Compound A, C ₈ H ₁₀ O, is found to react with NaOI (produced by reacting Y with NaOH) and yields a yellow precipitate with characteristic smell. A and Y are respectively 1. 4-methylbenzyl alcohol (H ₃ C-C ₆ H ₄ -CH ₂ -OH) and I ₂ 2. 1-phenylethanol (C ₆ H ₅ -CH(OH)-CH ₃ ) and I ₂ 3. 2-phenylethanol (C ₆ H ₅ -CH ₂ -CH ₂ -OH) and I ₂ 4. 2,4-dimethylphenol (CH ₃ at ortho, CH ₃ at para, OH) and I ₂

Answer: 2. 1-phenylethanol (C ₆ H ₅ -CH(OH)-CH ₃ ) and I ₂ A positive iodoform test (yellow precipitate with characteristic smell) needs a CH₃CO- or CH₃CH(OH)- group. NaOI is made from I₂ and NaOH, so Y is I₂ . Among the mathrmC₈H₁₀O options only 1-phenylethanol, C₆H₅CH(OH)CH₃ , has the CH₃CH(OH)- unit. It is oxidised to the methyl ketone and then gives CHI₃ . The others (a primary benzylic alcohol, 2-phenylethanol, a phenol) do not.

Topic: Alpha-hydrogen acidity, aldol, Cannizzaro, haloform· Organic Compounds Containing Oxygen

Compound A, C_8H_10O, is found to react with NaOI (produced by reacting Y with NaOH) and yields a yellow precipitate with characteristic smell.A and Y are respectively

Compound A, C\(_8\)H\(_{10}\)O, is found to react with NaOI (produced by reacting Y with NaOH) and yields a yellow precipitate with characteristic smell.

A and Y are respectively

structures of compound A in options 1-4

1. 4-methylbenzyl alcohol (H\(_3\)C-C\(_6\)H\(_4\)-CH\(_2\)-OH) and I\(_2\)

2. 1-phenylethanol (C\(_6\)H\(_5\)-CH(OH)-CH\(_3\)) and I\(_2\)

3. 2-phenylethanol (C\(_6\)H\(_5\)-CH\(_2\)-CH\(_2\)-OH) and I\(_2\)

4. 2,4-dimethylphenol (CH\(_3\) at ortho, CH\(_3\) at para, OH) and I\(_2\)

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Answer: 2. 1-phenylethanol (C\(_6\)H\(_5\)-CH(OH)-CH\(_3\)) and I\(_2\)

A positive iodoform test (yellow precipitate with characteristic smell) needs a \(\mathrm{CH_3CO-}\) or \(\mathrm{CH_3CH(OH)-}\) group. NaOI is made from \(\mathrm{I_2}\) and NaOH, so Y is \(\mathrm{I_2}\).

Among the \(\mathrm{C_8H_{10}O}\) options only 1-phenylethanol, \(\mathrm{C_6H_5CH(OH)CH_3}\), has the \(\mathrm{CH_3CH(OH)-}\) unit. It is oxidised to the methyl ketone and then gives \(\mathrm{CHI_3}\). The others (a primary benzylic alcohol, 2-phenylethanol, a phenol) do not.

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Compound A, C_8H_10O, is found to react with NaOI (produced by reacting Y with NaOH) and yields a yellow precipitate with characteristic smell.A and Y are respectively

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