Baeyer-Villiger and epoxidation

36 questions on Baeyer-Villiger and epoxidation 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.

• 1-Hexene reacts with mCPBA in CH2Cl2. The product is NEET level
• Cyclohexanone reacts with a peroxy acid (Baeyer-Villiger oxidation). The product is NEET level
• cis-But-2-ene is treated with mCPBA. The product is NEET level
• 3-Methylbutan-2-one, CH3-CO-CH(CH3)2, is treated with a peroxy acid. The major product is JEE Main level
• Cyclopentyl methyl ketone, C5H9-CO-CH3 (cyclopentyl = C5H9), is treated with CF3CO3H. The major product is JEE Main level
• 2,2-Dimethyloxirane is treated with methanol containing a catalytic amount of H2SO4. The major product is JEE Main level
• 2,2-Dimethyloxirane is treated with LiAlH4 in ether and then with aqueous acid. The product is JEE Main level
• Compared with propene, which alkenes react faster with mCPBA under the same conditions? JEE Main level
• Cyclohexene is treated with mCPBA and the product is then heated with dilute aqueous H2SO4. The final product is JEE Main level
• Which statements about epoxidation of alkenes with mCPBA are correct? JEE Main level
• Cyclohexanone is treated with CF3CO3H, and the product is then heated with aqueous NaOH followed by acidification with H3O+. The final product is JEE Main level
• 4-Methoxyacetophenone is treated with mCPBA, and the product is heated with aqueous NaOH and then acidified with H3O+. The two organic compounds obtained are JEE Advanced level
• (S)-3-Methylpentan-2-one, CH3-CO-CH(CH3)CH2CH3 (stereocentre at C3), is treated with a peroxy acid. The major product is JEE Advanced level
• 2-Methylcyclohexanone is treated with a peroxy acid. The major product is JEE Advanced level
• tert-Butyl cyclohexyl ketone, (CH3)3C-CO-C6H11 (C6H11 = cyclohexyl), is treated with mCPBA. The product is then reduced with LiAlH4 followed by H3O+. The two al... JEE Advanced level
• 1-Methylcyclohexene oxide (the epoxide of 1-methylcyclohexene) is opened in three ways. Which statements are correct? JEE Advanced level
• cis-But-2-ene is converted to butane-2,3-diol by two routes: (I) mCPBA, then dilute aqueous H3O+; (II) cold, dilute, alkaline KMnO4. The stereochemical outcomes... JEE Advanced level
• A tertiary alcohol X, C7H14O, containing a six-membered carbocycle, is unaffected by Jones reagent. Heating X with dilute H2SO4 gives the more substituted alken... JEE Advanced level
• Cyclohexene reacts with mCPBA in CH2Cl2. The product is NEET level
• Cyclohexanone is treated with a peroxy acid such as mCPBA. The product is NEET level
• Ethylene oxide is heated with dilute aqueous H2SO4. The product is NEET level
• Acetophenone, C6H5-CO-CH3, is treated with mCPBA. The major product is JEE Main level
• 3-Methylbutan-2-one, (CH3)2CH-CO-CH3, is oxidised with CF3CO3H. Take the migratory aptitude order secondary alkyl > methyl. The major product is JEE Main level
• trans-But-2-ene is treated with mCPBA and the resulting epoxide is then hydrolysed with dilute aqueous H2SO4. The product is JEE Main level
• 2-Methylhepta-2,6-diene, (CH3)2C=CH-CH2CH2-CH=CH2, reacts with exactly one equivalent of mCPBA at low temperature. The major product is JEE Main level
• Cyclohexene is treated with Br2/H2O and the product is then treated with aqueous NaOH (cold). The final major product is JEE Main level
• Cyclohex-2-en-1-one is converted to 2,3-epoxycyclohexan-1-one by conjugate addition of a peroxide anion followed by ring closure. The reagent used is JEE Main level
• 2-Methylcyclohexanone is treated with CF3CO3H. Taking the migratory aptitude order secondary alkyl > primary alkyl, the major product is JEE Main level
• (R)-2-Methylcyclohexan-1-one is oxidised with mCPBA. Take the migrating carbon to be the secondary carbon (C-2) and note that CIP priorities at that stereocentr... JEE Advanced level
• An alkene A on treatment with mCPBA followed by dilute aqueous acid gives a meso diol, while the same alkene with OsO4 followed by NaHSO3 gives a racemic diol. ... JEE Advanced level
• Acetophenone is first treated with mCPBA, and the product is then heated with aqueous NaOH, followed by acidification with dilute HCl. The organic products are JEE Advanced level
• 2-Methylpropene is treated with mCPBA, and the epoxide formed is then treated with CH3ONa in methanol, followed by a neutral work-up. The major product is JEE Advanced level
• Which of the following ketones give the ester shown as the major product on treatment with a peracid? (Migratory aptitude: tertiary alkyl > secondary alkyl > pr... JEE Advanced level
• Which of the following statements about epoxidation of alkenes with mCPBA are correct? JEE Advanced level
• Which of the following sequences convert cyclohexene into trans-cyclohexane-1,2-diol (as the racemic mixture)? JEE Advanced level
• Cyclohex-2-en-1-one reacts with H2O2 and aqueous NaOH. Which statements are correct? JEE Advanced level