A substance C_4H_{10}O yields on oxidation a | vedclass

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Question

(B) The substance $C_4H_{10}O$ is an alcohol. On oxidation,it gives $C_4H_8O$ (a ketone or aldehyde). Since the product gives a positive iodoform test

Vedclass · Accepted Answer

$CH_3CH(OH)CH_2CH_3$

Vedclass · Answer

(B) The substance $C_4H_{10}O$ is an alcohol. On oxidation,it gives $C_4H_8O$ (a ketone or aldehyde). Since the product gives a positive iodoform test,it must be a methyl ketone $(CH_3CO-R)$. $2-$butanol $(CH_3CH(OH)CH_2CH_3)$ on oxidation gives butanone $(CH_3COCH_2CH_3)$,which is a methyl ketone and gives a positive iodoform test and forms an oxime. Also,$2-$butanol on dehydration with conc. $H_2SO_4$ gives $C_4H_8$ (but$-2-$ene). Thus,the compound is $2-$butanol.

$A$ substance $C_4H_{10}O$ yields on oxidation a compound $C_4H_8O$ which gives an oxime and a positive iodoform test. The original substance on treatment with conc. $H_2SO_4$ gives $C_4H_8$. The structure of the compound is:

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