Identify Z in the sequence of reactions: CH3CH2CH=CH2 HBr/H2O2 Y C2H5ONa Z
- CH3-(CH2)3-O-CH2CH3
- (CH3)2CH-O-CH2CH3
- CH3(CH2)4-O-CH3
- CH3CH2-CH(CH3)-O-CH2CH3
Answer
(1) CH3-(CH2)3-O-CH2CH3
Solution
In the presence of peroxide, HBr adds to an unsymmetrical alkene against Markovnikov's rule (peroxide effect):
CH3CH2CH=CH2 HBr/H2O2 CH3CH2CH2CH2Br (Y)
Y (a primary alkyl halide) with sodium ethoxide gives an ether by Williamson synthesis:
CH3CH2CH2CH2Br + C2H5ONa CH3(CH2)3-O-CH2CH3 (Z) + NaBr
Answer: (1)