Chapter 14, Problem 37P

Interpretation Introduction

(a)

Interpretation:

The IUPAC name of the following compound should be determined:

  

Concept Introduction:

Alcohols are the organic molecules which have OH group bonded to a tetrahedral carbon atom.

Longest carbon chain containing the carbon bonded to the OH group is named as an alkane and -e of the alkane replaced by the suffix -ol.

Numbering of main carbon chain is done in such a way so that OH group gets the lowest number.

When OH group is bonded to a ring, the ring is numbered beginning with the OH group and the 1 is normally omitted from the name. The ring is numbered in clockwise or anticlockwise by giving the lowest number to the next substitute.

Compounds which contains two OH groups are named as diols and when in nomenclature, -diol suffix is added to the end of the parent alcohol and position of the OH groups are used as prefix to indicate the location of the two OH groups.

Answer to Problem 37P

2-pentanol.

Explanation of Solution

  $C_5{H}_{12}O$ contains five membered main carbon chain. -OH group is connected to the main carbon chain from the 2^nd position. There are no other sub groups which connect to the main carbon chain. Hence; IUPAC name for the $C_5{H}_{12}O$ is 2-pentanol.

Interpretation Introduction

(b)

Interpretation:

The IUPAC name of the following compound should be determined:

  

Concept Introduction:

Alcohols are the organic molecules which have OH group bonded to a tetrahedral carbon atom.

Longest carbon chain containing the carbon bonded to the OH group is named as an alkane and -e of the alkane replaced by the suffix -ol.

Numbering of main carbon chain is done in such a way so that OH group gets the lowest number.

When OH group is bonded to a ring, the ring is numbered beginning with the OH group and the 1 is normally omitted from the name. The ring is numbered in clockwise or anticlockwise by giving the lowest number to the next substitute.

Compounds which contains two OH groups are named as diols and when in nomenclature, -diol suffix is added to the end of the parent alcohol and position of the OH groups are used as prefix to indicate the location of the two OH groups.

Answer to Problem 37P

3,3-dimethyl-2-hexanol.

Explanation of Solution

( $C_8{H}_{18}O$ ) contains six membered main carbon chain. Methyl groups are connected to the main carbon chain from the 3^rd position and OH group is connected to the main carbon chain through 2^nd position. Hence; IUPAC name for the $C_8{H}_{18}O$ is 3,3-dimethyl-2-hexanol.

Interpretation Introduction

(c)

Interpretation:

The IUPAC name of the following compound should be determined:

  

Concept Introduction:

Alcohols are the organic molecules which have OH group bonded to a tetrahedral carbon atom.

Longest carbon chain containing the carbon bonded to the OH group is named as an alkane and -e of the alkane replaced by the suffix -ol.

Numbering of main carbon chain is done in such a way so that OH group gets the lowest number.

When OH group is bonded to a ring, the ring is numbered beginning with the OH group and the 1 is normally omitted from the name. The ring is numbered in clockwise or anticlockwise by giving the lowest number to the next substitute.

Compounds which contains two OH groups are named as diols and when in nomenclature, -diol suffix is added to the end of the parent alcohol and position of the OH groups are used as prefix to indicate the location of the two OH groups.

Answer to Problem 37P

4-ethyl-6-methylheptanol.

Explanation of Solution

( $C_{10}{H}_{22}O$ ) contains seven membered main carbon chain. Methyl group is connected to the main carbon chain from the 6^thposition ethyl group is connected to the main carbon chain from 4^th position of the main carbon chain and OH group is connected to the main carbon chain through 1^st position. Hence; IUPAC name for the $C_{10}{H}_{22}O$ is 4-ethyl-6-methylheptanol.

Interpretation Introduction

(d)

Interpretation:

The IUPAC name of the following compound should be determined:

  

Concept Introduction:

Alcohols are the organic molecules which have OH group bonded to a tetrahedral carbon atom.

Longest carbon chain containing the carbon bonded to the OH group is named as an alkane and -e of the alkane replaced by the suffix -ol.

