Question
Simple hydrocarbons, ethers, ketones and alcohols do not get oxidized by Tollen’s reagent. Explain, Why?

Answer

(1) Due to the presence of hydrogen atom in aldehyde group Image an aldehyde is oxidised to carboxylic acid Image which is not possible in case of ethers, ketones, alcohols and hydrocarbons.
(2) In ketones, carbonyl atom is attached to C-atom, hence C – C bond in Image can’t be broken easily.
(3) H atom attached to carbonyl carbon can be oxidised to – OH group giving carboxylic group Image. Therefore, aldehyde reduces Tollen’s reagent, whereas simple hydrocarbons, ethers, ketones and alcohols do not reduce Tollen’s reagent.

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