Chapter 14.1, Problem 14.3PP

(a)

Interpretation Introduction

Interpretation:

The structure of the given compound has to be drawn.

Concept Introduction:

IUPAC naming of Aromatic Carboxylic acids

1. 1) The simplest aromatic carboxylic acid is benzoic acid.
2. 2) Aromatic carboxylic acids are generally derivatives of benzoic acid.
3. 3) The suffix –oic acid is used in IUPAC system and the suffix –ic acid is used in common system and is attached to the appropriate prefix.
4. 4) The phenyl group is treated as substituent and the name is obtained from the appropriate alkanoic acid parent chain.

Answer to Problem 14.3PP

The structure of the given compound is,

Explanation of Solution

The given compound is $\text{o-toluic}\text{acid}$

$\text{o-toluic}\text{acid}$ is derivative of benzoic acid.  The substituent ${\text{CH}}_{\text{3}}$ is bonded to carbon $\text{-2}$ of the benzene ring.

The structure of the given compound is,

This compound is $\text{o-toluic}\text{acid}$ or $\text{2-methylbenzoic}\text{acid}$

(b)

Interpretation Introduction

Interpretation:

The structure of the given compound has to be drawn.

Concept Introduction:

IUPAC naming of Aromatic Carboxylic acids

1. 1) The simplest aromatic carboxylic acid is benzoic acid.
2. 2) Aromatic carboxylic acids are generally derivatives of benzoic acid.
3. 3) The suffix –oic acid is used in IUPAC system and the suffix –ic acid is used in common system and is attached to the appropriate prefix.
4. 4) The phenyl group is treated as substituent and the name is obtained from the appropriate alkanoic acid parent chain.

Answer to Problem 14.3PP

The structure of the given compound is,

Explanation of Solution

The given compound is $\text{2,4,6-tribromobenzoic}\text{acid}$

The substituent $\text{Br}$ is bonded to carbon $\text{-2,4 and}\text{6}$ of the benzene ring.

The structure of the given compound is,

This compound is $\text{2,4,6-tribromobenzoic}\text{acid}\text{.}$

(c)

Interpretation Introduction

Interpretation:

The structure of the given compound has to be drawn.

Concept Introduction:

IUPAC naming of Aromatic Carboxylic acids

1. 1) The simplest aromatic carboxylic acid is benzoic acid.
2. 2) Aromatic carboxylic acids are generally derivatives of benzoic acid.
3. 3) The suffix –oic acid is used in IUPAC system and the suffix –ic acid is used in common system and is attached to the appropriate prefix.
4. 4) The phenyl group is treated as substituent and the name is obtained from the appropriate alkanoic acid parent chain.

Answer to Problem 14.3PP

The structure of the given compound is,

Explanation of Solution

The given compound is $\text{2,2,2-triphenylethanoic}\text{acid}$

The substituent phenyl is bonded to carbon $\text{-2}$ of the parent chain.

The structure of the given compound is,

This compound is $\text{2,2,2-triphenylethanoic}\text{acid}$ or $\text{2,2,2-triphenylacetic}\text{acid}$

(d)

Interpretation Introduction

Interpretation:

The structure of the given compound has to be drawn.

Concept Introduction:

IUPAC naming of Aromatic Carboxylic acids

1. 1) The simplest aromatic carboxylic acid is benzoic acid.
2. 2) Aromatic carboxylic acids are generally derivatives of benzoic acid.
3. 3) The suffix –oic acid is used in IUPAC system and the suffix –ic acid is used in common system and is attached to the appropriate prefix.
4. 4) The phenyl group is treated as substituent and the name is obtained from the appropriate alkanoic acid parent chain.

Answer to Problem 14.3PP

The structure of the given compound is,

Explanation of Solution

The given compound is $\text{p-toluic}\text{acid}\text{.}$

$\text{p-toluic}\text{acid}$ is derivative of benzoic acid.  The substituent ${\text{CH}}_{\text{3}}$ is bonded to carbon $\text{-4}$ of the benzene ring.

The structure of the given compound is,

This compound is $\text{p-toluic}\text{acid}$ or $\text{4-methylbenzoic}\text{acid}\text{.}$

(e)

Interpretation Introduction

Interpretation:

The structure of the given compound has to be drawn.

Concept Introduction:

IUPAC naming of Aromatic Carboxylic acids

1. 1) The simplest aromatic carboxylic acid is benzoic acid.
2. 2) Aromatic carboxylic acids are generally derivatives of benzoic acid.
3. 3) The suffix –oic acid is used in IUPAC system and the suffix –ic acid is used in common system and is attached to the appropriate prefix.
4. 4) The phenyl group is treated as substituent and the name is obtained from the appropriate alkanoic acid parent chain.

Answer to Problem 14.3PP

The structure of the given compound is,

Explanation of Solution

The given compound is $\text{3-phenylhexanoic acid}\text{.}$

The substituent phenyl is bonded to carbon $\text{-3}$ of the parent chain of the carboxylic acid.

The structure of the given compound is,

(f)

Interpretation Introduction

Interpretation:

The structure of the given compound has to be drawn.

Concept Introduction:

IUPAC naming of Aromatic Carboxylic acids

1. 1) The simplest aromatic carboxylic acid is benzoic acid.
2. 2) Aromatic carboxylic acids are generally derivatives of benzoic acid.
3. 3) The suffix –oic acid is used in IUPAC system and the suffix –ic acid is used in common system and is attached to the appropriate prefix.
4. 4) The phenyl group is treated as substituent and the name is obtained from the appropriate alkanoic acid parent chain.

Answer to Problem 14.3PP

The structure of the given compound is,

Explanation of Solution

The given compound is $\text{3-phenycyclohexanecarboxylic acid}\text{.}$

The substituent phenyl is bonded to carbon $\text{-3}$ of the cycloalkane parent chain of the carboxylic acid.

The structure of the given compound is,