MolSynapsequestion bank

MolSynapse / Question bank / Structural Identification and Practical Organic Chemistry / Structure determination from reaction sequences

JEE Main levelSingle correct optionDifficulty 2 of 3si127

Ethanal is treated with $CH X_{3} MgBr$ followed by $H X_{3} O X^{+}$ to give A. A is oxidised with PCC to give B, and B is warmed with $NaOH / I X_{2}$ . Besides yellow iodoform, the organic salt formed is

Asodium ethanoate
Bsodium carbonate
Csodium propanoate
Dsodium methanoate

Answer: A

A is propan-2-ol (secondary alcohol); PCC oxidises it to propanone (B). The haloform reaction of

CH X_{3} COCH X_{3}

with

NaOH / I X_{2}

gives

CHI X_{3}

and

CH X_{3} COONa

(the

CH X_{3} CO X^{-}

group is cleaved, and the remaining

CH X_{3}

becomes the methyl of the carboxylate).

Practice Structural Identification and Practical Organic Chemistry More on Structure determination from reaction sequences

Previous questionNext question

More questions on Structure determination from reaction sequences