Count the acyclic alkenes of molecular formula $C X_{6} H X_{12}$ that give 3-methylpentane on catalytic hydrogenation. Count (E) and (Z) isomers separately, and do not count enantiomers of a chiral alkene as different. Give the total as an integer.

Numerical answer type, tolerance 0.5.

Answer: 4

The skeleton must be

CH X_{3} CH X_{2} - CH (CH X_{3}) - CH X_{2} CH X_{3}

with one C=C placed in it. The possible alkenes are 3-methylpent-1-ene, (E)-3-methylpent-2-ene, (Z)-3-methylpent-2-ene and 2-ethylbut-1-ene (the 3-methylenepentane position). Counting E and Z separately the total is 4.

Practice Hydrocarbons More on Alkenes: preparation and addition reactions

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Count the acyclic alkenes of molecular formula CX6​HX12​ that give 3-methylpentane on catalytic hydrogenation. Count (E) and (Z) isomers separately, and do not count enantiomers of a chiral alkene as different. Give the total as an integer.

Answer: 4

More questions on Alkenes: preparation and addition reactions

Count the acyclic alkenes of molecular formula $C X_{6} H X_{12}$ that give 3-methylpentane on catalytic hydrogenation. Count (E) and (Z) isomers separately, and do not count enantiomers of a chiral alkene as different. Give the total as an integer.