Science, asked by Urvichauhan9844, 1 year ago

The formation of 2-butene as a major product by dehydration of 2-butanol is in accordance with

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Answered by aravindsenthil
3

The dehydration of butan-2-ol

 

The first two stages

There is nothing new at all in these stages.

In the first stage, the alcohol is protonated by picking up a hydrogen ion from the sulphuric acid.

 

 

In the second stage, the positive ion then sheds a water molecule and produces a carbocation.

 

 

The complication arises in the next step. When the carbocation loses a hydrogen ion, where is it going to come from?

 

Where does the hydrogen get removed from?

So that a double bond can form, it will have to come from one of the carbons next door to the one with the positive charge.

 

If a hydrogen ion is lost from the CH3 group

 

 

But-1-ene is formed.

If a hydrogen ion is lost from the CH2 group

 

 

This time the product is but-2-ene, CH3CH=CHCH3.

In fact the situation is even more complicated than it looks, because but-2-ene exhibits geometric isomerism. You get a mixture of two isomers formed - cis-but-2-ene and trans-but-2-ene.

 

 

Cis-but-2-ene is also known as (Z)-but-2-ene; trans-but-2-ene is also known as (E)-but-2-ene. For an explanation of the two ways of naming these two compounds, follow the link in the box below.

 

The overall result

Dehydration of butan-2-ol leads to a mixture containing:

but-1-ene

cis-but-2-ene (also known as (Z)-but-2-ene)

trans-but-2-ene (also known as (E)-but-2-ene

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