Organic Chemistry

Chemistry Level 2

An Aromatic Compound "A" of molecular formula ( C 7 H 7 Cl ) (\text{C}_7\text{H}_7\text{Cl} ) reacts with HNO 3 \text{HNO}_3 to yield an Aromatic Compound "B" of molecular formula ( C 7 H 6 O ) (\text{C}_7\text{H}_6\text{O} ) . Compound B is reduced by strong reducing agents to yield Compound "C" of molecular formula ( C 7 H 8 O ) ( \text{C}_7\text{H}_8\text{O} ) which is used as general solvent for ink, paints and lacquers. What is compound C?

Benzaldehyde Benzene Acetophenone Benzyl Alcohol

Raja Thiagarajan by Raja Thiagarajan , 23, India

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2 solutions

Rifath Rahman
Jan 1, 2015

C7H7OH,enough to determine its an alcohol

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Jakub Šafin
Dec 30, 2014

Compound A is benzyl chloride. The chlorine's electronegativity increases the partial positive charge on the non-aromatic carbon, which opens it to oxidation (by HNO 3 \text{HNO}_3 ) to benzoic acid - compound B.

Benzoic acid, after reduction (which usually stops at alcohols), gives benzyl alcohol.

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Phenylmethanol.

Lu Chee Ket - 5 years, 4 months ago

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