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An ester W with a molecular formula of C6H12O2 is optically active. When W is undergone acidic hydrolysis, compound X, C2H4O2 and an alcohol Y are formed. Alcohol Y is optically active and gives a yellow precipitate with alkaline iodine. Oxidation of Y produces Z which is optically inactive Identify compounds W, X, Y and Z.    Write balanced equations for the formation of alcohol Y.   Other than using alkaline iodine, suggest how you would differentiate between X and Y.  State how Z reacts (if any) with,   Alkaline iodine    2,4-dinitrophenylhydrazine    Tollen’s reagent

An ester W with a molecular formula of C6H12O2 is optically active. When W is undergone acidic hydrolysis, compound X, C2H4O2 and an alcohol Y are formed. Alcohol Y is optically active and gives a yellow precipitate with alkaline iodine. Oxidation of Y produces Z which is optically inactive Identify compounds W, X, Y and Z.    Write balanced equations for the formation of alcohol Y.   Other than using alkaline iodine, suggest how you would differentiate between X and Y.  State how Z reacts (if any) with,   Alkaline iodine    2,4-dinitrophenylhydrazine    Tollen’s reagent

Principles of Modern Chemistry
Principles of Modern Chemistry
8th Edition
ISBN:9781305079113
Author:David W. Oxtoby, H. Pat Gillis, Laurie J. Butler
Publisher:David W. Oxtoby, H. Pat Gillis, Laurie J. Butler
Chapter7: Bonding In Organic Molecules
Section: Chapter Questions
Problem 40AP: Consider the following proposed structures for benzene, each of which is consistent with the...
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  1. An ester W with a molecular formula of C6H12O2 is optically active. When W is undergone acidic hydrolysis, compound X, C2H4O2 and an alcohol Y are formed. Alcohol Y is optically active and gives a yellow precipitate with alkaline iodine. Oxidation of Y produces Z which is optically inactive
  1. Identify compounds W, X, Y and Z. 

 

  1. Write balanced equations for the formation of alcohol Y.

 

  1. Other than using alkaline iodine, suggest how you would differentiate between X and Y. 
  2. State how Z reacts (if any) with,

 

  1. Alkaline iodine 

 

  1. 2,4-dinitrophenylhydrazine 

 

  1. Tollen’s reagent 
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