Diisopropylamine

Diisopropylamine is a secondary amine with the chemical formula (Me2CH)2NH (Me = methyl). Diisopropylamine is a colorless liquid with an ammonia-like odor. Its lithium derivative, lithium diisopropylamide, known as LDA is a widely used reagent.

Diisopropylamine
Names
Preferred IUPAC name
N-(Propan-2-yl)propan-2-amine
Other names
Di(propan-2-yl)amine
N-Isopropylpropan-2-amine
(Diisopropyl)amine
(The name diisopropylamine is deprecated.)
Identifiers
3D model (JSmol)
605284
ChemSpider
ECHA InfoCard 100.003.235
EC Number
  • 203-558-5
PubChem CID
RTECS number
  • IM4025000
UNII
UN number 1158
  • InChI=1S/C6H15N/c1-5(2)7-6(3)4/h5-7H,1-4H3 Y
    Key: UAOMVDZJSHZZME-UHFFFAOYSA-N Y
SMILES
  • CC(C)NC(C)C
Properties
C6H15N
Molar mass 101.193 g·mol−1
Appearance Colorless liquid
Odor Fishy, ammoniacal
Density 0.722 g mL−1
Melting point −61.00 °C; −77.80 °F; 212.15 K
Boiling point 83 to 85 °C; 181 to 185 °F; 356 to 358 K
miscible
Vapor pressure 9.3 kPa (at 20°C)
Acidity (pKa) 11.07 (in water) (conjugate acid)
Basicity (pKb) 3.43
Refractive index (nD)
1.392–1.393
Thermochemistry
Std enthalpy of
formation fH298)
−173.6 to −168.4 kJ mol−1
−4.3363 to −4.3313 MJ mol−1
Hazards
GHS labelling:
Danger
H225, H302, H314, H332
P210, P280, P305+P351+P338, P310
NFPA 704 (fire diamond)
2
3
0
Flash point −17 °C (1 °F; 256 K)
315 °C (599 °F; 588 K)
Explosive limits 1.1–7.1%
Lethal dose or concentration (LD, LC):
LD50 (median dose)
  • 770 mg kg−1 (oral, rat)
  • >10 g kg−1 (dermal, rabbit)
LC50 (median concentration)
1140 ppm (rat, 2 hr)
1000 ppm (mouse, 2 hr)
LCLo (lowest published)
2207 ppm (rabbit, 2.5 hr)
2207 ppm (guinea pig, 80 min)
2207 ppm (cat, 72 min)
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 5 ppm (20 mg/m3) [skin]
REL (Recommended)
TWA 5 ppm (20 mg/m3) [skin]
IDLH (Immediate danger)
200 ppm
Related compounds
Related amines
Related compounds
  • Triisopropylamine
  • N,N-Diisopropylethylamine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.