63E How would you carry out the foll... [FREE SOLUTION]

Chapter 20: 63E (page 678)

How would you carry out the following transformations? More than one step is needed in each case.

Short Answer

Expert verified

The transformation for the below structures has been shown.

Step by step solution

Transformation steps for the conversion of benzene into 2-methyl-2-phenylpropanoic acid

The treatment of Friedel-Crafts alkylation with isopropyl chloride with anhydrous AlCl₃ will yield isopropyl benzene. The isopropyl benzene will brominate in benzyl carbon by treating with NBS for the production of 2-Bromo-2-phenylpropane in presence of (PhCO₂)₂. The production of Grignard reagent can be done when treated with Mg. The conversion of Grignard reagent into 2-methyl-2-phenylpropanoic acid when treated with CO₂ and involve hydrolysis.

Conversion structure of Benzene into 2-methyl-2-phenylpropanoic acid

The structure can be drawn as,

Steps for the conversion of cyclohexanone to 1-phenylcyclohexanecarboxylic acid

The treatment of cyclohexanone with phenylmagnesium bromide and gets hydrolyzed into 1-phenylcyclohexanol with aqueous acid. The alcohol will be converted into 1-Bromo-1-phenyl cyclohexane when treated with HBr. The bromide will be converted into Grignard reagent when treated with Mg. The reaction of the Grignard reagent with CO₂ and the product will yield 1-phenylcyclohexanecarboxylic acid.