Show how you would synthesize each compound, starting with an ester containing nomore than eight carbon atoms. Any other necessary reagents may be used.  (e) PhCH2OH (f) PhCOOH

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions
Section19.SE: Something Extra
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Show how you would synthesize each compound, starting with an ester containing no
more than eight carbon atoms. Any other necessary reagents may be used.
  (e) PhCH2OH (f) PhCOOH

Expert Solution
Step 1

Esters are the organic compound that have been formed by replacement of –OH group of carboxylic acid with –OR group. The general representation of esters is RCOOR or RCOOR’. Here, R and R’ are the alkyl groups.

Step 2

(e) Esters can be reduced to alcohols only by a strong reducing agent. Thus, LiAlH4 can be effective in conversion of esters to alcohols. 

Step 3

Therefore, the preparation of phenylmethanol that is benzyl alcohol is done from methyl benzoate by the reduction of later with LiAlH4.

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