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CAS NO:25781-90-2
EC NO:200-539-3
Benzenamine is used in rubber accelerators and anti-oxidants, dyes and intermediates, photographic chemicals, as isocyanates for urethane foams, in pharmaceuticals, explosives, petroleum refining; and in production of diphenylamine, phenolics, herbicides and fungicides.
Benzenamine is also used in the manufacture of polyurethanes, rubber processing chemicals, pesticides, fibres, dyes and pigments, photographic chemicals, and pharmaceuticals.
Physical properties
Benzenamine is a colourless to brown, oily liquid which darkens on exposure to air and light.
Benzenamine has a characteristic amine odour (detectable at 0.6 to 10 ppm ) and burning taste. Hygroscopic. Moderately soluble in water.
Benzenamine is miscible with alcohol, benzene, chloroform, carbon tetrachloride, acetone, and most organic solvents.
Melting Point: -6.2°C
Boiling Point: 184°C
Specific Gravity: 1.0217
Vapour Density: 3.22
1 ppm = 3.8 mg/m3
formula weight 93.128
Chemical properties
Combustible. Darkens on exposure to air and light. The substance decomposes on heating at temperatures above 190°C, or on burning producing toxic and corrosive fumes (ammonia, nitrogen oxides, and carbon monoxide) and flammable vapours. The substance is a weak base. Reacts vigorously with strong oxidants, acids, acetic anhydride, chloromelamine monomers, beta-propiolactone, and epichlorohydrin causing fire and explosion hazard. Reacts with metals such as sodium, potassium, and calcium, producing flammable hydrogen gas. Attacks copper and its alloys.
Benzenamine is an organic compound with the formula C6H5NH2. Consisting of a phenyl group attached to an amino group, Benzenamine is the simplest aromatic amine.
Benzenamine is an industrially significant commodity chemical, as well as a versatile starting material for fine chemical synthesis.
Benzenamines main use is in the manufacture of precursors to polyurethane, dyes, and other industrial chemicals. Like most volatile amines, it has the odor of rotten fish.
Benzenamine ignites readily, burning with a smoky flame characteristic of aromatic compounds.
Benzenamine is toxic to humans.
Relative to benzene, it is electron-rich.
Benzenamine thus participates more rapidly in electrophilic aromatic substitution reactions. Likewise, it is also prone to oxidation: while freshly purified Benzenamine is an almost colorless oil, exposure to air results in gradual darkening to yellow or red, due to the formation of strongly colored, oxidized impurities.
Benzenamine can be diazotized to give a diazonium salt, which can then undergo various nucleophilic substitution reactions.
“Benzenamine” is ultimately from Portuguese anil which means "the indigo shrub", with suffix -ine indicating "derived substance".
Like other amines, Benzenamine is both a base (pKaH = 4.6) and a nucleophile, although less so than structurally similar aliphatic amines.
Because an early source of the benzene from which they are derived was coal tar, Benzenamine dyes are also called coal tar dyes.
Properties:
Chemical formula: C6H7N
Molar mass: 93.129 g·mol−1
Appearance: Colorless liquid
Density: 1.0297 g/mL
Melting point: −6.30 °C (20.66 °F; 266.85 K)
Boiling point: 184.13 °C (363.43 °F; 457.28 K)
Solubility in water: 3.6 g/100 mL at 20 °C
Vapor pressure: 0.6 mmHg (20° C)[2]
Acidity (pKa) :4.63 (conjugate acid; H2O)
Magnetic susceptibility (χ): −62.95·10−6 cm3/mol
Refractive index (nD): 1.58364
Viscosity: 3.71 cP (3.71 mPa·s at 25 °C)
Benzenamine is used to manufacture dyes, photographic chemicals and agricultural chemicals.
Benzenamines main use is in the manufacture of precursors to polyurethane and other industrial chemicals.
