What is the major elimination product in the reaction of 1-bromobutane with potassium tert-butoxide in tert-butanol? cis-2-butene butanol trans-2-butene 1-butene?

Question

Chemistry

Francis Richardson

30 May, 09:10

What is the major elimination product in the reaction of 1-bromobutane with potassium tert-butoxide in tert-butanol? cis-2-butene butanol trans-2-butene 1-butene?

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Answers (2)

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Raquel Ortega · Answer 1

1-butene

Explanation:

For this case we will have a very voluminous and strong base (the ter-butoxide), so the elimination would go by a E2 mechanism. In this case the attack of the base would be to the less hindered carbon. Then the Br would go at the same time to form the double bond between carbons 1 and 2. To form the 1-butene molecule (see figure).

Anahi Monroe · Answer 2

Here we have to get the major eleminated product in the reaction of 1-bromobutane with potassium tert-butoxide in tert-butanol.

In the reaction of 1-bromobutane with potassium tert-butoxide in tert-butanol gives 1-butene.

Here, in the reaction of 1-bromobutane with potassium tert-butoxide, elemination reaction takes place.

Potassium tert-butoxide is bulky in size, it eliminates hydrogen from β-position and β-elimination reaction takes place. Hence, the product formed is 1-butene.