Q.

The major products C and D formed in the following reactions respectively are            [2019]

H3C-CH2-CH2-O-C(CH3)3excess HIC+D
 

1 H3C-CH2-CH2-I and I-C(CH3)3  
2 H3C-CH2-CH2-OH and I-C(CH3)3  
3 H3C-CH2-CH2-I and HO-C(CH3)3  
4 H3C-CH2-CH2-OH and HO-C(CH3)3  

Ans.

(1)

Ethers are readily attacked by HI to give an alkyl halide and alcohol. But when heated with excess of HI, the product alcohol first formed reacts further with HI to form the corresponding alkyl iodide.

R-O-R'+2HI(excess)HeatRI+R'I+H2O