Chapter 21, Problem 21.55P

(a)

Interpretation Introduction

Interpretation:

The mechanism is to be given for the conversion of 2,4,6-trimethylphenol to compound A.

Concept introduction:

S_N2 reaction:

The alcohols is reaction with acids like hydrochloric acid or hydrobromic acid, the bromine atom attacks back side of the carbon atoms in simultaneous manner and which is bearing alcohol group which yield the corresponding product.

(b)

Interpretation Introduction

Interpretation:

The stereo selectivity and region selectivity of the conversion of compound C to compound F is to be given.

Concept introduction:

Hydrobromination:

A hydrobromination reaction is one of the electrophilic additions to alkenes to yield the corresponding bromo alkanes. In this reaction the bromine atom adds to the double bond carbon which is having lesser number of hydrogen or more substituted carbon (Markovnikov's rule).

(c)

Interpretation Introduction

Interpretation:

The product formation of the reaction is single enantiomer or racemic mixture has to be explained.

Concept introduction:

Isomer: A molecule having the same molecular formula but with different chemical structure is called isomer.

Enantiomers: A compound which is non-superimposable mirror image is called enantiomers.

Diastereomers: A compound which is non-superimposable and non-mirror image is called diastereomers.

Racemic mixture: A racemic mixture is simply a mixture containing an equal amount of each enantiomer.

Achiral:

A molecule is superimposable on its mirror image is called achiral molecule.