Benzenamine emulsion template is also essential for the synthesis of hollow microspheres of polyBenzenamine. The poly(N-methyl Benzenamine) doped with sulphonic acids plays an important role for humidity sensors.
Benzenamine appears as a yellowish to brownish oily liquid with a musty fishy odor. Melting point -6°C; boiling point 184°C; flash point 158°F. Denser than water (8.5 lb / gal) and slightly soluble in water. Vapors heavier than air. Toxic by skin absorption and inhalation. Produces toxic oxides of nitrogen during combustion. Used to manufacture other chemicals, especially dyes, photographic chemicals, agricultural chemicals and others.
Benzenamine is a clear to slightly yellow liquid with a characteristic odor.
Benzenamine does not readily evaporate at room temperature.
Benzenamine is slightly soluble in water and mixes readily with most organic solvents.
Benzenamine is used to make a wide variety of products such as polyurethane foam, agricultural chemicals, synthetic dyes, antioxidants, stabilizers for the rubber industry, herbicides, varnishes and explosives
Benzenamine is a primary arylamine in which an amino functional group is substituted for one of the benzene hydrogens.
Benzenamine is a primary arylamine and a member of Benzenamines.
Benzenamine is predominantly used as a chemical intermediate for the dye, agricultural, polymer, and rubber industries.
Benzenamine is also used as a solvent, and has been used as an antiknock compound for gasolines.
Uses
Used in the synthesis of dyes, rubber additives, drugs, photographic chemicals, isocyanates, and pesticides.
Shake-out operators and other foundry workers were exposed to Benzenamine from the decomposition of heated cold-box binders.
Industry Uses:
-Antioxidants/Antiozonants
-Dyes
-Intermediates
-Processing aids, not otherwise listed
Consumer Uses:
-Rubber Tires
Industry Processing Sectors:
-All other basic inorganic chemical manufacturing
-All other basic organic chemical manufacturing
-Pesticide, fertilizer, and other agricultural chemical manufacturing
-Petrochemical manufacturing
-Plastic material and resin manufacturing
-Plastics product manufacturing
-Rubber product manufacturing
-Synthetic dye and pigment manufacturing
-Textiles, apparel, and leather manufacturing
-Wholesale and retail trade
Benzenamine is an aromatic primary amine that may be used as a reactant in the synthesis of organic intermediates such as 3-chloro-N-phenyl-pyridin-2-amine, (Z)-methyl 3-(phenylamino)but-2-enoate, 2-iodo-N-phenylbenzamide, 2,4-dichloroquinoline and N-(2-propynyl)Benzenamine.
Benzenamine, an organic base used to make dyes, drugs, explosives, plastics, and photographic and rubber chemicals.
Benzenamine was first obtained in 1826 by the destructive distillation of indigo.
Benzenamines name is taken from the specific name of the indigo-yielding plant Indigofera anil (Indigofera suffruticosa); its chemical formula is C6H5NH2.
Benzenamine is prepared commercially by the catalytic hydrogenation of nitrobenzene or by the action of ammonia on chlorobenzene. The reduction of nitrobenzene can also be carried out with iron borings in aqueous acid.
Physicochemical Information:
Boiling point: 184 °C (1013 hPa)
Density: 1.021 g/cm3 (20 °C)
Explosion limit: 1.2 - 11 %(V)
Flash point: 70 °C
Ignition temperature: 540 °C
Melting Point: -6 °C
pH value: 8.8 (36 g/l, H₂O, 20 °C)
Vapor pressure: 0.49 hPa (20 °C)
Solubility: 36 g/l
Benzenamines are the organic compounds in the class of group coming in organic chemistry which are also called as aminobenzene or phenylamine.
Benzenamine has 6 carbon (C) atoms, 7 hydrogen (H) atoms, and 1 nitrogen (N) atom in its chemical formula of C6H7N or C6H5NH2. Because Benzenamine has an amino group in its structure, it is also an amine, hence it is classified as an aromatic amine.
