Diisobutylamine

Diisobutylamine Basic information
Product Name:Diisobutylamine
Synonyms:(i-C4H9)2NH;1-Propanamine,2-methyl-N-(2-methylpropyl)-;2-methyl-n-(2-methylpropyl)-1-propanamin;amine,diisobutyl;bis(2-Methylpropyl)amine;bis(beta-methylpropyl)amine;Di(-2-methylpropyl)amine;dibutylamine(non-specificname)
CAS:110-96-3
MF:C8H19N
MW:129.24
EINECS:203-819-3
Product Categories:Amines;C8;Nitrogen Compounds
Mol File:110-96-3.mol
Diisobutylamine Structure
Diisobutylamine Chemical Properties
Melting point -77 °C (lit.)
Boiling point 137-139 °C (lit.)
density 0.74 g/mL at 25 °C (lit.)
refractive index n20/D 1.4081(lit.)
Fp 85 °F
storage temp. Flammables area
solubility insoluble to slightly soluble in water; soluble in ethanol, methanol, ethyl ether, ethyl acetate, acetone, benzene, aromatic and aliphatic hydrocarbons, fixed oils, mineral oil, oleic and stearic acids
pka11.07±0.28(Predicted)
form Liquid
color Clear
Odoramine odor
Water Solubility 5 g/L (20 ºC)
Sensitive Air Sensitive
BRN 1209251
LogP2.383 (est)
CAS DataBase Reference110-96-3(CAS DataBase Reference)
NIST Chemistry Reference1-Propanamine, 2-methyl-N-(2-methylpropyl)-(110-96-3)
EPA Substance Registry SystemDiisobutylamine (110-96-3)
Safety Information
Hazard Codes C
Risk Statements 10-22-34-52/53
Safety Statements 26-36/37/39-45-25-16-61
RIDADR UN 2361 3/PG 3
WGK Germany 1
RTECS TX1750000
34
TSCA Yes
HazardClass 3
PackingGroup III
HS Code 29211990
Hazardous Substances Data110-96-3(Hazardous Substances Data)
MSDS Information
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Diisobutylamine English
SigmaAldrich English
ACROS English
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Diisobutylamine Usage And Synthesis
Chemical PropertiesThe chemical reactivity of diisobutylamine is similar to other aliphatic amines and is governed by the unshared electron pair on the nitrogen atom. It is a strong base tending to form salts with acids. As with other secondary amines, diisobutylamine can be nitrosated, especially under acidic conditions, by nitrite ion or by nitrogen oxides from the air to form the carcinogenic and mutagenic N-nitrosodiisobutylamine (Olah et al 1975).
UsesDiisobutylamine was used to study the effect of achiral amine on hydrogenation of ethyl pyruvate over cinchonidine-Pt/Al2O3 catalyst system.
Production MethodsDiisobutylamine can be produced by the reaction of ammonia and butanol over a dehydration catalyst at high temperature and pressure (Hawley 1977). Alternatively, ammonia, butanol, and hydrogen can be passed over a dehydrogenation catalyst. In 1976, 18,000 tons of diisobutylamine were produced (Schweizer et al 1978). Diisobutylamine is also naturally present in foods and soil.
As with other secondary amines, diisobutylamine can be nitrosated to form the highly toxic (Olah 1975) N-nitrosodiisobutylamine (Guttenplan 1987; Vlasenko et al 1981; Spiegeholder et al 1978). Thus, nitrosation of commercial preparations of diisobutylamine occurs on standing, presumably by reaction with nitrogen oxides in the air (Spiegelhalder et al 1978) and N-nitrosodiisobutylamine has been found in various fishery products (Kawabata et al 1974) and other foods (Osborne 1972; Telling 1972).
General DescriptionDiisobutylamine appears as a clear colorless liquid with an ammonia-like odor. Insoluble in water and less dense than water. Hence floats on water. Vapors heavier than air. Toxic oxides of nitrogen produced during combustion.
Air & Water ReactionsHighly flammable. Sensitive to heat and air. Insoluble in water.
Reactivity ProfileDiisobutylamine can react vigorously with oxidizing materials . Neutralizes 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 HazardInhalation of high concentrations of vapor will cause irritation of the respiratory tract and the lungs. Contact with liquid may result in severe skin and eye irritation. Exposure to concentrated vapors may result in corneal edema. Poisonous if swallowed.
Health HazardDiisobutylamine is a relatively strong base and is therefore irritating to the eyes, respiratory tract, and skin. Inhalation of vapors can result in pulmonary edema following prolonged exposure. Ingestion of liquid can cause severe burning of the esophagus.
Industrial usesDiisobutylamine is used as a chemical intermediate in the manufacture of several agricultural and pharmaceutical products.
Safety ProfilePoison by ingestion. A dangerous fire hazard when exposed to heator flame; can react vigorously with oxidizing materials. To fight fire, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits toxic fumes of Nox
MetabolismThere is little information available on the metabolism of diisobutylamine.
Diisobutylamine Preparation Products And Raw materials
Preparation Products6-HYDROXYMELATONIN-->2-Chloro-N,N-bis(2-methylpropyl)acetamide-->1,3-Benzenediol, 5-[bis(2-methylpropyl)amino]--->Diisobutylnitroamine-->N-METHYL DIISOBUTYLAMINE-->benzenesulfonamide, 4-amino-N,N-bis(2-methylpropyl)--->BUTYL-DIISOBUTYL-AMINE
TRIS(2-ETHYLHEXYL)AMINE AURORA 11845 DIISOBUTYLAMINOACETONITRILE TOMATINE N,N-DIISOBUTYLFORMAMIDE Diisobutylamine, N-nitroso- N-(1-isopropyl-2-methylpropyl)diisobutylamine 2-Chloro-N,N-bis(2-methylpropyl)acetamide N-METHYL DIISOBUTYLAMINE N,N-DIISOBUTYLBENZAMIDE TETRAISOBUTYL-UREA N,N-DIISOBUTYLETHYLENEDIAMINE VERATRINE DIISOBUTYLAMINE HYDROCHLORIDE AMO 1618 N,N,N'',N''-TETRAISOBUTYL-MALONAMIDE TRIISOBUTYLAMINE Octyl(phenyl)-N,N-diisobutylcarbamoylmethylphosphine oxide

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