Fundamentals of Organic ChemistryChemistryAldehydes and Ketones
When glucose is treated with an excess of HIO ₄ , the products formed are:
Options
- Asix moles of HCOOH
- Bfive moles of HCOOH and one mole of HCHO
- Cone mole of oxalic acid ( COOHCOOH ) , three moles of HCOOH and one mole of HCHO
- Done mole of glyoxal ( CHOCHO ) , one mole of HCHO and three moles of HCOOH
Correct answer
B. five moles of HCOOH and one mole of HCHO
Step-by-step solution
Glucose is an aldohexose with the open-chain structure CHO-(CHOH)₄-CH₂OH . Periodic acid ( HIO ₄ ) cleaves the C-C bonds of vicinal diols, -hydroxy aldehydes, and -hydroxy ketones. During this oxidative cleavage: 1. A primary alcohol ( -CH₂OH ) is oxidized to formaldehyde ( HCHO ). 2. A secondary alcohol ( -CHOH- ) flanked by cleavable groups is oxidized to formic acid ( HCOOH ). 3. An aldehyde ( -CHO ) attached to a cleavable group is oxidized to formic acid ( HCOOH ). In one molecule of glucose, there are five cl