Chapter 17.1, Problem 2P

Interpretation Introduction

a)(Z)-2-Ethyl-2-buten-1-ol

Interpretation:

To draw the structure of (Z)-2-ethyl-2-buten-1-ol.

Concept introduction:

The longest continuous carbon chain which contains the hydroxyl group and any other functional group present is chosen. The chain is numbered from the end that gives the lowest number to the carbon with –OH group.

E-Z notation is used to represent the arrangement of different groups around the double bond. Applying the sequence rules the groups attached to the double bond are ranked as either higher or lower. If the groups of similar ranking on each carbon are arranged on the same side of the double bond then Z configuration is assigned. If the groups of similar rankings on each carbon are arranged on the opposite sides of the double bond then E configuration is assigned.

To draw:

The structure of (Z)-2-ethyl-2-buten-1-ol.

Interpretation Introduction

b)3-Cyclohexene-1-ol

Interpretation:

To draw the structure of 3-cyclohexene-1-ol.

Concept introduction:

In naming cyclic alcohols the parent name is derived from the cycloalkene ring by replacing –e of the cycloalkene with –ol. The ring is numbered from the carbon with –OH in such a way that lowest number possible is given to the carbons in the double bond.

To draw:

The structure of 3-cyclohexene-1-ol.

Interpretation Introduction

c) trans-3-Chlorocycloheptanol

Interpretation:

To draw the structure of trans-3-chlorocycloheptanol.

Concept introduction:

In naming cyclic alcohols the parent name is derived from the cycloalkene ring by replacing –e of the cycloalkene with –ol. The ring is numbered from the carbon with –OH in such a way that lowest number possible is given to the carbons in the double bond.

To draw:

The structure of trans-3-chlorocycloheptanol.

Interpretation Introduction

d) 1, 4-Pentanediol

Interpretation:

To draw the structure of 1, 4-pentanediol.

Concept introduction:

Alcohols are named as derivatives of the parent alkane using the suffix –ol. The longest carbon chain containing the hydroxyl group is chosen and the parent name is derived by replacing the ending –e with –ol. He alkane chain is numbered beginning at the end nearer to the hydroxyl group. The substituents are numbered according to their position on the chain. The name is written listing the substituents in the alphabetical order and indicating the position to which –OH is bonded.

To draw:

The structure of 1, 4-pentanediol.

Interpretation Introduction

e) 2, 6-Dimethylphenol

Interpretation:

To draw the structure of 2, 6-dimethylphenol.

Concept introduction:

Hydroxybenzenes are named as derivatives of phenol. If the ring contains other substituents also, the ring is numbered from the carbon with –OH in such a way that lowest number possible is given to the carbon with the substituent. While writing the name the substituents are arranged in the alphabetical order.

To draw:

The structure of 2, 6-dimethylphenol.

Interpretation Introduction

f) o-(2-hydroxyethyl) phenol.

Interpretation:

To draw the structure of o-(2-hydroxyethyl) phenol.

Concept introduction:

Hydroxybenzenes are named as derivatives of phenol. If the ring contains other substituent also the ring is numbered from the carbon with –OH in such a way that lowest number possible is given to the carbon with the substituent. While writing the name the substituents are arranged in the alphabetical order.

To draw:

The structure of o-(2-hydroxyethyl) phenol.