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Consider the following sequence of react...

Consider the following sequence of reaction
`PhCH_3("excess")+Cl_2overset("Heat")toAoverset("aq.KOH")toBoverset(Na)toC`
`A+Coverset("Heat")toD`. Product D is :

A

`PhCH_2OPh`

B

`PhCH_2OCH_2Ph`

C

`PhCH_2CH_2Ph`

D

`Ph-CH_2-overset(O)overset(||)C-Ph`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the given sequence of reactions, let's break it down step by step: ### Step 1: Reaction of Toluene with Chlorine The first reaction involves toluene (PhCH₃) reacting with chlorine (Cl₂) under heat. In this reaction, one hydrogen atom from the methyl group (–CH₃) of toluene is replaced by a chlorine atom. **Reaction:** \[ \text{PhCH}_3 + \text{Cl}_2 \xrightarrow{\text{Heat}} \text{PhCH}_2\text{Cl} + \text{HCl} \] **Product A:** The product A formed from this reaction is benzyl chloride (PhCH₂Cl). ### Step 2: Reaction of A with Aqueous KOH Next, product A (benzyl chloride) is treated with aqueous KOH. In this reaction, the chlorine atom is replaced by a hydroxyl group (–OH) through a nucleophilic substitution reaction. **Reaction:** \[ \text{PhCH}_2\text{Cl} + \text{KOH (aq)} \rightarrow \text{PhCH}_2\text{OH} + \text{KCl} \] **Product B:** The product B formed is benzyl alcohol (PhCH₂OH). ### Step 3: Reaction of B with Sodium Now, product B (benzyl alcohol) is treated with sodium (Na). In this reaction, sodium reacts with the alcohol to form a sodium alkoxide and hydrogen gas is released. **Reaction:** \[ \text{PhCH}_2\text{OH} + \text{Na} \rightarrow \text{PhCH}_2\text{O}^- \text{Na}^+ + \frac{1}{2} \text{H}_2 \uparrow \] **Product C:** The product C formed is sodium benzylate (PhCH₂O⁻Na⁺). ### Step 4: Reaction of A and C The final step involves the reaction of product A (benzyl chloride) and product C (sodium benzylate) under heat. In this reaction, the chloride ion from benzyl chloride reacts with the sodium alkoxide, leading to the formation of a new compound. **Reaction:** \[ \text{PhCH}_2\text{Cl} + \text{PhCH}_2\text{O}^- \text{Na}^+ \xrightarrow{\text{Heat}} \text{PhCH}_2\text{O} \text{PhCH}_2 + \text{NaCl} \] **Product D:** The product D formed is diphenylmethanol (PhCH₂OPh). ### Final Answer: The product D is diphenylmethanol (PhCH₂OPh). ---
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