HydrocarbonshardNUMERICAL

A completely dry, pure sample of an unknown organic compound possessing active hydrogen atoms is tesHydrocarbons Chemistry Question

Question

A completely dry, pure sample of an unknown organic compound possessing active hydrogen atoms is tested using Zerewitnoff's active hydrogen determination method. If 1 mole of this compound completely reacts with an excess of methylmagnesium iodide ($CH_3MgI$) to liberate exactly 3 moles of methane gas, how many active hydrogen atoms are present in one molecule of the unknown compound?

Answer: 3

💡 Solution & Explanation

Grignard reagents ($RMgX$) react quantitatively with compounds containing active hydrogens (like $-OH, -NH_2, -COOH, -C\equiv CH$) to produce an alkane corresponding to the Grignard's alkyl group. One mole of active hydrogen reacts with one mole of Grignard reagent to produce one mole of the alkane. Since 3 moles of methane are liberated per mole of the compound, the compound must contain 3 active hydrogen atoms.

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