3.11 - Amines Flashcards
Define: Basicity
Ability of a Substance to act as a Base
Name of Mechanism: Reaction of 1° Amine & Acid Anhydride
Nucleophilic Addition-Elimination
Name of Mechanism: Reaction of Ammonia & Acyl Chloride
Nucleophilic Addition-Elimination
How can the Amine be Reformed from its Alkylammonium Salt?
Adding an Alkali
Amines dissolve in Acid to form ____ ?
Corresponding Alkylammonium Salt
In excess ____, 4° ammonium salt is produced
RX |> RNH₂ |> R₂NH |> R₃N |> R₄N⁺X⁻
Halogenoalkane, RX
Organic Product: Reaction of 1° Amine & Acid Anhydride
2° Amide & Carboxylic Acid
Why is an Excess of Amine used in reactions of Amines w/ Halogenoalkane?
Prevent Further Substitution
Unless an Excess of Amine is used ____ reactions can occur with 1° & 2° Amines until a ____ is produced?
Further Substitution
Quaternary Ammonium Salt
Name of Mechanism: Reaction of Ammonia & Acid Anhydride
Nucleophilic Addition-Elimination
Name of Mechanism: Reaction of Ammonia & Halogenoalkane
Nucleophilic Substitution
Name of Mechanism: Reaction of Amine & Acyl Chloride
Nucleophilic Addition-Elimination
Organic Product: Reaction of 1° Amine & Acyl Chloride
2° Amide
Why are Ammonia & Amines Weak Bases?
Lone pair of Electrons on Nitrogen atom can Accept a Proton
Ammonia & Amines are ____ Bases?
Weak
Name of Mechanism: Reaction of 3° Amine & Halogenoalkane
Nucleophilic Substitution
Organic Product: Reaction of 3° Amine & Halogenoalkane
Quaternary Ammonium Salt
Organic Product: Reaction of Ammonia & Acid Anhydride
Amide & Carboxylic Acid
Name of Mechanism: Reaction of 2° Amine & Halogenoalkane
Nucleophilic Substitution