Chapter 23.2, Problem 23.4P

(a)

Interpretation Introduction

Interpretation:

The name of the given compound has to be given.

Concept introduction:

According to IUPAC nomenclature, the naming of compound is determined by the priority of the functional group if more than one functional group is present. The carbon attached to the functional group having most priority should get the least number while naming the compound.

The order of priority is,

$\begin{array}{l}\text{carboxylic}\text{acid>esters>amides>aldehydes>ketones>}\text{alcolhols>thiols>}\text{amines}\text{>}\\ \text{ethers>alkenes>alkyl}\text{halides>alkanes}\end{array}$

Amines are the derivatives of ammonia $\left(N{H}_3\right)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

From the name of the compound its structure can be determined.

Primary amines can be named in the IUPAC system in several ways,

For simple amines the suffix – amine is added to the name of the alkyl substituent.

The suffix-amine can be used in place of the final –e in the name of the parent compound.

For a secondary amine an N prefixes the compound giving the shorter carbon chain and its chain prefix name.

For a tertiary amine an N, N prefixes the compound giving the two shorter carbon chains and their side chain prefix names.

Carboxylic acid: One $-OH$ group is attached to the carbonyl carbon atom of the compound. It is represented as $RCOOH$

The IUPAC name for the carboxylic acid is written by replacing the ‘e’ of alkane to ‘oic acid’.

If the compound contains amine and a functional group that has higher precedence than the amine group, then the amine group should be indicated with the prefix “amino”

R and S nomenclature: it is used to assign the molecule using CIP rules.

According to Cahn-Ingold-Prelog system,

The group attached to asymmetric center should be ranked based on the atomic number of atom which directly connected to asymmetric center. The higher the atomic number of atom, higher the priority. If there is tie, then consider the next atoms attached to the connected atom and so on.

Check the direction of arrow drawn in the direction of decreasing priority. If the arrow points clockwise direction, then the atom has R configuration. If the arrow points counterclockwise direction, then the atom has S configuration. If the group with lowest priority is not bonded by a hatched wedge, then interchange this group (lowest priority) by group bonded to hatched wedge and draw the arrow in priority order but the configuration is assigned as just reverse.

(b)

Interpretation Introduction

Interpretation:

The name of the given compound has to be given.

Concept introduction:

According to IUPAC nomenclature, the naming of compound is determined by the priority of the functional group if more than one functional group is present. The carbon attached to the functional group having most priority should get the least number while naming the compound.

The order of priority is,

$\begin{array}{l}\text{carboxylic}\text{acid>esters>amides>aldehydes>ketones>}\text{alcolhols>thiols>}\text{amines}\text{>}\\ \text{ethers>alkenes>alkyl}\text{halides>alkanes}\end{array}$

Amines are the derivatives of ammonia $\left(N{H}_3\right)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

From the name of the compound its structure can be determined.

Primary amines can be named in the IUPAC system in several ways,

For simple amines the suffix – amine is added to the name of the alkyl substituent.

The suffix-amine can be used in place of the final –e in the name of the parent compound.

For a secondary amine an N prefixes the compound giving the shorter carbon chain and its chain prefix name.

For a tertiary amine an N, N prefixes the compound giving the two shorter carbon chains and their side chain prefix names.

Carboxylic acid: One $-OH$ group is attached to the carbonyl carbon atom of the compound. It is represented as $RCOOH$

The IUPAC name for the carboxylic acid is written by replacing the ‘e’ of alkane to ‘oic acid’.

If the compound contains amine and a functional group that has higher precedence than the amine group, then the amine group should be indicated with the prefix “amino”

(c)

Interpretation Introduction

Interpretation:

The name of the given compound has to be given.

Concept introduction:

According to IUPAC nomenclature, the naming of compound is determined by the priority of the functional group if more than one functional group is present. The carbon attached to the functional group having most priority should get the least number while naming the compound.

The order of priority is,

$\begin{array}{l}\text{carboxylic}\text{acid>esters>amides>aldehydes>ketones>}\text{alcolhols>thiols>}\text{amines}\text{>}\\ \text{ethers>alkenes>alkyl}\text{halides>alkanes}\end{array}$

Amines are the derivatives of ammonia $\left(N{H}_3\right)$ with one or more of the hydrogens replaced with a substituent such as an alkyl group.

Depending on the number of carbon side chain of the amide, different types of amides can form.

From the name of the compound its structure can be determined.

Primary amines can be named in the IUPAC system in several ways,

For simple amines the suffix – amine is added to the name of the alkyl substituent.

The suffix-amine can be used in place of the final –e in the name of the parent compound.

For a secondary amine an N prefixes the compound giving the shorter carbon chain and its chain prefix name.

For a tertiary amine an N, N prefixes the compound giving the two shorter carbon chains and their side chain prefix names.

Carboxylic acid: One $-OH$ group is attached to the carbonyl carbon atom of the compound. It is represented as $RCOOH$

The IUPAC name for the carboxylic acid is written by replacing the ‘e’ of alkane to ‘oic acid’.

If the compound contains amine and a functional group that has higher precedence than the amine group, then the amine group should be indicated with the prefix “amino”

Common name of amine:

Alkyl groups attached to nitrogen atom of amine group must follow alphabetical order with the suffix “-amine”.