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Diisopropylamine

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Diisopropylamine Basic information

Product Name:
Diisopropylamine
Synonyms:
  • Bis(isopropyl)amine
  • Diisopropylamin
  • dipropylamine(non-specificname)
  • N-(1-Methylethyl)-2-propamine
  • n-(1-methylethyl)-2-propanamin
  • N,N-Diisopropylamine
  • DIISOPROPYLAMINE, 99%DIISOPROPYLAMINE, 99%DIISOPROPYLAMINE, 99%
  • N-Isopropyl-1-amino-2-methylethane
CAS:
108-18-9
MF:
C6H15N
MW:
101.19
EINECS:
203-558-5
Product Categories:
  • Pyrazoles,Pyrazines
  • Pharmaceutical Intermediates
  • Heterocyclic Compounds
Mol File:
108-18-9.mol
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Diisopropylamine Chemical Properties

Melting point:
-61 °C
Boiling point:
84 °C(lit.)
Density 
0.722 g/mL at 25 °C(lit.)
vapor density 
3.5 (vs air)
vapor pressure 
50 mm Hg ( 20 °C)
refractive index 
n20/D 1.392(lit.)
Flash point:
1.4 °F
storage temp. 
Store at RT.
solubility 
100 g/L (20°C)
pka
11.05(at 25℃)
form 
Liquid
color 
Clear colorless
PH
11.8 (6g/l, H2O, 20℃)
Odor
Amine.
explosive limit
1.1-7.1%(V)
Water Solubility 
100 g/L (20 ºC)
Merck 
14,3196
BRN 
605284
Exposure limits
NIOSH REL: TWA 5 ppm (20 mg/m3), IDLH 200 ppm; OSHA PEL: TWA 5 ppm; ACGIH TLV: TWA 5 ppm (adopted).
Stability:
Stable. Flammable. Incompatible with strong oxidizing agents. May react violently with strong acids or oxidizers. Air sensitive.
CAS DataBase Reference
108-18-9(CAS DataBase Reference)
NIST Chemistry Reference
2-Propanamine, N-(1-methylethyl)-(108-18-9)
EPA Substance Registry System
2-Propanamine, N-(1-methylethyl)-(108-18-9)
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Safety Information

Hazard Codes 
F,C
Risk Statements 
11-20/22-34
Safety Statements 
16-26-36/37/39-45
RIDADR 
UN 1158 3/PG 2
WGK Germany 
2
RTECS 
IM4025000
Autoignition Temperature
599 °F
Hazard Note 
Highly Flammable/Corrosive/Harmful
TSCA 
Yes
HS Code 
2921 19 99
HazardClass 
3
PackingGroup 
II
Hazardous Substances Data
108-18-9(Hazardous Substances Data)
Toxicity
LD50 orally in rats: 0.77 g/kg (Smyth)

MSDS

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Diisopropylamine Usage And Synthesis

Chemical Properties

Colorless liquid

Physical properties

Colorless liquid with an ammonia-like odor. Experimentally determined detection and recognition odor threshold concentrations were 50 μg/m3 (130 ppbv) and 190 μg/m3 (380 ppbv), respectively (Hellman and Small, 1974).

Production Methods

Diisopropylamine is produced by the reaction of diisopropyl alcohol with ammonia (HSDB 1989).

General Description

A clear colorless liquid with an ammonia-like odor. Flash point 30°F. Less dense than water. Vapors heavier than air. Toxic oxides of nitrogen produced during combustion. Used to make other chemicals.

Air & Water Reactions

Highly flammable. Soluble in water. Sensitive to heat and air.

Reactivity Profile

Diisopropylamine can react violently with oxidizing agents and strong acids. Readily eutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Health Hazard

Inhalation of vapors causes irritation, sometimes with nausea and vomiting; can also cause burns to the respiratory system. Ingestion causes irritation of mouth and stomach. Vapor irritates eyes; liquid causes severe burn, like caustic. Contact with skin causes irritation.

Health Hazard

In humans, diisopropylamine is an eye irritant. When exposed to concentrations between 25 and 50 p.p.m., workers complained of disturbances of vision. There were also complaints of nausea and headache. Dermatitis would be expected from prolonged skin exposure (Beard and Noe, 1981).

Chemical Reactivity

Reactivity with Water No reaction; Reactivity with Common Materials: May attack some forms of plastics; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

Industrial uses

Diisopropylamine is used as a catalyst and as a stabilizer for mesityl oxide (HSDB 1989). It is also used as an intermediate in the synthesis of dyes, pharmaceuticals and pesticides (e.g. Diallate, Fenamiphos and Triallate).

Safety Profile

Moderately toxic by ingestion and subcutaneous routes. Mildly toxic by inhalation. Mutation data reported. A skin and severe eye irritant. Inhalation of fumes can cause pulmonary edema. A very dangerous fire hazard when exposed to heat or flame; can react vigorously with oxidizing materials. To fight fire, use alcohol foam,foam, CO2, dry chemical. When heated to decomposition it emits toxic fumes of NOx See also AMINES.

Environmental Fate

Photolytic. Low et al. (1991) reported that the photooxidation of aqueous secondary amine solutions by UV light in the presence of titanium dioxide resulted in the formation of ammonium and nitrate ions.
Chemical/Physical. Reacts with acids forming water-soluble salts.

Metabolism

Little, if any investigation of the metabolism of short-chain aliphatic amines has been reported and the best that can be done is to suggest some possible metabolic routes. For example the flavin monooxygenase system could produce the hydroxylamine through N-hydroxylation catalyzed by the flavin monooxygenase system (Ziegler 1988). N-hydroxylation can also be induced with the cytochrome P-450 system as can N-dealkylation reactions (Lindeke and Cho 1982). More definitive analysis must await experimental studies.

Purification Methods

Distil the amine from NaOH, or reflux it three minutes over Na wire or NaH, and distil it into a dry receiver under N2. [Beilstein 4 H 154, 4 I 369, 4 II 630, 4 III 274, 4 IV 510.]

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