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NEET CHEMISTRYMedium

When 2-Bromopentane reacts with ethanolic KOH, the main product that is formed is:

A

Cis-2-pentene

B

Trans-2-pentene

C

1-pentene

D

None of the above

Step-by-Step Solution

When 2-bromopentane is heated with an alcoholic solution of potassium hydroxide (ethanolic KOH), it undergoes dehydrohalogenation (β\beta-elimination). According to Zaitsev's (Saytzeff's) rule, the preferred product is that alkene which has the greater number of alkyl groups attached to the doubly bonded carbon atoms. Thus, pent-2-ene (81%) is formed as the major product over pent-1-ene (19%) . Furthermore, pent-2-ene can exist as cis and trans isomers. The trans-isomer is more stable than the cis-isomer due to lesser steric hindrance between the alkyl groups. Hence, trans-2-pentene is the main product formed.

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