Numbering of main carbon chain is done in such a way so that OH group gets the lowest number.

When OH group is bonded to a ring, the ring is numbered beginning with the OH group and the 1 is normally omitted from the name. The ring is numbered in clockwise or anticlockwise by giving the lowest number to the next substitute.

Compounds which contains two OH groups are named as diols and when in nomenclature, -diol suffix is added to the end of the parent alcohol and position of the OH groups are used as prefix to indicate the location of the two OH groups.

Answer to Problem 37P

4-butylcyclohexanol.

Explanation of Solution

( $C_{10}{H}_{20}O$ ) contains six membered main carbon ring and OH group is directly connected to the cylohexane ring. Butyl group is connected to the cylohexane ring via 1^st position. Numbering of the carbon ring is done according to the nomenclature rules. The ring is numbered beginning with the OH group and the 1 is normally omitted from the name. The ring is numbered in clockwise or anticlockwise by giving the lowest number to the next substitute.

Hence; IUPAC name of the ( $C_{10}{H}_{20}O$ ) is 4-butylcyclohexanol.

Interpretation Introduction

(e)

Interpretation:

The IUPAC name of the following compound should be determined:

  

Concept Introduction:

Alcohols are the organic molecules which have OH group bonded to a tetrahedral carbon atom.

Longest carbon chain containing the carbon bonded to the OH group is named as an alkane and -e of the alkane replaced by the suffix -ol.

Numbering of main carbon chain is done in such a way so that OH group gets the lowest number.

When OH group is bonded to a ring, the ring is numbered beginning with the OH group and the 1 is normally omitted from the name. The ring is numbered in clockwise or anticlockwise by giving the lowest number to the next substitute.

Compounds which contains two OH groups are named as diols and when in nomenclature, -diol suffix is added to the end of the parent alcohol and position of the OH groups are used as prefix to indicate the location of the two OH groups.

Answer to Problem 37P

2,2-dimethylcyclobutanol.

Explanation of Solution

( $C_6{H}_{12}O$ ) contains four membered main carbon ring and OH group is directly connected to the cylobutane ring. Methyl groups are connected to the cylobutane ring via 2^ndposition. Numbering of the carbon ring is done according to the nomenclature rules. The ring is numbered beginning with the OH group and the 1 is normally omitted from the name. The ring is numbered in clockwise or anticlockwise by giving the lowest number to the next substitute.

Hence; IUPAC name of the ( $C_6{H}_{12}O$ ) is 2,2-dimethylcyclobutane.

Interpretation Introduction

(f)

Interpretation:

The IUPAC name of the following compound should be determined:

  

Concept Introduction:

Alcohols are the organic molecules which have OH group bonded to a tetrahedral carbon atom.

Longest carbon chain containing the carbon bonded to the OH group is named as an alkane and -e of the alkane replaced by the suffix -ol.

Numbering of main carbon chain is done in such a way so that OH group gets the lowest number.

When OH group is bonded to a ring, the ring is numbered beginning with the OH group and the 1 is normally omitted from the name. The ring is numbered in clockwise or anticlockwise by giving the lowest number to the next substitute.

Compounds which contains two OH groups are named as diols and when in nomenclature, -diol suffix is added to the end of the parent alcohol and position of the OH groups are used as prefix to indicate the location of the two OH groups.

Answer to Problem 37P

2,5-diethylcyclopentanol.

Explanation of Solution

( $C_9{H}_{18}O$ ) contains five membered main carbon ring and OH group is directly connected to the cylopentanering. Ethyl groups are connected to the cyclopentane ring through 2^nd and 5^th positions. Numbering of the carbon ring is done according to the nomenclature rules. The ring is numbered beginning with the OH group and the 1 is normally omitted from the name. The ring is numbered in clockwise or anticlockwise by giving the lowest number to the next substitute.

Hence; IUPAC name of the ( $C_9{H}_{18}O$ ) is 2,5-diethylcyclopentanol.