Devise a synthesis of each compound from the given starting materials. You may also use organic alcohols having four or fewer carbons, and any organic or inorganic reagents

a)

b)

c)

Chromyl chloride (CrO₂Cl₂) is known as Etard reagent.

Methyl group on benzene is oxidized by Etard reagent to a chromium complex. On hydrolysis, it finally produces the corresponding aldehyde.

(a)

4-methyl phenol reacts with NaH in presence of methyl bromide to give 4-methyl-anisole

Step 1

Step 2

Tert-butyl benzene reacts with methyl chloride in the presence of Lewis acid to give 1-(tert- butyl)-4-methylbenzene

Step 3

Step 4

Step 5

(b)

Alcohol reacts with PBr₃ to give alkyl bromide

Step 1

2-propanol undergoes oxidation with PCC to give 2-propanone Grignard reagents react with 2-propanone in presence of water to give a tertiary alcohol.

Step 2

c)

Step 1

Step 2