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An alcohol A $(C_4H_{10}O)$ on oxidation with acidified potassium dichromate gives carboxylic acid B $(C_4H_8O_2)$. Compound A when dehydrated with conc. $H_2SO_4$ at $443 \;K$ gives compound C. Treatment of C with aqueous $H_2SO_4$ gives compound D $(C_4H_{10}O)$ which is an isomer of A. Compound D is resistant to oxidation but compound A can be easily oxidised. Identify A, B, C and D and write their structures

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A)
Solution :
(A) : $(CH_3)_2CHCH_2OH$
(B):$CH_3CH(CH_3)COOH$
(C):$(CH_3)_2C=CH_2$
(D) : $(CH_3)_3C-OH$
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