The total number of alkenes possible by dehydrobromination of 3-bromo-3-cyclopentylhexane using alcoholic KOH is
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ChemistryInteger+4Question 22 of 69
IIT-JEE 2011 · Paper 1, Chemistry question 22
Answer and worked solution
Official answer: 5
β-hydrogens of are on C2, C4 and the ring CH.
- C2=C3: C3 carries a propyl and a cyclopentyl, C2 a methyl and H: E and Z (2).
- C3=C4: C3 carries an ethyl and a cyclopentyl, C4 an ethyl and H: E and Z (2).
- C3=ring carbon (cyclopentylidene): the ring is symmetric, one alkene (1).
Total 5.
Answer: 5