The major product of the following reaction is :
This reaction involves the addition of an alcohol to an aldehyde under acidic conditions. Let's analyze the reaction step by step:
Step 1: Protonation
The carbonyl oxygen of the aldehyde is protonated by the acid catalyst, making the carbonyl carbon more electrophilic.
Step 2: Nucleophilic Attack
The alcohol (CH3OH) acts as a nucleophile and attacks the electrophilic carbonyl carbon, forming a tetrahedral intermediate.
Step 3: Deprotonation
The intermediate loses a proton to form a hemiacetal. This is the first stable addition product.
Step 4: Further Reaction (if conditions favor)
Under acidic conditions, the hemiacetal can be protonated again, making it a good leaving group. Another molecule of alcohol attacks, leading to loss of water and formation of an acetal.
However, looking at the specific reaction given: an aldehyde reacting with methanol in the presence of dry HCl (acidic conditions), the major product is an acetal. The reaction goes to completion to form the stable acetal because acetals are favored under these conditions.
The general reaction can be represented as:
Thus, the major product is an acetal.
Carbonyl Addition Reactions: Aldehydes and ketones undergo nucleophilic addition reactions. With alcohols, they form hemiacetals and acetals. Acetals are stable under basic conditions but hydrolyze in acid.
Acetal Formation Mechanism: This is a specific example of nucleophilic addition-elimination. The acid catalyst protonates the carbonyl oxygen, increasing electrophilicity, and also facilitates dehydration in the second step to form the acetal.
Hemiacetal Structure: (one alkoxy and one hydroxy group on the same carbon)
Acetal Structure: (two alkoxy groups on the same carbon)
Role of Acid Catalyst: Protonates carbonyl oxygen, making carbon more electrophilic, and also activates the hemiacetal for further reaction by protonating the -OH group, turning it into a good leaving group (water).
In the Newman projection for 2,2‑dimethylbutane
X and Y can respectively be
In the scheme given below, the total number of intramolecular aldol condensation products formed from ‘Y’ is
