JEE Advanced levelSingle correct optionDifficulty 3 of 3nm209
Open-chain alcohols of formula CX5HX12O are treated with acidified potassium dichromate. How many of the isomers can be oxidised (to an aldehyde/acid or ketone) without breaking carbon-carbon bonds? (Structural isomers only.)
A7
B3
C4
D8
Answer: A
Oxidation without C-C cleavage requires at least one H on the carbinol carbon: primary (4) and secondary (3) alcohols qualify; the tertiary alcohol 2-methylbutan-2-ol (1) does not. Total 4 + 3 = 7.