Addition of cyanide, bisulphite, Grignard reagents

28 questions on Addition of cyanide, bisulphite, Grignard reagents from the Organic Reaction Mechanisms I: Nucleophiles and Carbonyl Addition chapter: 6 NEET level, 11 JEE Main, 11 JEE Advanced. Each one opens with its answer and solution.

• Acetaldehyde, CH3-CHO, is treated with HCN in the presence of a trace of base. The product is NEET level
• In the addition of HCN to a ketone, a small amount of KCN or NaOH is added mainly because it NEET level
• Which of the following forms a crystalline addition product with saturated aqueous NaHSO3? NEET level
• CH3MgBr is added to formaldehyde in dry ether, followed by H3O+. The product is NEET level
• Acetone reacts with CH3MgBr in dry ether and the adduct is hydrolysed with dilute acid. The product is NEET level
• The carbonyl compound can be regenerated from its bisulphite addition product by NEET level
• Which of the following adds HCN (with trace CN-) most readily? JEE Main level
• Benzaldehyde is treated with (i) HCN, trace KCN; (ii) H3O+, heat. The final organic product is JEE Main level
• Ethyl acetate, CH3-CO-OC2H5, is treated with excess CH3MgBr in dry ether and then with H3O+. The product is JEE Main level
• Phenylmagnesium bromide in ether is treated with solid CO2 and then with H3O+. The product is JEE Main level
• Which of the following bromides can be converted into its Grignard reagent with magnesium in dry ether without any protecting group? JEE Main level
• Which of the following does NOT form a bisulphite addition product with saturated aqueous NaHSO3? JEE Main level
• Acetaldehyde reacts with HCN and a trace of NaCN using only achiral reagents and solvent. The product mixture is JEE Main level
• Acetonitrile, CH3-CN, is treated with (i) C2H5MgBr in dry ether; (ii) H3O+. The product is JEE Main level
• Methyl 4-(4-hydroxyphenyl)-4-oxobutanoate, p-HO-C6H4-CO-CH2CH2-COOCH3, is treated with a large excess of CH3MgBr in dry ether. Counting convention: each acidic ... JEE Main level
• Which of the following form a crystalline addition compound with saturated aqueous NaHSO3? JEE Main level
• Each of the following is treated with excess CH3MgBr in dry ether followed by H3O+. Which give a tertiary alcohol? JEE Main level
• Ethyl 4-oxopentanoate, CH3-CO-CH2CH2-COOC2H5, is treated in sequence with (i) ethylene glycol, dry HCl (ketone converted to ketal); (ii) excess CH3MgBr, dry eth... JEE Advanced level
• Acetone is subjected to (i) NaCN, dilute H2SO4; (ii) H3O+, heat (complete hydrolysis); (iii) concentrated H2SO4, heat. The final product is JEE Advanced level
• 4-Hydroxybenzaldehyde is treated with exactly one equivalent of CH3MgBr in dry ether and then worked up with dilute H3O+. The organic product (apart from CH4 ev... JEE Advanced level
• Compound X, C4H8O, gives a crystalline bisulphite adduct, does not reduce Tollens' reagent, and gives a yellow precipitate with I2 and NaOH. X is treated with (... JEE Advanced level
• Acetaldehyde is treated in sequence with (i) HCN, trace KCN; (ii) LiAlH4 in dry ether; (iii) dilute H3O+ work-up. The product is JEE Advanced level
• Consider the carbonyl compounds I p-O2N-C6H4-CHO, II C6H5-CHO, III p-CH3O-C6H4-CHO and IV p-CH3O-C6H4-CO-CH3. The correct order of decreasing rate of addition o... JEE Advanced level
• Ethyl formate, HCOOC2H5, is treated with an excess of C2H5MgBr in dry ether and then H3O+. The major organic product is JEE Advanced level
• Ethyl benzoate, C6H5-CO-OC2H5, is treated with excess propylmagnesium bromide, CH3CH2CH2MgBr, in dry ether, followed by H3O+. How many carbon atoms are present ... JEE Advanced level
• Which of the following, when added to ethylmagnesium bromide in dry ether, produce ethane? JEE Advanced level
• Which of the following statements about cyanohydrin formation from carbonyl compounds are correct? JEE Advanced level
• Which of the following statements about the bisulphite addition product of an aldehyde are correct? JEE Advanced level