are on the C atom with 1 H atom each thus, both are secondary alcohols.