The compound shown gives an orange precipitate with 2,4-DNP, no silver mirror, but a yellow precipitate with I2/NaOH. Which of the structures shown gives an orange precipitate with 2,4-DNP, no silver mirror and NO iodoform precipitate?

MolSynapse / Question bank / Structural Identification and Practical Organic Chemistry / Which drawn compound gives a given test

JEE Advanced levelSingle correct optionDifficulty 3 of 3si254

The compound shown gives an orange precipitate with 2,4-DNP, no silver mirror, but a yellow precipitate with $I X_{2}$ /NaOH. Which of the structures shown gives an orange precipitate with 2,4-DNP, no silver mirror and NO iodoform precipitate?

AStructure A
BStructure B
CStructure C
DStructure D

Answer: C

2,4-DNP is positive for aldehydes and ketones only. A (pentan-2-one) is a methyl ketone and so gives iodoform. B (pentanal) is an aldehyde and gives a silver mirror. D (ethyl acetate) is an ester and gives no 2,4-DNP precipitate. C (pentan-3-one) is a ketone without

CH X_{3} CO X^{-}

, so it satisfies all three conditions.

Practice Structural Identification and Practical Organic Chemistry More on Which drawn compound gives a given test

Previous questionNext question

The compound shown gives an orange precipitate with 2,4-DNP, no silver mirror, but a yellow precipitate with IX2​/NaOH. Which of the structures shown gives an orange precipitate with 2,4-DNP, no silver mirror and NO iodoform precipitate?

Answer: C

More questions on Which drawn compound gives a given test

The compound shown gives an orange precipitate with 2,4-DNP, no silver mirror, but a yellow precipitate with $I X_{2}$ /NaOH. Which of the structures shown gives an orange precipitate with 2,4-DNP, no silver mirror and NO iodoform precipitate?