Question

Among the following product the products formed by the reaction of anisole with HI are

• A. Benzene + Methanol
• B. Phenol + Iodomethane
• C. Phenol + Methane
• D. Sodium phenate + Methanol

Answer 1

The Correct Option is B

Anisole, also known as methoxybenzene, is a compound with the formula \(\text{C}_6\text{H}_5\text{OCH}_3\). When anisole reacts with hydrogen iodide \((\text{HI}),\) it undergoes a nucleophilic substitution reaction known as the \((\text{HI})\) cleavage reaction.
The reaction can be represented as follows:
\(\text{C}_6\text{H}_5\text{OCH}_3 + \text{HI} \rightarrow \text{C}_6\text{H}_5\text{OH} + \text{CH}_3\text{I}\)
In this reaction, the methoxy group \(-\text{OCH}_3\) of anisole is replaced by an iodine atom from \((\text{HI}),\) resulting in the formation of phenol \((\text{C}_6\text{H}_5\text{OH})\) and iodomethane \((\text{CH}_3\text{I})\)
Therefore, the correct products formed by the reaction of anisole with \((\text{HI})\) are phenol and iodomethane (option B).

Answer 2

Correct answer: Phenol + Iodomethane 

Anisole has the structure: \[ \text{C}_6\text{H}_5\text{OCH}_3 \]

When anisole reacts with excess HI, the reaction proceeds as: \[ \text{C}_6\text{H}_5\text{OCH}_3 + \text{HI} \rightarrow \text{C}_6\text{H}_5\text{OH} + \text{CH}_3\text{I} \]

Explanation:

• The C–O bond between the aromatic ring and the –OCH₃ group is cleaved by HI.
• This gives phenol (C₆H₅OH) and iodomethane (CH₃I).

Therefore, the correct products are: Phenol + Iodomethane

Answer 3

Anisole is methoxybenzene (C₆H₅OCH₃). When anisole reacts with HI, the ether bond (C-O) is cleaved. This cleavage occurs via an SN1 or SN2 mechanism, depending on the conditions.

The reaction proceeds as follows:

C₆H₅OCH₃ + HI -> C₆H₅OH + CH₃I

The products are phenol (C₆H₅OH) and iodomethane (CH₃I).

Explanation:

• The reaction involves the protonation of the oxygen atom in the ether, followed by nucleophilic attack by the iodide ion.
• The bond between oxygen and the phenyl group is stronger due to resonance with the benzene ring, giving it partial double bond character. Therefore, the iodide ion attacks the methyl group, leading to the formation of phenol and methyl iodide.

Therefore, the correct answer is:

Phenol + Iodomethane