N,N-Diisopropylethylamine

  • N-ethyldiisopropylamine
  • N, N -diisopropylethylamine
  • Hunigs Base
  • DIPEA

Colorless liquid with an amine-like odor

Liquid

0.76 g · cm -3 ( at 20 ° C)

-127 ° C

127 ° C.

16 hPa ( 20 ° C)

Readily soluble in many organic solvents; Solubility in water: 3.9 g · l-1 at 20 ° C

1.4138 (20 ° C)

Risk

Template: Infobox chemical / molecular formula search available

Diisopropylethylamine or Hunig's base is a tertiary amine. It is named after the German chemist Siegfried Huenig.

Due to the steric shielding of only one proton is small enough to be attacked by the free electron pair of the nitrogen. The Hunigs base is therefore used in organic synthesis as a base.

Reactions

Due to the low nucleophilicity of diisopropylethylamine it is often used in alkylation reactions of secondary amines with alkyl halides, in which a hydrogen halide acid such as hydrochloric acid ( HCl), hydrobromic acid (HBr ) or hydroiodic acid (HI ) forms. It is bound by the basic nitrogen function and form the corresponding ammonium salts. Without the addition of diisopropylethylamine a part of serving as starting material secondary amine would take on this role by binding the hydrogen halide formed. Since then it is in the protonated form, it can not respond to the tertiary amine, which lowers the yield.

With dichloro sulfide ( Cl -S -S -Cl) is formed in a one-pot reaction, the heterocyclic Scorpionin.

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