Chapter 27: Problem 89
An organic compound ' \(X\) ' on treatment with acidified \(\mathrm{K}_{2} \mathrm{Cr}_{2} \mathrm{O}_{7}\) gives a compound ' \(\mathrm{Y}\) ' which reacts with \(\mathrm{I}_{2}\) and sodium carbonate to form triiodomethane. The compound ' \(\mathrm{X}^{\prime}\) is (a) \(\mathrm{CH}_{3} \mathrm{CHOHCH}_{3}\) (b) \(\mathrm{CH}_{3} \mathrm{CHO}\) (c) \(\mathrm{CH}_{3} \mathrm{COCH}_{3}\) (d) \(\mathrm{CH}_{3} \mathrm{OH}\)
Short Answer
Step by step solution
Understanding the Reaction of Compound X With Acidified Potassium Dichromate
Identifying the Oxidized Product Y
Considering Possible Compounds for X
Conclusion on the Identity of Compound X
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Key Concepts
These are the key concepts you need to understand to accurately answer the question.
Organic Chemistry
- Alcohols: Organic compounds with one or more hydroxyl groups (-OH) attached to their carbon skeleton.
- Ketones: Organic compounds featuring a carbonyl group (C=O) bonded to two alkyl or aryl groups.
Oxidation Reactions
- Primary alcohols ( <|OPENAI|e5165a3f14d54cce87e154f4a8aca55d|MATH|>]) oxidize to form aldehydes or carboxylic acids.
- Secondary alcohols ( <|OPENAI|3a1d5076262540c7a037eb9e5902a8e4|MATH|>]) oxidize to form ketones.
Alcohols and Ketones
- Secondary alcohols: Convert to ketones upon oxidation with agents like <|OPENAI|a410bda868f0479da225a4e52d4a499e|MATH|>]).
- Ketones: Characterized by the presence of a carbonyl group, represented as <|OPENAI|9d670e1bbbab4b10b422e43a43688ef7|MATH|>]).
Chemical Reactions and Tests
The mechanism of the iodoform reaction involves the halogenation of a carbonyl-containing compound, specifically a methyl ketone, and the subsequent formation and precipitation of iodoform ( <|OPENAI|e8c7e6b6435d457b922678b8e95a8e16|MATH|>).
- The test is performed with iodine ( <|OPENAI|3519f02477934e39bc97b51a077b86a6|MATH|>]) and a base, such as sodium carbonate.
- Confirmation of a positive iodoform test results in a yellow precipitate of iodoform, indicating the presence of <|OPENAI|c4787a8560a1472bbae0dfcce831beee|MATH|>]).