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Polyhalogen Compounds

Easychemistry

Chloroform stored in a partly filled bottle exposed to light and air slowly becomes poisonous; which oxidation product is responsible for this hazard?

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About This Question

Subject
chemistry
Chapter
organic compounds containing halogens
Topic
polyhalogen compounds
Difficulty
Easy
Year
2025
Tags
chloroform oxidationphosgenecarbonyl chloridepolyhalogen compoundsstorage precautions

Solution

Correct Answer:

Phosgene, carbonyl chloride

Chloroform, trichloromethane, undergoes slow aerial oxidation in the presence of light to form the extremely toxic gas phosgene, also called carbonyl chloride, COCl2. To prevent this, chloroform is stored in dark coloured bottles filled to the brim to exclude air, and about one percent ethanol is added to convert any phosgene formed into harmless ethyl carbonate. Carbon tetrachloride is wrong because it is a separate, fully substituted compound and not the oxidation product of chloroform. Formic acid is incorrect since the oxidation does not stop at a carboxylic acid; the chlorine atoms remain and give an acyl chloride type product. Dichloromethane is wrong because oxidation adds oxygen and removes hydrogen rather than simply removing one chlorine. This matches the NCERT account of why chloroform is stored carefully. Sanity check: replacing the lone C-H of CHCl3 with a C=O and losing one Cl gives COCl2, consistent with phosgene as the oxidation product.

This easy difficulty chemistry question is from the chapter organic compounds containing halogens, covering the topic of polyhalogen compounds. It appeared in the 2025 exam.

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