Aldehydes Ketones and Carboxylic AcidshardNUMERICAL

An unknown compound has the structure . How many moles of periodic acid () will be consumed for the Aldehydes Ketones and Carboxylic Acids Chemistry Question

Question

An unknown compound has the structure $CH_3-CH(OH)-CH(OH)-C(=O)-C(OH)(CH_3)_2$. How many moles of periodic acid ($HIO_4$) will be consumed for the complete oxidative cleavage of 1 mole of this specific compound?

Answer: 3

💡 Solution & Explanation

Periodic acid ($HIO_4$) cleaves $C-C$ bonds between adjacent carbons that bear $-OH$ groups, or an $-OH$ and a $C=O$ group. In this molecule, there are 3 such contiguous cleavable bonds: $C2-C3$ (OH and OH), $C3-C4$ (OH and C=O), and $C4-C5$ (C=O and OH). Thus, exactly 3 moles of $HIO_4$ are required.

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