Which of the following is NOT oxidised to benzoic acid by hot alkaline KMnO4 followed by acidification?

MolSynapse / Question bank / Reduction, Oxidation and Hydrolysis in Organic Chemistry / Oxidation with KMnO4, K2Cr2O7, PCC, Jones

JEE Main levelSingle correct optionDifficulty 2 of 3ro140

Which of the following is NOT oxidised to benzoic acid by hot alkaline $KMnO X_{4}$ followed by acidification?

Aethylbenzene
Btoluene
Cisopropylbenzene (cumene)
Dtert-butylbenzene

Answer: D

Side-chain oxidation needs at least one benzylic C-H bond. Toluene, ethylbenzene and cumene all have benzylic hydrogens and are oxidised to benzoic acid. In tert-butylbenzene the benzylic carbon has no hydrogen, so the side chain is not oxidised.

Practice Reduction, Oxidation and Hydrolysis in Organic Chemistry More on Oxidation with KMnO4, K2Cr2O7, PCC, Jones

Previous questionNext question

More questions on Oxidation with KMnO4, K2Cr2O7, PCC, Jones

Hexane-1,6-diol, HOCH2(CH2)4CH2OH, is oxidised separately with (i) excess PCC in CH2Cl2 and (ii) excess Jones reagent. The products are resp... JEE Main level
Cyclohexene is treated with cold, dilute, alkaline KMnO4 (Baeyer test). The main organic product is JEE Main level
2-Methylpropan-1-ol is oxidised under Swern conditions (DMSO, (COCl)2, then Et3N, -78 degC). The product is JEE Main level
4-Methylacetophenone, CH3-C6H4-CO-CH3 (para), is treated with I2/NaOH and then H3O+. The acid obtained is then heated with alkaline KMnO4 fo... JEE Advanced level
Butan-1-ol is oxidised completely to butanoic acid by chromic acid, with the chromium going from Cr(VI) to Cr^3+. The moles of CrO3 consumed... JEE Advanced level
An alkene A, C6H12, gives only propanoic acid on heating with concentrated alkaline KMnO4 followed by acidification. With cold dilute alkali... JEE Advanced level

Which of the following is NOT oxidised to benzoic acid by hot alkaline KMnOX4​ followed by acidification?

Answer: D

More questions on Oxidation with KMnO4, K2Cr2O7, PCC, Jones

Which of the following is NOT oxidised to benzoic acid by hot alkaline $KMnO X_{4}$ followed by acidification?