Benzenamine is a musty, fishy-smelling yellowish to brownish, greasy liquid. -6°C melting point; 184°C boiling temperature; 158°F flash point Water-insoluble and somewhat denser than water. Vapors are more dense than air. Because Benzenamine is an aromatic molecule that combines readily with other aromatic compounds, a low Benzenamine point suggests a low diesel index. A high Benzenamine point suggests a highly paraffinic gasoline with a high Diesel index and excellent ignition quality.
Benzenamine is in the form of a yellowish and somewhat brownish oily liquid having a musty and a fishy odour.
Benzenamine smells like the odour of a rotten fish.
Benzenamine is a kind of chemical substance which is a flammable liquid and has an unpleasant odour. The compound is soluble in water.
Benzenamine can also be colourless to light brown.
Benzenamine has a chemical formula of C6H5NH2 or C6H7N and since it has 6 carbon atoms, 1 nitrogen atom and 7 hydrogen atoms in its chemical formula, it is classified under organic compounds.
Benzenamine has a boiling of about 184 oC and melting of about -6 o
Benzenamine is slightly soluble in water and sometimes freely soluble in the chemicals such as alcohol and ether.
This organic compound tends to darken when exposed to air and light.
Benzenamine is said to be weak base and on its reaction with strong acids, it forms anilinium ion -C6H5-NH3+.
Benzenamine is said to be toxic when it gets inhaled through the air or gets absorbed into the skin as it produces nitrogen oxides which are harmful to the environment.
Uses
Benzenamines are employed in various fields of science and everyday life as given below-
Benzenamines are used in the rubber industry for the processing of rubber chemicals and products such as car tyres, balloons, gloves, etc.
Benzenamine is used as a dyeing agent in the manufacture of clothes such as jeans, etc
Benzenamine is employed in the production of drugs such as paracetamol, Tylenol, acetaminophen.
Benzenamine is used as a pesticide and fungicides in the agricultural industry
Benzenamine is utilized in the manufacture of polyurethane which is, in turn, used in the making of plastics.
Benzenamine is an organic chemical compound, specifically a primary aromatic amine.
Benzenamine consists of a benzene ring attached to an amino group.
Benzenamine is oily and, although colorless, it can be slowly oxidized and resinified in air to form impurities which can give it a red-brown tint.
Benzenamines boiling point is 184 degree centigrade and its melting point is -6 degree centegrade.
Benzenamine is a liquid at room temperature. Like most volatile amines, it possesses a somewhat unpleasant odour of rotten fish, and also has a burning aromatic taste; it is a highly acrid poison.
Benzenamine ignites readily, burning with a large smoky flame.
Benzenamine is synthesized by catalytic hydrogenation of nitrobenzene or by ammonolysis of phenol. In industry, Benzenamine is an initiator or intermediary in the synthesis of a wide variety of products, most notably polyurethane foam, agricultural chemicals, analgesics, synthetic dyes, antioxidants, stabilizers for the rubber industry, and hydroquinone for photographic developing.
Benzenamine has been used as an octane booster in gasoline.
Molecular weight: 93.1 daltons
Boiling point (760 mm Hg): 363ºF (184.4ºC)
Freezing point: 21ºF (-6.2ºC)
Specific gravity: 1.02 (water = 1)
Vapor pressure: 0.6 mm Hg at 68ºF (20ºC)
Gas density: 3.2 (air = 1)
Water solubility: Water soluble (4% at 68ºF) (20ºC)
Flammability: Flammable at temperatures >158ºF (70ºC)
Flammable range: 1.3% to 25% (concentration in air)
Benzenamine displays a capacity to induce methemoglobinemia, glutathione depletion, membrane cytoskeletal changes, loss of circulating blood cells, and adversely affects blood stability.
Benzenamine and its derivatives are important chemicals with major use in the production of antioxidants, dyes, rubbers, pharmaceuticals, and herbicides.
