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Aldehydes, Ketones And Carboxylic Acids

Question
CBSEENCH12008627
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An organic compound (A) (Mol. formula C8H16O2) was hydrolysed with dilute sulphuric acid to give a carboxylic acid (B) and an alcohol (C). Oxidation of (C) with chromic acid produced (B). Write equations for the reactions involved. 

Solution

The given molecular formula C8H16O2 gives carboxylic acid (B) and an alcohol (C) on hydrolysis with H2SO4. Thus, compound may be an ester. Further, alcohol C gives acid B on oxidation with chromic acid.Thus, B and C must contain equal number of carbon atoms. As given compound contain 8 carbon atom, each B and C must contain 4 atom. On dehydration, alcohol C gives but-2-ene. Therefore, C is of straight chain and hence, it is butan-1-ol.

On oxidation, butan-1-ol givers butanoic acid. Hence, acid B is butanoic acid. Therefore the given compound is ester is butylbutanoate.
  CH subscript 3 CH subscript 2 CH subscript 2 COOCH stack blank subscript 2 CH subscript 2 CH subscript 2 CH subscript 3 with butyl space butanoate below
The above statement is explained as,
 



Some More Questions From Aldehydes, Ketones and Carboxylic Acids Chapter

Write the structures of products of the following reactions:


    

Arrange the following compounds in increasing order of their boiling points:
CH3CHO, CH3CH2OH, CH3OCH3, CH3CH2CH3.

Arrange the following compounds in increasing order of their reactivity in nucleophilic addition reactions:    
Ethanal, Propanal, Propanone, Butanone.

Arrange the following compounds in increasing order of their reactivity in nucleophilic addition reactions:    
Benzaldehyde, p-Tolualdehyde, p-Nitrobenzaldehyde, Acetophenone.

Predict the products of the following reactions:

Predict the products of the following reactions:

Predict the products of the following reactions:

Predict the products of the following reactions:

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