Question

Select the correct IUPAC name for the following organic substrate, including the R or S designation where appropriate, and draw the major organic product(s) for the S_N1 reaction. Include wedge-and-dash bonds and draw hydrogen on a stereocenter.

Answer 1

Concepts and reason

This problem is based on the concept of nucleophilic substitution reactions and IUPAC nomenclature.

Nucleophilic substitution reactions involve the replacement of a weak nucleophile by a stronger nucleophile. They are categorized into two categories which are ${{\rm{S}}_{\rm{N}}}1$ and ${{\rm{S}}_{\rm{N}}}2$ substitution reactions. IUPAC nomenclature is the systematic method to name the organic molecules.

Fundamentals

${{\rm{S}}_{\rm{N}}}1$ substitution reaction is a type of nucleophilic substation reaction which involves the formation of intermediate from the reactant followed by the attack of a nucleophile on the intermediate in order to form the substituted product. IUPAC name involves the prefix, root name and suffix.

The structure of the reactant in given below:

The mechanism of the chemical reaction involved is given below:

The IUPAC name of the compound along with its absolute configuration is (3R)-3-bromo-2,3-dimethylpentane.

Ans:

The structures of the products are given below:

The name of the organic molecule is (3R)-3-bromo-2,3-dimethylpentane.