Benzenamine, phenylamine or aminobenzene is an organic compound with the formula C6H5NH2.
Benzenamine is the simplest and one of the most important aromatic amines, being used as a precursor to more-complex chemicals.
Benzenamines main application is in the manufacture of polyurethane. Like most volatile amines, it possesses the somewhat unpleasant odour of rotten fish and also has a burning aromatic taste; it is a highly-acrid poison.
Benzenamine ignites readily, burning with a smoky flame.
Uses
The great commercial value of Benzenamine was due to the readiness with which it yields, directly or indirectly, dyestuffs. The discovery of mauve in 1856 by William Henry Perkin was the first of a series of dyestuffs that are now to be numbered by hundreds. Reference should be made to the articles dyeing, fuchsine, safranine, indulines, for more details on this subject. In addition to its use as a precursor to dyestuffs, it is a starting-product for the manufacture of many drugs, such as paracetamol (acetaminophen, Tylenol).
Benzenamine is used to stain neural RNA blue in the Nissl stain.
At the present time, the largest market for Benzenamine is preparation of methylene diphenyl diisocyanate (MDI), some 85% of Benzenamine serving this market. Other uses include rubber processing chemicals (9%), herbicides (2%), and dyes and pigments (2%).
About Benzenamine
Helpful information
Benzenamine is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 1 000 000 tonnes per annum.
Benzenamine is used at industrial sites and in manufacturing.
Consumer Uses
ECHA has no public registered data indicating whether or in which chemical products the substance might be used. ECHA has no public registered data on the routes by which Benzenamine is most likely to be released to the environment.
Article service life
ECHA has no public registered data on the routes by which Benzenamine is most likely to be released to the environment. ECHA has no public registered data indicating whether or into which articles the substance might have been processed.
Widespread uses by professional workers
ECHA has no public registered data indicating whether or in which chemical products the substance might be used. ECHA has no public registered data on the types of manufacture using Benzenamine. ECHA has no public registered data on the routes by which Benzenamine is most likely to be released to the environment.
Formulation or re-packing
ECHA has no public registered data indicating whether or in which chemical products the substance might be used. ECHA has no public registered data on the routes by which Benzenamine is most likely to be released to the environment.
Uses at industrial sites
Benzenamine is used in the following products: pH regulators and water treatment products.
Benzenamine has an industrial use resulting in manufacture of another substance (use of intermediates).
Benzenamine is used for the manufacture of: chemicals.
Release to the environment of Benzenamine can occur from industrial use: as an intermediate step in further manufacturing of another substance (use of intermediates), for thermoplastic manufacture and manufacturing of the substance.
Manufacture
Release to the environment of Benzenamine can occur from industrial use: manufacturing of the substance, as an intermediate step in further manufacturing of another substance (use of intermediates) and for thermoplastic manufacture.
Benzenamine is used as a solvent.
Benzenamine has been used as an antiknock compound for gasolines.
Benzenamine has a major application in the preparation of polyurethane which is used in making plastic, building thermal foam insulations and in refrigerators.
Benzenamine is widely used in the preparation of methylene diBenzenamine and related compounds by reacting with formaldehyde.
Benzenamine combines with nitric acid and is utilized as rocket fuel for small missiles and jet assisted take-off.
Benzenamine acts as an additive to rubber and its derivatives such as phenylenediamines and diphenylamine are used as antioxidants.
Benzenamine finds application in dyes and pigments in agricultural and polymer industries.
Benzenamine is employed at a smaller scale in the production of the intrinsically conducting polymer polyBenzenamine.
Benzenamine is an important intermediate. The more important products produced by Benzenamine were 300. There are about 80 Benzenamine manufacturers in the world, with an annual total production capacity of more than 2.7 million t/a and an output of about 2.3 million t. The main consumption field is MDI, in 2000, its consumption accounted for about 84% of the total consumption of Benzenamine.
