Organic Compounds Containing Halogens Question 204

Question: 2-Bromopentane is heated with potassium ethoxide in ethanol. The major product obtained is

Options:

A) 2-Ethoxypentane

B) Pentene-1

C) cis-Pentene-2

D) trans-Pentene-2

Show Answer

Answer:

Correct Answer: D

Solution:

[d] Potassium ethoxide is a strong base, hence causes elimination reaction. The alkene formed is governed by Saytzeffrule “more substituted an alkene, higher will be its stability”. $ CH_3\overset{Br}{\mathop{\overset{|}{\mathop{C}}}}HCH_2CH_2CH_3\xrightarrow{^{-}OC_2H_5} $

$ CH_2=\underset{Pentene-1}{\mathop{CHCH_2CH_2CH_3}}+CH_3CH $

$ \underset{Pentene-2(morestable)}{\mathop{=CHCH_2CH_3}} $ Further pentene-2 shows geometrical isomerism, cis- and trans- in which trans-isomer having bulkieri groups away from each other is more stable than the cis-isomer.