Assume each iodination step consumes one NaOI and the oxidation step consumes one NaOI, and that each NaOI is made from one I2 (I2 + 2NaOH -> NaOI + NaI + H2O). How many moles of I2 are consumed per mole of the alcohol shown when it gives iodoform and a carboxylate completely? Give the answer as an integer.

MolSynapse / Question bank / Aldehydes, Ketones and Carboxylic Acids / Alpha hydrogens, enolisable positions and haloform test on drawn compounds

JEE Advanced levelNumerical answerDifficulty 3 of 3co242

Assume each iodination step consumes one NaOI and the oxidation step consumes one NaOI, and that each NaOI is made from one $I X_{2}$ ( $I X_{2} + 2 NaOH NaOI + NaI + H X_{2} O$ ). How many moles of $I X_{2}$ are consumed per mole of the alcohol shown when it gives iodoform and a carboxylate completely? Give the answer as an integer.

Numerical answer type, tolerance 0.5.

Answer: 4

The drawn compound is 1-phenylethanol. Step 1: oxidation to acetophenone uses 1 NaOI. Step 2: three alpha-iodinations use 3 NaOI. Hydroxide cleavage of CI3-CO-Ph needs no iodine. Total 1 + 3 = 4 NaOI = 4 mol

I X_{2}

(products CHI3 and sodium benzoate).

Practice Aldehydes, Ketones and Carboxylic Acids More on Alpha hydrogens, enolisable positions and haloform test on drawn compounds

Previous questionNext question

Answer: 4

More questions on Alpha hydrogens, enolisable positions and haloform test on drawn compounds