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An organic compound (A) (C(8)H(14)O) for...

An organic compound (A) `(C_(8)H_(14)O)` forms an oxime and gives a positive haloform reaction. On ozonolysis, it gives acetone and a compound (B) `(C_(5)H_(8)O_(2))` . (B) forms a dioxime and on subjecting to oxidation reaction gives an acid (C ) `(C_(4)H_(6)O_(4))`. On treatment with excess of ammonia and strong heating, (C ) gives a neutral compound (D) `(C_(4)H_(5)O_(2)N)`. (D) on distillation with zinc dust forms pyrrloe. Suggest the possible structures of (A), (B), (C ), and (D). Explain the chemical reactions involved.

Text Solution

AI Generated Solution

To solve the problem, we need to identify the structures of the organic compounds A, B, C, and D based on the information provided. Let's break down the problem step-by-step. ### Step 1: Identify Compound A `(C8H14O)` 1. **Oxime Formation**: Since compound A forms an oxime, it must contain a carbonyl group (C=O). 2. **Haloform Reaction**: The positive haloform test indicates that compound A is a methyl ketone (i.e., it has the structure R-CO-CH3). 3. **Ozonolysis Products**: On ozonolysis, compound A gives acetone (CH3-CO-CH3), suggesting that it has a structure that can produce acetone upon cleavage. ...
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Knowledge Check

  • Compound (X) C_(4)H_(8)O , which reacts with 2,4-DNP derivative and gives negative haloform test is :

    A
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    B
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    C
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    `CH_(3)-CH_(2)-overset(OH)overset(|)(CH)-CH_(3)`
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    B
    C
    D
  • Compound X C_(4)H_(8)O which gives 2,4-DNP derivative and negative iodoform test is

    A
    B
    C
    D
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