The reactions which cannot be applied to prepare an alkene by elimination, are Choose the correct answer from the options given below:
- B & E Only
- B, C & D Only
- A, C & D Only
- B & D Only
Answer
(4) B & D Only
Solution
A: 1-Bromo-2-methylcyclohexane + NaOEt (strong base) dehydrohalogenation (β-elimination) gives 1-methylcyclohexene (Saytzeff product). Alkene formed.
B: 2-Bromobutane + KOH (aq): in aqueous medium OH- acts as a nucleophile substitution gives butan-2-ol, CH3CH2CH(OH)CH3. No alkene (alcoholic KOH would be needed).
C: tert-Butyl bromide + NaOMe (strong base): a 3° halide readily undergoes elimination 2-methylpropene, (CH3)2C=CH2. Alkene formed.
D: Phenol + Na2Cr2O7/H2SO4 oxidation to benzoquinone (as per NCERT). No elimination, no alkene.
E: tert-Butyl alcohol + Cu at 573 K: a 3° alcohol undergoes dehydration 2-methylpropene, (CH3)2C=CH2. Alkene formed.
Reactions B and D cannot give an alkene.
Answer: (4)