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For an organic compound that does not react with both hydrogen cyanide (HCN) and hydroxylamine (NH₂OH).

Chemistry

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Answer

B

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The question asks for an organic compound that does not react with both hydrogen cyanide (HCN) and hydroxylamine (NH2OHNH_2OH).

  1. Reaction with Hydrogen Cyanide (HCN)

    Hydrogen cyanide undergoes nucleophilic addition reactions with compounds containing a carbonyl group (C=OC=O), specifically aldehydes and ketones, to form cyanohydrins.

    • Alkanones (ketones) have a C=OC=O group and react with HCN.
    • Alkanals (aldehydes) have a C=OC=O group and react with HCN.
    • Alkanoic acids have a C=OC=O group as part of a carboxyl group (COOHCOOH), but their carbonyl carbon is less reactive towards nucleophilic addition compared to aldehydes and ketones, so they generally do not form cyanohydrins.
    • Alkenes have a carbon-carbon double bond (C=CC=C) but no C=OC=O group, so they do not react with HCN in this manner.
  2. Reaction with Hydroxylamine (NH2OHNH_2OH)

    Hydroxylamine reacts with compounds containing a carbonyl group (C=OC=O), specifically aldehydes and ketones, to form oximes. This is a nucleophilic addition-elimination reaction.

    • Alkanones (ketones) have a C=OC=O group and react with NH2OHNH_2OH.
    • Alkanals (aldehydes) have a C=OC=O group and react with NH2OHNH_2OH.
    • Alkanoic acids do not typically react with hydroxylamine to form oximes at the carboxyl carbon.
    • Alkenes have no C=OC=O group, so they do not react with NH2OHNH_2OH to form oximes.

    Based on this analysis:

    • Alkanones and Alkanals react with both HCN and NH2OHNH_2OH.
    • Alkanoic acids generally do not undergo these specific reactions.
    • Alkenes do not have a carbonyl group (C=OC=O) and therefore do not undergo these characteristic reactions with either HCN or NH2OHNH_2OH.

    Thus, an alkene is the compound that does not undergo a reaction with both hydrogen cyanide and hydroxylamine.

    The correct option is B.

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