JEE Main · 2019 · 08 Apr 2019 · Shift 1 · Aldehydes Ketones and Carboxylic Acids

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An organic compound neither reacts with neutral ferric chloride solution nor with Fehling solution. It however, reacts with Grignard reagent and gives positive iodoform test. The compound is:

(A)(see structure)
(B)(see structure)
✓ Correct
(C)(see structure)
(D)(see structure)

Answer: (B)

Solution

The compound gives no colour with neutral

FeC l_{3}

, so it is not a phenol, and it does not reduce Fehling's solution, so it is not an aldehyde. It does add a Grignard reagent, which signals a carbonyl group, and it gives a positive iodoform test, which calls for a

C H_{3} CO -

methyl-ketone unit or the

C H_{3} CH (OH) -

that oxidises to it. The structure meeting all of these at once is the methyl ketone bearing an ether linkage shown.

JEE Main · 2019 · 08 Apr 2019 · Shift 1 · Single correct option

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JEE Main · 2019 · 08 Apr 2019 · Shift 1 · Aldehydes Ketones and Carboxylic Acids

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