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Diisopropylamine information


Not to be confused with Diisopropanolamine.
Diisopropylamine
Skeletal formula of 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
CAS Number
  • 108-18-9 checkY
3D model (JSmol)
  • Interactive image
Beilstein Reference
 605284
ChemSpider
  • 7624 checkY
ECHA InfoCard 100.003.235 Edit this at Wikidata
EC Number
  • 203-558-5
PubChem CID
  • 7912
RTECS number
  • IM4025000
UNII
  • BR9JLI40NO checkY
UN number 1158
CompTox Dashboard (EPA)
  • DTXSID9025085 Edit this at Wikidata
InChI
  • InChI=1S/C6H15N/c1-5(2)7-6(3)4/h5-7H,1-4H3 checkY
    Key: UAOMVDZJSHZZME-UHFFFAOYSA-N checkY
SMILES
  • CC(C)NC(C)C
Properties
Chemical formula
 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
Solubility in water
 miscible[1]
Vapor pressure 9.3 kPa (at 20°C)[2]
Acidity (pKa) 11.07 (in water) (conjugate acid)
Basicity (pKb) 3.43[2]
Refractive index (nD)
 1.392–1.393
Thermochemistry
Std enthalpy of
formation (ΔfH⦵298)
 −173.6 to −168.4 kJ mol−1
Std enthalpy of
combustion (ΔcH⦵298)
 −4.3363 to −4.3313 MJ mol−1
Hazards
GHS labelling:
Pictograms
 GHS02: Flammable GHS05: Corrosive GHS07: Exclamation mark
Signal word
 Danger
Hazard statements
 H225, H302, H314, H332
Precautionary statements
 P210, P280, P305+P351+P338, P310
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasolineInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
3
0
Flash point −17 °C (1 °F; 256 K)
Autoignition
temperature
 315 °C (599 °F; 588 K)
Explosive limits 1.1–7.1%[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)[3]
LCLo (lowest published)
 2207 ppm (rabbit, 2.5 hr)
2207 ppm (guinea pig, 80 min)
2207 ppm (cat, 72 min)[3]
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 5 ppm (20 mg/m3) [skin][1]
REL (Recommended)
 TWA 5 ppm (20 mg/m3) [skin][1]
IDLH (Immediate danger)
 200 ppm[1]
Related compounds
Related amines
  • Dimethylamine
  • Diethylamine
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).
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Infobox references

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.

  1. ^ a b c d e NIOSH Pocket Guide to Chemical Hazards. "#0217". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ a b CID 7912 from PubChem
  3. ^ a b "Diisopropylamine". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).

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Diisopropylamine

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Diisopropylamine is a secondary amine with the chemical formula (Me2CH)2NH (Me = methyl). Diisopropylamine is a colorless liquid with an ammonia-like odor...

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Lithium diisopropylamide

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diisopropylamine with n-butyllithium. When dissociated, the diisopropylamide anion can become protonated to form diisopropylamine. Diisopropylamine has...

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Tosyl group

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as its nosylate. The latter is a leaving group for displacement by diisopropylamine: The tosyl group is also useful as a protecting group for amines. The...

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Pangamic acid

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in preparations labelled "pangamic acid" including diisopropylamine dichloroacetate, diisopropylamine, dichloroacetate, as well as dimethylglycine mixed...

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Dia

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Data-independent acquisition, an acquisition type in mass spectrometry Diisopropylamine, a common organic base and precursor to Lithium Diisopropylamide Diaa...

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C6H15N

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C6H15N (molar mass: 101.19 g/mol, exact mass: 101.1204 u) may refer to: Diisopropylamine 1,3-Dimethylbutylamine (1,3-DMBA) Dipropylamine Hexylamine, or n-hexylamine...

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Substituted tryptamine

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Trimethylamine

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amines Dimethylamine N-Nitrosodimethylamine Diethylamine Triethylamine Diisopropylamine Dimethylaminopropylamine Diethylenetriamine N,N-Diisopropylethylamine...

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Dimethylaminopropylamine

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Dimethylamine

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compounds Related amines Trimethylamine Diethylamine Triethylamine Diisopropylamine Dimethylaminopropylamine Triisopropylamine Related compounds Unsymmetrical...

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Polydimethylsiloxane

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roughly inversely related to the solubility parameter of the solvent. Diisopropylamine swells PDMS to the greatest extent; solvents such as chloroform, ether...

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Triethylamine

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amines Dimethylamine Trimethylamine N-Nitrosodimethylamine Diethylamine Diisopropylamine Dimethylaminopropylamine Diethylenetriamine N,N-Diisopropylethylamine...

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Diethylamine

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Related amines Ethylamine Dimethylamine Trimethylamine Triethylamine Diisopropylamine Except where otherwise noted, data are given for materials in their...

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DIPA

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Immediately dangerous to life or health

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108-83-8 0713 Diisobutyl ketone 2910 mg/m3 500 ppm 108838 108-18-9 0449 Diisopropylamine 828 mg/m3 200 ppm 108189 127-19-5 0259 Dimethyl acetamide 1068 mg/m3...

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Triisopropylamine

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ammonia with alcohol; attempts to do so stall at diisopropylamine. It can be prepared from diisopropylamine on the laboratory scale: Tetra-tert-butylethylene...

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List of UN numbers 1101 to 1200

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ether UN 1156 3 Diethyl ketone UN 1157 3 Diisobutyl ketone UN 1158 3 Diisopropylamine UN 1159 3 Diisopropyl ether UN 1160 3 Dimethylamine solution UN 1161...

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Diethylenetriamine

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Nucleoside phosphoramidite

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Cyclophane

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step I elimination reaction of methanol with trifluoroethanol and diisopropylamine, step II methylation with dimethyl sulfate. Ns = Nosylate Moore, Bradley...

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Sonogashira coupling

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Vitamin B12 total synthesis

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