Diisopropylamine
Skeletal formula of diisopropylamine
Identifiers
CAS number 108-18-9 7pxY
PubChem 7912
ChemSpider 7624 7pxY
UNII BR9JLI40NO 7pxY
EC number 203-558-5
UN number 1158
RTECS number IM4025000
Beilstein Reference 605284
Jmol-3D images Image 1
Thermochemistry
Std enthalpy of
formation
ΔfHo298
−173.6–−168.4 kJ mol−1
Std enthalpy of
combustion
ΔcHo298
−4.3363–−4.3313 MJ mol−1
Hazards
GHS pictograms The flame pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS) The corrosion pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS) The exclamation-mark pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
GHS signal word DANGER
GHS hazard statements H225, H302, H314, H332
GHS precautionary statements P210, P280, P305+351+338, P310
EU Index 612-129-00-5
EU classification Flammable F Corrosive C
R-phrases R11, R20/22, R34
S-phrases (S1/2), S16, S26, S36/37/39
NFPA 704
3
2
0
Flash point −17 °C
Autoignition
temperature
315 °C
Explosive limits 1.1–8.5%
LD50
  • 770 mg kg−1 (oral, rat)
  • >10 g kg−1 (dermal, rabbit)
Related compounds
Related amines
Related compounds
 14pxY (verify) (what is: 10pxY/10pxN?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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

Diisopropylamine can be dried by distillation over potassium hydroxide (KOH) or drying over sodium wire or sodium hydride (NaH) followed by distillation under N2 into a dry receiver.[1]

Diisopropylamine is also used for the synthesis of diisopropylethylamine (Hünig's base), by reaction with diethyl sulfate. [2]

References

  1. Armarego, W. L. F. and Perrin, D. D. Purification of Laboratory Chemicals 4th Ed. pg 186, Butterworth and Heinemann: Boston, 1996.
  2. Script error