Amine as Nucleophile in Sn2 Reaction

October 18, 2010
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Khan Academy
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Amine as Nucleophile in Sn2 Reaction

TL;DR

Ethylamine is a primary amine that can react in Sn2 reactions to form salts and undergo substitution reactions.

Transcript

We spent a couple of videos naming amines. In this video, let's actually see how they might react. Now, to just kind of understand what happens with an amine, let's study one in particular. Let's look at ethylamine. That's its common name, and that's obviously going to be a two-carbon chain, so that's the ethyl part, connected to a nitrogen, so tha... Read More

Key Insights

  • 🫀 Ethylamine is a primary amine with a two-carbon chain connected to a nitrogen atom.
  • 🈂️ Nitrogen in amines is electronegative, resulting in a partial negative charge on nitrogen and partial positive charges on carbon and hydrogen.
  • 😐 Amines are the most basic of the neutral functional groups and exhibit nucleophilic properties.
  • 💁 In Sn2 reactions, ethylamine can react with bromoethane to form diethylammonium bromide, a salt.

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Summary & Key Takeaways

  • Ethylamine is a two-carbon chain connected to a nitrogen atom, with two hydrogen atoms and a lone pair of electrons.

  • Nitrogen in amines is electronegative and attracts electrons, resulting in a partial negative charge on nitrogen and partial positive charges on carbon and hydrogen.

  • Amines are the most basic of the neutral functional groups and exhibit nucleophilic properties.

  • In Sn2 reactions, ethylamine can react with bromoethane to form diethylammonium bromide, a salt.

  • Excess ethylamine can also react with diethylammonium to form diethylamine, converting a primary amine into a secondary amine.


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