Hydrolysis of esters, amides, nitriles and halides

36 questions on Hydrolysis of esters, amides, nitriles and halides from the Reduction, Oxidation and Hydrolysis in Organic Chemistry chapter: 6 NEET level, 15 JEE Main, 15 JEE Advanced. Each one opens with its answer and solution.

• Ethyl acetate is heated with aqueous NaOH. The products are NEET level
• Complete hydrolysis of acetonitrile, CH3CN, by refluxing with dilute aqueous HCl gives NEET level
• Benzal chloride, C6H5CHCl2, on hydrolysis with aqueous NaOH gives NEET level
• Which of the following are hydrolysed to the corresponding alcohol by warm aqueous NaOH (about 60 degC) without special conditions? JEE Main level
• N-methylbenzamide, C6H5-CO-NH-CH3, is refluxed with dilute HCl. The products are JEE Main level
• Benzonitrile is treated with alkaline hydrogen peroxide (aqueous NaOH, H2O2) at mild temperature. The main product is JEE Main level
• Methyl benzoate is hydrolysed with NaOH dissolved in H2^18O-enriched water (so that the hydroxide is ^18OH-). Assume acyl-oxygen cleavage (BAC2). The ^18O label... JEE Main level
• A triglyceride is made from glycerol and three different fatty acids: palmitic, oleic and stearic acid, one residue each. After complete saponification with exc... JEE Main level
• Which of the following give an aldehyde or a ketone on hydrolysis with hot aqueous NaOH? JEE Main level
• Ethyl benzoate (molar mass 150 g mol^-1) weighing 12.00 g is saponified with excess NaOH and the mixture is acidified to give benzoic acid (molar mass 122 g mol... JEE Main level
• Which of the following undergoes hydrolysis fastest by the SN1 pathway in aqueous ethanol? JEE Main level
• tert-Butyl acetate is hydrolysed in dilute aqueous acid enriched in H2^18O by the AAL1 pathway (alkyl-oxygen cleavage, the tert-butyl cation is captured by wate... JEE Advanced level
• 1-Bromobutane is treated with KCN to give X; X is heated under reflux with dilute H2SO4 to give Y; Y is reduced with LiAlH4 followed by aqueous work-up to give ... JEE Advanced level
• N-Methylacetamide, CH3CO-NH-CH3, is (i) refluxed with dilute HCl to give P (organic products) and (ii) treated separately with excess LiAlH4 followed by water t... JEE Advanced level
• Which of the following reactions give a carboxylic acid as one of the organic products (after acidification where needed)? JEE Advanced level
• Which statements about ester hydrolysis are correct? JEE Advanced level
• Two reactions are studied: tert-butyl bromide hydrolysed by SN1 (rate = k[RBr]) and ethyl bromide hydrolysed by SN2 with hydroxide (rate = k[RBr][OH-]). In both... JEE Advanced level
• Consider SN1 hydrolysis in aqueous ethanol of (I) C6H5CH2Cl, (II) 4-methoxybenzyl chloride and (III) 4-nitrobenzyl chloride. The correct order of rate is JEE Advanced level
• Alkaline hydrolysis of ethyl ethanoate with aqueous NaOH (saponification) gives NEET level
• Complete hydrolysis of ethanenitrile, CH3CN, by boiling with dilute HCl gives NEET level
• Ethanoyl chloride reacts with water vigorously to give NEET level
• The ester CH3-CO-O-C2H5, in which the oxygen attached to the ethyl group is the isotope 18O, is hydrolysed with aqueous NaOH by the usual acyl-oxygen cleavage. ... JEE Main level
• Methyl 4-nitrobenzoate, methyl benzoate and methyl 4-methoxybenzoate are hydrolysed with dilute aqueous NaOH under identical conditions. The rate is greatest fo... JEE Main level
• 2,2-Dichloropropane, CH3-CCl2-CH3, is heated with aqueous KOH. The product is JEE Main level
• Each of the following chlorides is shaken with aqueous ethanolic AgNO3 at room temperature. The one that gives a white precipitate of AgCl most rapidly is JEE Main level
• N-Methylethanamide, CH3CONHCH3, is boiled with dilute aqueous HCl. The products are JEE Main level
• Consider hydrolysis with water: ethanoyl chloride (I), ethanoic anhydride (II), ethyl ethanoate (III), ethanamide (IV). The correct order of ease of hydrolysis ... JEE Main level
• The alkaline hydrolysis of ethyl ethanoate follows rate = k[ester][OH-]. When the reaction is run with a very large excess of NaOH, the observed kinetic order i... JEE Main level
• Methyl 5,5-dimethoxypentanoate, (CH3O)2CH-CH2CH2CH2-COOCH3, is heated with aqueous NaOH. After cooling, the mixture is treated with warm dilute H2SO4 in excess ... JEE Advanced level
• Ethyl 3-cyanopropanoate, NC-CH2CH2-COOC2H5, is heated with excess aqueous NaOH until no more ammonia is evolved, and the cooled mixture is then acidified with e... JEE Advanced level
• tert-Butyl ethanoate is hydrolysed in dilute aqueous acid in which the water is H2^18O (the ester itself contains only ^16O). Under these conditions hydrolysis ... JEE Advanced level
• 1,2-Dichloropropane is boiled with excess aqueous NaOH to complete substitution, and the organic product is treated with excess HIO4. Which pair of organic prod... JEE Advanced level
• Which statements about ester hydrolysis are correct? JEE Advanced level
• Which of the following hydrolysis outcomes are correct? JEE Advanced level
• Each compound is shaken at room temperature with aqueous ethanolic AgNO3. Which give a white precipitate of AgCl within seconds? JEE Advanced level
• 14.6 g of diethyl ethanedioate (diethyl oxalate, C2O4(C2H5)2, molar mass 146 g mol^-1) is boiled with excess aqueous NaOH until hydrolysis is complete. The diso... JEE Advanced level