Question #58000

An organic compound (a) of molecular formula C4H6O3 Produces two organic compounds (b) and (c) in reaction with methanol. (c) on refluxing with methanol in the presence of catalytic amount of H2SO4 gives (b). When (a) is allowed to react with excess conc. NH4OH it furnishes (d) and (e). Write down the structures of (a) (b) (c) (d) and (e) and explain the reactions???
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2016-02-24T00:01:01-0500

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Question #58000, Chemistry / Other

An organic compound (a) of molecular formula C4H6O3 Produces two organic compounds (b) and (c) in reaction with methanol. (c) on refluxing with methanol in the presence of catalytic amount of H2SO4 gives (b). When (a) is allowed to react with excess conc. NH4OH it furnishes (d) and (e). Write down the structures of (a) (b) (c) (d) and (e) and explain the reactions???

Answer:

The first reaction is the esterification with anhydride that gives esters:



The second reaction is the esterification too, but it involves interaction carboxylic acid with alcohol:



(c)

(b)

The reaction of acetic anhydride with ammonia leads to the formation of amide and ammonium salt of acetic acid:


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