Trisha Shetty (Editor)

Diisopropylamine

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Abbreviations
  
DIPA

Density
  
717 kg/m³

Appearance
  
Colorless liquid

Formula
  
C6H15N

Diisopropylamine wwwsigmaaldrichcomcontentdamsigmaaldrichstr

Related amines
  
Dimethylamine Diethylamine

Related compounds
  
Triisopropylamine N,N-Diisopropylethylamine

Diisopropylamine is a secondary amine with the chemical formula (CH3)2HC-NH-CH(CH3)2. It is best known as its lithium derivative of its conjugate base, lithium diisopropylamide, known as "LDA". LDA is a strong, non-nucleophilic base.

Contents

Diisopropylamine can be dried by distillation from potassium hydroxide (KOH) or drying over sodium wire.

Reactions and uses

Diisopropylamine is primarily used as a precursor to two herbicides, diallate and triallate, as well as certain sulfenamides used in the vulcanization of rubber. It is also used to prepare N,N-Diisopropylethylamine (Hünig's base) by alkylation with diethyl sulfate.

The bromide salt of diisopropylamine, diisopropylammonium bromide, is an organic molecular solid whose crystals are ferroelectric at room temperature. This renders it a possible more biospherically inert alternative to barium titanate.

Preparation

Diisopropylamine is commercially available. It may be prepared by the reductive amination of acetone with ammonia using a modified copper oxide, generally copper chromite, as a catalyst:

NH
3
+ 2(CH
3
)
2
CO
+ 2H
2
C
6
H
15
N
+ 2H
2
O

References

Diisopropylamine Wikipedia