Home
Class 12
CHEMISTRY
When 3,3-Dimethyl-2-butanol is heated wi...

When 3,3-Dimethyl-2-butanol is heated with acid `H_(3)PO_(4)`, it is converted into an `80 : 20` mixture of alkene A and B respectively. The structure of A and B are:

A

B

C

D

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem of identifying the structures of alkenes A and B formed from the dehydration of 3,3-Dimethyl-2-butanol when heated with H3PO4, we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Structure of 3,3-Dimethyl-2-butanol**: - The compound has a four-carbon chain (butanol) with an -OH group on the second carbon and two methyl groups on the third carbon. - The structure can be represented as: ``` CH3 | CH3-C-CH2-CH3 | OH ``` 2. **Protonation of the Alcohol**: - When 3,3-Dimethyl-2-butanol is heated with H3PO4, the -OH group gets protonated, forming a better leaving group (water). - The protonation leads to the formation of a carbocation intermediate: ``` CH3 | CH3-C^+-CH2-CH3 | H2O ``` 3. **Carbocation Rearrangement**: - The initial carbocation is a secondary carbocation, which can rearrange to form a more stable tertiary carbocation by a methyl shift: ``` CH3 | CH3-C-CH3 | CH2^+ ``` 4. **Elimination to Form Alkenes**: - From the tertiary carbocation, two possible alkenes can be formed by the elimination of a proton (H+): - **Alkene A (Major Product)**: Elimination of H from the tertiary carbon leads to: ``` CH3 | CH3-C=CH2 ``` - **Alkene B (Minor Product)**: Elimination of H from the secondary carbon leads to: ``` CH2=C(CH3)-CH3 ``` 5. **Determine the Ratio of Alkenes**: - The problem states that the mixture of alkenes A and B is in the ratio of 80:20, indicating that Alkene A is the major product and Alkene B is the minor product. ### Final Structures: - **Alkene A**: 2,3-Dimethylpropene (Major Product) - **Alkene B**: 2-Methylpropene (Minor Product)

To solve the problem of identifying the structures of alkenes A and B formed from the dehydration of 3,3-Dimethyl-2-butanol when heated with H3PO4, we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Structure of 3,3-Dimethyl-2-butanol**: - The compound has a four-carbon chain (butanol) with an -OH group on the second carbon and two methyl groups on the third carbon. - The structure can be represented as: ``` ...
Promotional Banner

Topper's Solved these Questions

  • MOCK TEST 3

    VMC MODULES ENGLISH|Exercise PART II : CHEMISTRY (SECTION - 2)|10 Videos
  • MOCK TEST 2

    VMC MODULES ENGLISH|Exercise PART II : CHEMISTRY (SECTION - 2)|10 Videos
  • MOCK TEST 4

    VMC MODULES ENGLISH|Exercise CHEMISTY (SECTION 2)|5 Videos

Similar Questions

Explore conceptually related problems

When 3,3- dimethyl -2- butanol is heated with H_(2)SO_(4) the major product obtained is

When neopentyl alcohol is heated with an acid , it slowly converted into an 85 : 15 mixture of alkenes A and B , respectively. What are these alkenes ?

H_(3)PO_(3) is ..... acid

What happens when phosphorus acids (H_(3)PO_(3)) is heated ?

What happens when H_(3) PO_(3) is heated ?

What is the basicity of H_(3)PO_(2) acid and why ?

Conjugate acid of PO_(4)^(-3) is

What happens when : (i) PCl_(5) , is heated (ii) H_(3)PO_(3) is heated

A : When 3,3-dimethyl butan - 2 - ol is heated in presence of concentrated H_(2)SO_(4) then 2, 3-dimethyl but -2-ene is formed as major product . R : In this reaction , carbocation is formed as an intermediate

H_(3)PO_(2) is the molecular formula of an acid of phosphorus. Its name and basicity respectively are