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An organic compound () (), when treated with nitrous acid, gave an alcohol and gas was evolved. () on warming with and caustic potash gave () which on reduction gave isopropylmethylamine. Predict the structure ().
image

  1. A
    1
  2. B
    2
  3. C
    3
  4. D
    4

Solution & Step-by-step Explanation

1. Compound () reacts with to give alcohol and is a primary () amine.2. reacts with (Carbylamine reaction) to give (an isocyanide, ).3. Reduction of isocyanide () gives a secondary amine ().4. The product is isopropylmethylamine (). This means the original group was an isopropyl group.Therefore, is isopropylamine: .
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An organic compound () (), when treated with nitrous acid, gave an alcohol and gas was evolved. () on warming with and caustic potash gave () which on reduction gave isopropylmethylamine. Predict the structure ().
image
A
1
B
2
C
3
D
4

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