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Alcohols, Phenols And Ethers

Question

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When 3-methylbutan-2-ol is heated with HBr, the following reaction takes place:

Give a mechanism for this reaction.

Solution

The given reaction involve the following mechanism,
Step 1: Protonation to 3-methylbutan-2-ol

Step 2: Formation of secondary carbocation by the elimination of a water molecule.

Step 3 : Rearrangement by the hydride-ion shift

Step 4: Nucleophilic attack

Some More Questions From Alcohols, Phenols and Ethers Chapter

Classify the following as primary, secondary and tertiary alcohols:

Classify the following as primary, secondary and tertiary alcohols:

Identify allylic alcohols in the above examples.

Name the following compounds according to IUPAC system.

Name the following compounds according to IUPAC system.

Name the following compounds according to IUPAC system.

Name the following compounds according to IUPAC system.

Name the following compounds according to IUPAC system.

Show how are the following alcohols prepared by the reaction of a suitable Grignard reagent on methanal?

Show how are the following alcohols prepared by the reaction of a suitable Grignard reagent on methanal?

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