Chapter 11, Problem 33IP

Interpretation Introduction

Interpretation:

Plausible synthetic route of this di-ketone starting from 3, 4-dimethylcyclobutene reaction has to be proposed.

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).

Anti-Markovnikov’s addition: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the less substitution position of carbon-carbon double bond.

Alkenes and alkynes form organic compounds in which the multiple $\text{C-C}$ bond has been replaced by a carbonyl group is called ozonolysis.

Ozonolysis:

Alkene reacts with ozone which cleaves the double bond followed by work up with dimethyl sulfide forms ketone.