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JEE Main levelSingle correct optionDifficulty 2 of 3hx252

The bromide shown is heated with in ethanol. Following the textbook convention (ionic nitrite reacts through oxygen), which structure is the main product?

  1. AStructure A
  2. BStructure B
  3. CStructure C
  4. DStructure D

Answer: A

In ionic KNO2 the negative charge sits on oxygen, which attacks the carbon, giving the alkyl nitrite: butan-2-yl nitrite. The nitroalkane is the AgNO2 product (N-attack), butan-2-ol would require hydrolysis, and but-2-ene is an elimination product.
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