Question

Which of the following alkyl halides can produce only a single alkene product when treated with sodium methoxide?
Options
3-Chloro 3-ethyl pentane
3-Chloro 2-methyl pentane
2-Chloro 4-methyl pentane
2-Chloro 2-methyl pentane
Clear Response
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Answer 1

Answer:

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Answer 2

Option (i) is correct.

(i) 3-Chloro 3-ethyl pentane

Explanation:

• In the reaction of sodium methoxide and alkyl halides, the product formed is an alkene.
• In this reaction E2 elimination takes place, chlorine and β hydrogen is removed.
• In the compound 3-Chloro 3-ethyl pentane all the β-H are equivalent.
• So only one product that is 3-ethyl pent-2-ene will be formed.
• While in other compounds all the β-H are non-equivalent.
• Therefore, option (i) 3-Chloro 3-ethyl pentane is correct.