Quantrex Quantrex AcademyJEE · NEET · NDA PYQs with solutions Open app
JEE MainChemistryAlcohols Phenols and Ethers

An organic compound 'A' with the molecular formula C ₇ H ₆ O ₂ reacts with hydroxylamine to form compound 'B'. Upon heating with P ₂ O ₅ , compound 'B' yields 2-hydroxybenzonitrile. Which of the following sets of reagents will produce compound 'A' as the major product when reacted with phenol?

Options

  1. ACO ₂ and aqueous NaOH under pressure, followed by acidification
  2. BCHCl ₃ and aqueous NaOH , followed by acidification
  3. CHCN , HCl and anhydrous AlCl ₃ , followed by hydrolysis
  4. DCH ₃ Cl and anhydrous AlCl ₃

Correct answer

B. CHCl ₃ and aqueous NaOH , followed by acidification

Step-by-step solution

Working backwards from the final product, heating an oxime with a dehydrating agent like P ₂ O ₅ yields a nitrile. Since the product is 2-hydroxybenzonitrile, compound 'B' must be 2-hydroxybenzaldehyde oxime. Compound 'B' is formed by the reaction of 'A' with hydroxylamine ( NH ₂ OH ). Thus, compound 'A' is 2-hydroxybenzaldehyde (also known as salicylaldehyde). The molecular formula of salicylaldehyde is C ₇ H ₆ O ₂ , which matches the given data. To synthesize salicylaldehyde as the major product starting from phe

Practice Alcohols Phenols and Ethers on Quantrex Academy →

More from Alcohols Phenols and Ethers

Considering LiBH ₄ reduces an ester group to the corresponding alcohol and does not reduce a carboxylic acid group, the correct statement about the major products P , Q , R and S i 2026The major product of which of the following reaction is not obtained by rearrangement reaction? 2026Consider 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 2026Consider the following sequence of reactions The major product P is: 2026Arrange the following compounds according to increasing order of boiling points. n - C ₄ H ₉ OH (A), n - C ₄ H ₉ NH ₂ (B), n - C ₄ H ₁₀ (C) and C ₂ H ₅ NHC ₂ H ₅ (D). 20264.7 g of phenol is heated with Zn to give product X. If this reaction goes to 60 % completion then the number of moles of compound X formed will be _______ 10⁻² . (Nearest Integer) 2026Consider compounds A, B and C with following structural formulae A = CH₃ - CH₂ - CH₂ - CH₂ - CH₂ - OH B = CH₂ = CH - CH₂ - CH₂ - CH₃ C = HO - CH₂ - CH₂ - CH(OH) - CH₃ For the conve 2026One mole of phenol is treated with dilute HNO ₃ at 298 K to give a mixture of products. The mixture is separated by steam distillation. The steam volatile compound (X) is separated 2026 Full Alcohols Phenols and Ethers list All JEE Main PYQs