Question

You have discovered an unknown molecule A. Oxidation with periodic acid furnishes two moles of carbon dioxide, 2 moles of formic acid and 2 moles of formaldehyde. Give a structure of a molecule that could be molecule A.

Give four different ways to make acetone. You must use four different functional groups as your starting materials.

Write the structures of all the constitutionally isomeric ethers of molecular formula C₆H₁₄O and give an acceptable name for each one.

Answer 1

a) periodic acids ( HIO3 or HIO4) breaks the carbon-carbon bond in the carbohydrates ( specially in sugar) by oxidation.

The RCH2OH group of sugar give formaldehyde ( HCHO) after cleavage.

The R2CHOH group of sugar gives formic acid ( HCOOH) after cleavage

And, R2C=O group gives CO2

The question states that after oxidation we get 2CO2, 2HCOOH and 2HCHO,

First there are six carbon atoms. There are two C=O group, two CHOH and two CH2OH group.

So, the unknown molecule will be Fructose.

b) first method

(CH3​COO)2​Ca -> ​CH3​COCH3​+CaCO3​

Second method

Сн, CH; KyCry07/HSO4 НСОН CO Сн, CH,

third method

Second method

Oxidation of isopropyl alcohol