Identify Z in the sequence of reactions: CH3CH2CH=CH2HBr/H2O2YC2H5O−Na+Z
A
CH3-(CH2)3-O-CH2CH3
B
(CH3)2CH2-O-CH2CH3
C
CH3(CH2)4-O-CH3
D
CH3CH2-CH(CH3)-O-CH2CH3
Step-by-Step Solution
The sequence of reactions occurs in two steps:
Step 1 (Formation of Y): But-1-ene (CH3CH2CH=CH2) reacts with HBr in the presence of a peroxide (H2O2). This addition follows the anti-Markovnikov rule (Kharash or peroxide effect), where the free radical mechanism leads to the bromide atom attaching to the terminal (less substituted) carbon atom . This yields 1-bromobutane as intermediate Y:
CH3CH2CH=CH2+HBrPeroxideCH3CH2CH2CH2Br (Compound Y)
Step 2 (Formation of Z): 1-bromobutane undergoes an SN2 nucleophilic substitution reaction (Williamson ether synthesis) with sodium ethoxide (C2H5O−Na+). The ethoxide ion attacks the primary carbon of the alkyl halide, displacing the bromide ion to form ethyl butyl ether as product Z :
CH3CH2CH2CH2Br+C2H5O−Na+→CH3CH2CH2CH2-O-CH2CH3+NaBr
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