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Chemistry Question on Alcohols, Phenols and Ethers

Identify Z in the sequence. CH3CH2CH = CH2−>[HBr/H2O2]Y {CH3CH2CH \,=\, CH2 ->[HBr/H_2O_2] Y } −>[C2H5ONa]Z { ->[C_2H_5ONa] Z}

A

(CH3)2CHOCH2CH3(CH_3)_2CHOCH_2CH_3

B

CH3CH2CH(CH3)−O−CH2CH3CH_3CH_2CH(CH_3)-O-CH_2CH_3

C

CH3(CH2)3−O−CH2CH3CH_3(CH_2)_3-O-CH_2CH_3

D

CH3(CH2)4−O−CH3CH_3(CH_2)_4-O-CH_3

Answer

CH3(CH2)3−O−CH2CH3CH_3(CH_2)_3-O-CH_2CH_3

Explanation

Solution

CH3CH2CH = CH2−>[HBr/H2O2]CH3CH2CH2CH2Br {CH3CH2CH \,=\, CH2 ->[HBr/H_2O_2] CH3CH2CH2CH2Br } −>[C2H5ONa]CH3(CH2)3OC2H5 { ->[C_2H_5ONa] CH3(CH2)3OC2H5 } In presence of H2O2, HBrH_2O_2,\, HBr adds in anti-Markownikoff?? way (peroxide effect).