Q.66. Consider the following reaction. Statement I: In the above reaction, product formed will be a

Q: What is the correct answer for this exam Chemistry Q66?

The correct answer is D. Sol. The reaction is the cleavage of an ether by HI. The ether is benzyl phenyl ether ($Ph-O-CH_2-Ph$).In the reaction of an aryl alkyl ether with HI, the cleavage occurs such that the alkyl group forms an alkyl iodide and the aryl group forms a phenol. This is because the $Ph-O$ bond has partial double bond character due to resonance, making it harder to cleave, and the $Ph^+$ carbocation is unst

Q: Q.66. Consider the following reaction. Statement I: In the above reaction, product formed will be a mixture of benzyl alcohol and iodobenzene.Statement II : In the above reaction, the bond is…

The correct answer is D. Sol. The reaction is the cleavage of an ether by HI. The ether is benzyl phenyl ether ($Ph-O-CH_2-Ph$).In the reaction of an aryl alkyl ether with HI, the cleavage occurs such that the alkyl group forms an alkyl iodide and the aryl group forms a phenol. This is because the $Ph-O$ bond has partial double bond character due to resonance, making it harder to cleave, and the $Ph^+$ carbocation is unst

Q: What are the options for this this exam Chemistry question?

A. Both Statement I and Statement II are true · B. Both Statement I and Statement II are false · C. Statement I is true but Statement II is false · D. Statement I is false but Statement II is true

Question

Q.66. Consider the following reaction. Statement I: In the above reaction, product formed will be a mixture of benzyl alcohol and iodobenzene.Statement II : In the above reaction, the  bond is cleaved to give the product.In the light of the above statements, choose the correct answer from the options given below:

FirstInTest · Accepted Answer

Sol. The reaction is the cleavage of an ether by HI. The ether is benzyl phenyl ether ($Ph-O-CH_2-Ph$).In the reaction of an aryl alkyl ether with HI, the cleavage occurs such that the alkyl group forms an alkyl iodide and the aryl group forms a phenol. This is because the $Ph-O$ bond has partial double bond character due to resonance, making it harder to cleave, and the $Ph^+$ carbocation is unstable.However, in this case, one side is a phenyl group and the other is a benzyl group. The $Ph-O-CH_2-Ph$ ether. The $O-CH_2$ bond is weaker than the $Ph-O$ bond. Cleavage occurs at the $O-CH_2$ bond. The benzyl carbocation ($Ph-CH_2^+$) is stable due to resonance. So, $Ph-O-CH_2-Ph \xrightarrow{HI} Ph-OH + Ph-CH_2-I$.The products are phenol and benzyl iodide.Statement I says a mixture of benzyl alcohol and iodobenzene. This is incorrect.Statement II says the $-O-CH_2-$ bond is cleaved. This is correct.Therefore, Statement I is false but Statement II is true.

Answer

Both Statement I and Statement II are true

Answer

Both Statement I and Statement II are false

Answer

Statement I is true but Statement II is false

Answer

Statement I is false but Statement II is true

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