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MDCAT
Chemistry
2018

Chemistry · Alkyl Halides and Amines

Work through this past-paper style MCQ, then read the full explanation. Practice more chemistry questions on mMCQ with adaptive practice and topic analytics.

Question

Which of the following acts as a nucleophile in the reaction of alkyl halide with alcoholic / aqueous ammonia?

Options
  • A

    H+

  • B

    NH3

  • C

    NO2+

  • D

    Br-

Explanation

Since ammonia is nucleophilic, it attacks the electropositive carbon and causes the Br- ion to leave, this allows for the formation of amines as a result of this reaction.

A proton (H⁺) is an electrophile, not a nucleophile, as it accepts electrons rather than donating them.

Ammonia (NH₃) has a lone pair of electrons on nitrogen, making it a nucleophile. In the reaction with alkyl halides, ammonia donates this lone pair to the electrophilic carbon, leading to nucleophilic substitution.

Nitronium ion (NO₂⁺) is an electrophile, not a nucleophile, as it lacks electrons to donate.

Bromide ion (Br⁻) is a nucleophile, but in the reaction of alkyl halides with ammonia, NH₃ is the active nucleophile, not Br⁻.

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Tagged under Chemistry · Alkyl Halides and Amines · 2018