Butylamine is an organic compound (specifically, an amine) with the formula CH3(CH2)3NH2.
Butylamine is one of the four isomeric amines of butane, the others being sec-butylamine, tert-butylamine, and isobutylamine.
EC Number: 203-699-2
CAS Number: 109-73-9
IUPAC Name: butan-1-amine
Chemical Formula: C4H11N
Other names: Butylamine, N-BUTYLAMINE, butan-1-amine, 1-Butanamine, 109-73-9, 1-Aminobutane, 1-Butylamine, Monobutylamine, N-Butylamin, Mono-n-butylamine, Norvalamine, 1-Aminobutan, 1-Amino-butaan, MonoBütilamina, Butanamine, butyl amine, n-Bütilamina, n-butyl amine, Norralamine, UNII-N2QV60B4WR, NSC 8029, MFCD00011690, n-C4H9NH2, N2QV60B4WR, CHEBI:43799, n-Butylamine, 99+%, n-Butylamin [German], n-Bütilamina [Italian], 1-Aminobutan [German], FEMA Number 3130, MonoBütilamina [Romanian], 1-Amino-butaan [Dutch], FEMA No. 3130, CCRIS 4756, HSDB 515, EINECS 203-699-2, UN1125, Aminobutane, Butylarnine, n-butyiamine, AI3-24197, n-butyl-amine, butane-1-amine, n-butan-1-amine, normal-butyl amine, N-Butylamine NBA, Butylamine, 99%, nBuNH2, 1-Butanamine, 9CI, BuNH2, Aminobutane (Related), n-BuNH2, BUTYLAMINE, N, Butylamine, >=99%, Butylamine, 99.5%, 1-AMINO-BUTANE, 1-Butanaminen-Bütilamina, [C]CCCN, CCCC[N], DSSTox_CID_1904, EC 203-699-2, DSSTox_RID_76395, NCIOpen2_009229, DSSTox_GSID_21904, WLN: Z4, CHEMBL13968, Butylamine, puriss., 99.0%, DTXSID1021904, FEMA 3130, NSC8029, ACMC-209948, AMY21914, NSC-8029, STR01992, ZINC1586365, Tox21_301131, ANW-16086, BBL027788, STL308736, AKOS000118810, Butylamine, purum, >=98.0% (GC), Butylamine, purum, >=99.0% (GC), DB03659, MCULE-4233278050, UN 1125, Butylamine, analytical reference material, Butylamine, puriss., >=99.5% (GC), NCGC00248302-01, NCGC00255030-01, BP-30251, CAS-109-73-9, LYT, B0707, FT-0623326, n-Butylamine [UN1125] [Flammable liquid], Butylamin, Butylamine, n, femanumber3130., MonoBütilamina, Monobutylamine, n-Bütilamina, N-Butylamin, n-C4H9NH2, Norralamine, Norvalamine, н-Бутиламин, 1-Butylamine, 1-Aminobutane, BUTYLAMINE, 99%BUTYLAMINE, 99%BUTYLAMINE, 99%, tert.-Butylamin, BUTYLAMINE, FEMA 3130, BA, AMINE C4, 1-BUTYLAMINE, 1-BUTANAMINE, 1-AMINOBUTANE, MONO-N-BUTYLAMINE, MNBA, N-BUTYLAMINE, RARECHEM AL BW 0075, Butan-1-amine, BUTYLAMINE REAGENTPLUS(TM) 99.5%, #nn-Butylamine, BUTYLAMINE 99+%, BUTYLAMINE, 99.5%, N-ButylamineCertified, N-ButylamineGr, n-Butylamine, mono-, 2-Amino-2-methylpropan, Aminobutane, Butanamine, 1-amino-1,1-dimethylethane, 1-Amino-butaan, 1-Aminobutan, 1-Amino-butan, 1-Butanaminen-Bütilamina, Butylamine 1-Aminobutane, n-Butylamine, 99.50%, n-Butylamine, 99.8%, n-BUTYLAMINE extrapure AR, n-BUTYLAMINE pure, n-Butylamine, 99+%, 1-Aminobutane, n-Butylamine, N-Butylamine, 99.5%, n-bytylamine, n-Butylamine, synthesis grade, n-Butylamine, reagent grade, n-ButylaMine, 99.5% 1LT, ButylaMine(BTA), BUTYLAMINE FOR SYNTHESIS 2,5 L, BUTYLAMINE FOR SYNTHESIS 1 L, BUTYLAMINE, 99.5%, 99.5%, 1-Butylamine 0
Butylamine is a liquid having the fishy, ammonia-like odor common to amines.
