Chapter 19, Problem 45PP

Interpretation Introduction

Interpretation:

The IUPAC name for the given compound has to be provided.

Concept Introduction:

The IUPAC names of organic compounds are given by IUPAC nomenclature of organic chemistry.  The standard method of assigning a name to organic chemical compound is done by IUPAC (International Union of Pure and Applied Chemistry).

IUPAC naming of bicyclic compounds:

• The total number of carbon in the molecule will give the root name, followed by a suffix which indicates the highest priority functional group.
• The numbering has to be started from one of the bridgehead and the longest path to the second bridgehead has to be followed.  The numbering should be continued along the next longest path until all carbons are numbered.
• While numbering the parent chain, care must be taken to number in a direction that gives the functional group the lowest possible number.
• The number of carbon in each of the pathways between bridgehead carbons has to be found out and counted.
• The name should be start with the term “bicyclo”

R and S nomenclature:

It is used to assign the configuration for chiral centers in a molecule using CIP rules.

The CIP rules are as follows:

• Select the chiral center and assign the numbers according to the decreasing atomic mass of atoms attached to it.
• If the numbering follows clockwise direction then the atom is termed as R and if it follows anti-clockwise direction then molecule is termed as S.