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JAMB Chemistry 2008 Question 46

Question 46

Alkanols

CH3 − C(OH)(CH3) − CH2 − CH3
The major product of the dehydration of the above compound is

  1. A.CH3 − C(=CH2) − CH2 − CH3
  2. B.CH3 − CH(CH3) − CH = CH2
  3. C.CH3 − C(CH3) = CH − CH3
  4. D.CH3 − CH(CH3) − CH2 − CH3
Show the answer and explanation

Answer: C (CH3 − C(CH3) = CH − CH3)

Explanation

Removing water from 2-methylbutan-2-ol mostly forms the more substituted alkene (Saytzeff's rule): 2-methylbut-2-ene, CH3C(CH3)=CHCH3.