The liquid acquires a yellow color upon storage in air.
Butylamine is soluble in all organic solvents.
Synthesis and reactions
Butylamine is produced by the reaction of ammonia and alcohols over alumina:
CH3(CH2)3OH + NH3 → CH3(CH2)3NH2 + H2O
n-Butylamine is a weak base. The pKa of [CH3(CH2)3NH3]+ is 10.78.
Butylamine exhibits reactions typical of other simple alkyl amines, i.e., alkylation, acylation, condensation with carbonyls.
Butylamine forms complexes with metal ions, examples being cis- and trans-[PtI2(NH2Bu)2].
Uses:
Butylamine is used as an ingredient in the manufacture of pesticides (such as thiocarbazides), pharmaceuticals, and emulsifiers.
Butylamine is also a precursor for the manufacture of N,N′-dibutylthiourea, a rubber vulcanization accelerator, and n-butylbenzenesulfonamide, a plasticizer of nylon.
Butylamine is used in the synthesis of fengabine, the fungicide benomyl, and butamoxane, and the antidiabetic tolbutamide.
butylamine appears as a clear colorless liquid with an ammonia-like odor.
Flash point 10°F. ,
Less dense (6.2 lb / gal) than water.
Vapors heavier than air.
Produces toxic oxides of nitrogen during combustion.
Butylamine is a colourless liquid which acquires a yellow colour upon storage in air.
Butylamine is one of the four isomeric amines of butane.
Butylamine is known to have the fishy, ammonia-like odor common to amines.
Butylamine is a primary aliphatic amine that is butane substituted by an amino group at position 1.
Use and Manufacturing
Monobutylamine is an intermediate for the production of plasticizers (e.g., the rubber accelerator dibutylthiourea), agrochemicals (e.g., DuPont's fungicide benomyl), pharmaceuticals (e.g., the antidiabetic tolbutamide), emulsifying agents, dyes, and UV absorbers.
Int for pharmaceuticals, dyestuffs, synthetic tanning agents, rubber chemicals, insecticides, emulsifying agents, and synthetic tanning agents
Industry Uses
Intermediates
Processing aids, not otherwise listed
Processing aids, specific to petroleum production
Solvents (for cleaning and degreasing)
Solvents (which become part of product formulation or mixture)
Viscosity adjustors
General Manufacturing Information
Industry Processing Sectors
Agriculture, forestry, fishing and hunting
All other basic organic chemical manufacturing
All other chemical product and preparation manufacturing
Computer and electronic product manufacturing
Oil and gas drilling, extraction, and support activities
Pesticide, fertilizer, and other agricultural chemical manufacturing
Petrochemical manufacturing
Petroleum refineries
Pharmaceutical and medicine manufacturing
Plastic material and resin manufacturing
Butylamine (n-Butylamine, BuA) is a primary aliphatic amine.
Its pyrolysis mechanism has been investigated.
BuA can be synthesized from butyronitrile via Co/SiO2 (silicon dioxide) assisted hydrogenation.
A decrease in fluorescence intensity was observed on adding BuA to a solution of colloidal CdSe nanoparticles (NPs).
Application
Butylamine (n-Butylamine) may be used as a template to generate hierarchical monolithic zeolites.
Butylamine may also be used as a dispersion medium for fluorinated graphene sheets (F-GSs) to generate butylamine modified F-GSs.
Description
Butylamine is one of the four isomeric amines of butane, the others being sec-butylamine, tert-butylamine, and isobutylamine.
Butylamine is a colourless to yellow liquid and is highly flammable.
