Chapter 19, Problem 88IP

Interpretation Introduction

Interpretation: A synthetic route for conversion of compound 1 into compound 2 has to be identified where a Wittig reaction is involved.

Concept introduction:

In a reaction, PCC (pyridinium chlorochromate) is used to oxidize alcohols to carbonyls. Primary alcohols get converted to aldehydes whereas secondary alcohols get converted to ketones when treated with PCC.

Wittig Reaction: It is an organic reaction where an aldehyde or a ketone gets converted to an alkene by replacing carbonyl group by a $C=C$ bond. A phosphorous ylide is used for this conversion. It is a neutral molecule where a positively charged phosphorous is attached to a negatively charged

  

Hydroboration reaction: The reaction involves addition of $B{H}_3$ over alkene which makes $B{H}_2$ to bond with less substituted position of carbon-carbon double bonds and $H$ to more substituted position of carbon-carbon double bonds which finally carbon containing $B{H}_2$ gets oxidized in order to achieve the product with less substitution.

Oxidation: If electrons are moved from a species or oxygen atoms are added to a species or hydrogen atom gets removed from a species during a chemical reaction is known as oxidation.

Anti-Markovnikov’s Addition Rule: 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.