JEE PYQ: Aldehydes And Ketones Question 13
Question 13 - 2020 (02 Sep Shift 1)
Naphthalene $\xrightarrow{\text{HBr (excess), }\Delta}$ A $\xrightarrow{\text{(i) KOH (Alc.), (ii) H}^+}$ B $\xrightarrow{\text{O}_3, \text{Zn/H}_3\text{O}^+}$ C
(1). (Hydroxybenzaldehyde derivative)
(2). (Hydroxybenzoic acid derivative)
(3). (Bromobenzaldehyde with CO$_2$H)
(4). (Benzaldehyde with CHO)
Show Answer
Answer: (1)
Solution
HBr addition to naphthalene, elimination with alc. KOH, and ozonolysis of the double bond gives the dicarbonyl product C.