Butylamine is stable and incompatible with oxidising agents, aluminium, copper, copper alloys, and acids.
Butylamine finds its uses in the manufacture of pesticides (such as thiocarbazides), pharmaceuticals, and emulsifiers.
Butylamine is also a precursor for the manufacture of N,N′-dibutylthiourea, a rubber vulcanisation accelerator, and n-butylbenzenesulphonamide, a plasticiser of nylon.
Chemical Properties
Butylamine is a derivative of ammonia in which one of the hydrogen atoms is replaced with an alkyl group of four carbons.
As such, it reacts with water and acids to form bases and salts, respectively.
Acting as a very weak acid, it can react with acyl halides, anhydrides, and esters.
With carbon disulfide and carbon dioxide, it forms the butyl ammonium salt of dithiocarbamic and carbamic acids, respectively.
With isocyanic acid and alkyl or aryl isocyanates, it forms substituted ureas.
When reacted with nitrous acid, rc-butylamine forms butyl alcohol with the release of nitrogen (Schweizer et al 1978).
In the presence of water, rc-butylamine may corrode some metals (General Electric Co 1986) and attack glass (Schweizer et al 1978).
Liquid n-butylamine also will attack some forms of plastics, rubber, and coatings (NIOSH 1981).
Physical properties
Butylamine has an ammoniacal odor (fishy, pungent).
Clear, colorless liquid with a strong or pungent, ammonia-like odor.
Slowly becomes pale yellow on prolonged storage.
Experimentally determined detection and recognition odor threshold concentrations were 240 μg/m3 (80 ppbv) and 720 μmg/m3 (240 ppbv), respectively (Hellman and Small, 1974).
Occurrence
Reported found in mulberry leaves, kale, tomato, tilsit cheese, cheddar and other cheeses, caviar, fish, cooked chicken, cooked beef, beer, sherry and red wine.
Uses:
Butylamine is used as an intermediatefor various products, including dyestuffs,pharmaceuticals, rubber chemical, synthetictanning agents, and emulsifying agents.
Butylamine isused for making isocyanates for coatings.
Intermediate for pharmaceuticals, dyestuffs, rubber chemicals, emulsifying agents, insecticides, synthetic tanning agents
Intermediate for pharmaceuticals, dyestuffs, rubber chemicals, emulsifying agents, insecticides, synthetic tanning agents.
Production Methods
Butylamine is usually manufactured by the catalytic alkylation of ammonia with butyl alcohol, or similarly from butyraldehyde and ammonia in the presence of Raney nickel.
U.S. production in 1982 was approximately 1109 metric tons (SRI 1985).
Some butylamine is also produced as a result of fertilizer manufacture, fish processing, rendering plant operations, and sewage treatment and has been reported to be a component of animal waste (Graedel 1978).
General Description
A clear colorless liquid with an ammonia-like odor.
Flash point 10°F.
Less dense (6.2 lb / gal) than water.
Vapors heavier than air.
Produces toxic oxides of nitrogen during combustion.
Industrial uses:
Butylamine is an important intermediate in the production of pharmaceuticals, dyestuffs, synthetic tanning agents, insecticides, emulsifying agents, rubber accelerators, vulcanizing agents, and antioxidants (HSDB 1988).
A flavor ingredient in seafood and chocolate, n-butylamine is also reported to be used in alcoholic beverages, ice cream, candy, baked goods, gelatins, and puddings all at a concentration of 0.1 p.p.m. (Fenaroli 1975).
Butylamine is estimated that 50% of the n-butylamine produced is used for rubber processing chemicals and 50% as an intermediate in pesticide production (SRI 1982).
Metabolism
Considering the industrial importance of this amine, it is surprising that no thorough studies of its metabolism have been completed.
Aliphatic amines, in general, are well-absorbed from the gut and respiratory tract and readily metabolised (Beard and Noe 1981; Magos and Manson 1983).
After oral administration of n-butylamine hydrochloride to humans, little n-butylamine was recovered in the urine (Rechenberger 1940) suggesting that extensive metabolism occurs.
Deamination of n-butylamine has been shown to occur in slices of rat liver and brain cortex (Pugh and Quastel 1937).
