General Description
A clear colorless liquid with an ammonia-like odor. Flash point 70°F. Less dense (at 6.2 lb/gal) than water. Vapors heavier than air. Toxic oxides of nitrogen produced during combustion.
Reactivity Profile
TERT-BUTYLAMINE(75-64-9) 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 is generated in combination with strong reducing agents, such as hydrides. Undergoes highly exothermic reaction with 2,2-dibromo-1,3-dimethylcyclopropanoic acid [J. Chem. Soc., 1, 1979, 2324].
Air & Water Reactions
Highly flammable. May be sensitive to air . Soluble in water.
Hazard
Skin irritant. Flammable, dangerous fire
risk.
Health Hazard
Inhalation causes irritation of nose, mouth, and lungs. Ingestion causes irritation of mouth and stomach. Contact with liquid causes severe irritation of eyes and moderate irritation of skin.
Potential Exposure
Alert: (n-isomer): Possible risk of
forming tumors, suspected of causing genetic defects, suspected reprotoxic hazard, Primary irritant (w/o allergic
reaction), (sec-isomer): Drug. n-Butylamine is used in
pharmaceuticals; dyestuffs, rubber, chemicals, emulsifying
agents; photography, desizing agents for textiles; pesticides, and synthetic agents. sec-Butylamine is used as a
fungistate. tert-Butylamine is used as a chemical intermediate in the production of tert-Butylaminoethyl methacrylate
(a lube oil additive); as an intermediate in the production
of rubber and in rust preventatives and emulsion deterrents
in petroleum products. It is used in the manufacture of
several drugs
Fire Hazard
Special Hazards of Combustion Products: Toxic oxides of nitrogen may form in fire.
First aid
If this chemical gets into the eyes, remove any
contact lenses at once and irrigate immediately for at least
15 minutes, occasionally lifting upper and lower lids. Seek
medical attention immediately. If this chemical contacts the
skin, remove contaminated clothing and wash immediately
with soap and water. Seek medical attention immediately.
If this chemical has been inhaled, remove from exposure,
begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if
heart action has stopped. Transfer promptly to a medical
facility. When this chemical has been swallowed, get medical attention. Rinse out mouth and do not induce vomiting.
Medical observation is recommended for 24 to 48 hours
after breathing overexposure, as pulmonary edema may be
delayed. As first aid for pulmonary edema, a doctor or
authorized paramedic may consider administering a drug or
other inhalation therapy
Shipping
UN1125 n-Butylamine, Hazard Class: 3; Labels:
3—Flammable liquid, 8—Corrosive material. UN2014
Isobutylamine, Hazard Class: 3; Labels: 3—Flammable
liquid, 8—Corrosive material
Incompatibilities
May form explosive mixture with air.
May accumulate static electrical charges, and may causeignition of its vapors. n-Butylamine is a weak base; reacts
with strong oxidizers and acids, causing fire and explosion
hazard. Incompatible with organic anhydrides; isocyanates,
vinyl acetate; acrylates, substituted allyls; alkylene oxides;
epichlorohydrin, ketones, aldehydes, alcohols, glycols, phenols, cresols, caprolactum solution. Attacks some metals in
presence of moisture. The tert-isomer will attack some
forms of plastics
Chemical Properties
Butyl amines are highly flammable, colorless
liquids (n-turns yellow on standing) with ammoniacal or fishlike odors. n-isomer:
Waste Disposal
Use a licensed professional
waste disposal service to dispose of this material. Dissolve
or mix the material with a combustible solvent and burn in
a chemical incinerator equipped with an afterburner andscrubber. All federal, state, and local environmental regulations must be observed.
Chemical Properties
tert-Butylamine is a colorless liquid. It is used in the preparation of insecticides, pharmaceuticals, oil additives, and rubber accelerators.
Application
Tert-Butylamine is also used for the production of herbicides, i.e., terbacil and the triazines terbutylazine, terbumeton, and terbutryn and insecticides (e.g., diafenthiuron). A derivative has also been proposed as stabilizer for cosmetics.
Definition
ChEBI: A primary aliphatic amine that is ethylamine substituted by two methyl groups at position 1.
Preparation
tert-Butylamine is produced commercially by direct amination of isobutylene using zeolite catalysts:
NH3 + CH2=C(CH3)2 → H2NC(CH3)3
The Ritter reaction of isobutene with hydrogen cyanide is not useful because it produces too much waste.
(CH3)2C=CH2 + HCN + H2O → (CH3)3CNHCHO
(CH3)3CNHCHO + H2O → (CH3)3CNH2 + HCO2H
In the laboratory, it can be prepared by the hydrogenolysis of 2,2-dimethylethylenimine, or via tert-butylphthalimide.
Production Methods
tert-Butylamine is manufactured by reacting isobutylamine
with sulfuric acid followed by cyanide to tert-butylformamide.
Hydrolysis yields t-butylamine. It is used as a solvent
and in organic syntheses.
Chemical Reactivity
Reactivity with Water No reaction; Reactivity with Common Materials: Liquid will attack some plastics; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Flush with water; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.
Purification Methods
Dry it with KOH or LiAlH4, and/or distil it from CaH2 or BaO. [Beilstein 4 IV 657.]