Butylamine is assumed that monoamine oxidase plays a role in the detoxication process by catalyzing the deamination of n-butylamine to ammonia, hydrogen peroxide, and butyraldehyde.
The ammonia produced is then converted to urea and the hydrogen peroxide is reduced by catalase.
The aldehyde is probably converted to the corresponding carboxylic acid by aldehyde oxidase (Beard and Noe, 1981).
Butylamine is used as an intermediate for pharmaceuticals, synthetic tanning agents, dyestuffs and emulsifiers.
Butylamine also plays an important role in the preparation of N,N'-dibutylthiourea, a rubber vulcanization accelerator.
Butylamine is involved in the preparation of n-butylbenzenesulfonamide, which is a plasticizer of nylon.
Butylamine is a colourless liquid which acquires a yellow colour upon storage in air.
Butylamine is one of the four isomeric amines of butane.
Butylamine is known to have the fishy, ammonia-like odor common to amines.
Butylamine belongs to the class of monoalkylamines.
Butylamine is produced from Butanol.
Butylamine is a versatile intermediate with a variety of applications.
Butylamine is used to produce agricultural chemicals (e.g. benomyl), rubber chemicals (e.g. di-n-butylthiourea), nylon plasticers (e.g. n-butylbenzenesulphonamide), alkyl alkanol amines (Butyldiethanolamine) as well as fuel and oil additives.
Butylamine, also known as 1-aminobutan or N-C4H9NH2, belongs to the class of organic compounds known as monoalkylamines.
These are organic compounds containing an primary aliphatic amine group.
Butylamine is a colourless liquid which acquires a yellow colour upon storage in air.
Butylamine is an ammonia and fishy tasting compound.
Butylamine has been detected, but not quantified, in several different foods, such as cocoa and cocoa products, brassicas, fishes, garden tomato, and milk and milk products.
This could make butylamine a potential biomarker for the consumption of these foods.
Butylamine is one of the four isomeric amines of butane.
Butylamine is known to have the fishy, ammonia-like odor common to amines.
Found in mulberry leaves, kale, swede, tomato, wheat bread, cheeses, caviar, raw fatty fish, cooked chicken or beef, beer, cocoa, and other foodstuffs.
A clear colorless liquid with an ammonia-like odor.
Flash point 10°F. Less dense (6.2 lb / gal) than water.
Vapors heavier than air.
Produces toxic oxides of nitrogen during combustion.
Butylamine is an organic compound (specifically, an amine) with the formula CH3CH2CH2CH2NH2.
This colourless liquid is one of the four isomeric amines of butane, the others being sec-butylamine, tert-butylamine and isobutylamine.
At standard temperature and pressure, n-butylamine is a liquid having the fishy, ammonia-like odor common to amines.
The liquid acquires a yellow colour upon storage in air.
Butylamine is soluble in all organic solvents.
Uses:
Butylamine is used as an ingredient in the manufacture of pesticides (such as thiocarbazides), pharmaceuticals, and emulsifiers.
Butylamine is also a precursor for the manufacture of N,N'-dibutylthiourea, a rubber vulcanization accelerator, and n-butylbenzenesulfonamide, a plasticizer of nylon.
Butylamine is a colorless, volatile liquid with an amine odor.
It is miscible with water, alcohol, and ether.
Butylamine is a common ingredient in pesticides and insecticides, pharmaceuticals, emulsifiers, dyes, rubbers, and tanning agents.
Butylamine is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 10 tonnes per annum.
Butylamine is used by professional workers (widespread uses), in formulation or re-packing, at industrial sites and in manufacturing.
Uses at industry
Butylamine has an industrial use resulting in manufacture of another substance (use of intermediates).
Butylamine is used in the following areas: scientific research and development.
Butylamine is used for the manufacture of: chemicals.
Release to the environment of Butylamine can occur from industrial use: as an intermediate step in further manufacturing of another substance (use of intermediates) and in processing aids at industrial sites.
Manufacture
Release to the environment of Butylamine can occur from industrial use: manufacturing of the substance.