Benzenamine is mainly consumed in MDI, dye industry, rubber additives, pharmaceuticals, pesticides and organic intermediates.
A standard sample for measuring the refractive index. Halogen, chromate, vanadate, nitrite and carboxylic acid were detected. For the pharmaceutical industry, organic synthesis.
Formula: C6H7N / C6H5NH2
Molecular mass: 93.1
Boiling point: 184°C
Melting point: -6°C
Relative density (water = 1): 1.02
Solubility in water, g/100ml at 20°C: 3.4
Vapour pressure, Pa at 20°C: 40
Relative vapour density (air = 1): 3.2
Flash point: 76°C c.c.
Auto-ignition temperature: 630°C
Explosive limits, vol% in air: 1.2-11.0
Octanol/water partition coefficient as log Pow: 0.94
Benzenamines are an organic compound.
Benzenamine has a formula C6H5NH2 since it has 6 carbon atoms, 1 nitrogen atom and 7 hydrogen atoms.
Benzenamines has a phenyl group attached to an amino group.
Benzenamine is the simplest aromatic amine. Benzenamines are an industrially significant commodity chemical. Like other volatile amines, it has the odour of rotten fish.
Benzenamine ignites easily.
Benzenamine burns with a smoky flame characteristic of aromatic compounds.
Chemically, Benzenamine is an electron-rich benzene derivative. As a consequence, Benzenamine reacts rapidly in electrophilic aromatic substitution reactions.
Benzenamine is also prone to oxidation. Freshly purified Benzenamine is a bit colourless oil, on exposure to air results in gradual darkening of the sample (to yellow or red) due to the formation of strongly coloured, oxidized impurities.
Benzenamine is diazotized to give a diazonium salt. This salt then undergoes various nucleophilic substitution reactions.
Benzenamine has a boiling of about 184oC and melting of about −6o.
Benzenamine is soluble in water.
Benzenamine is freely soluble in chemicals such as alcohol and ether.
Benzenamine tends to darken when it is exposed to air and light.
Benzenamine is said to be a weak base and on its reaction with strong acids, it forms anilinium ion −C6H−5NH+3.
Benzenamine is said to be toxic when it gets inhaled through the air or gets absorbed into the skin as it produces nitrogen oxides which are harmful to the environment.
Benzenamines are in use in the rubber industry.
Benzenamine is for the processing of rubber chemicals and products. These are car tyres, balloons, gloves, etc.
Benzenamine is in use as a dyeing agent in the manufacture of clothes such as jeans, etc.
Benzenamine is employed in the production of drugs like paracetamol, Tylenol, acetaminophen.
Benzenamine is in use as a pesticide and fungicides in the agricultural industry.
Benzenamine is in use in the manufacture of polyurethane which is, in turn, in use in the making of plastics.
Benzenamine is also in use at a smaller scale in the production of the intrinsically conducting polymer polyBenzenamine.
Benzenamine is a type of organic base which is used in the making of several dyes, explosives, plastics, drugs, and rubber, and photographic chemicals.
Benzenamines are the organic compounds that lie in the class of groups coming in the organic chemistry that is referred to as aminobenzene or phenylamine.
The boiling of Benzenamine is 184.13 °C and its melting point is −6.3 °C.
The compound of Benzenamine is slightly soluble in water and many times freely soluble in the chemicals like alcohol and ether.
This organic compound turns darker when it is exposed to light and air.
Benzenamine is known to be a weak base and when it reacts with strong acids, it tends to form an anilinium ion C6H5N3+.
Benzenamine is said to be toxic when it is inhaled via the air or tends to get absorbed into the skin since it produces nitrogen oxides that are harmful to the human body as well as the environment.
Benzenamines have their uses in the rubber industry to process the rubber chemicals and products like car tyres, gloves, balloons, etc.
Benzenamine is also used as a dyeing agent for the manufacturing of clothes like jeans, etc.
Benzenamine is used for the production of drugs, for example, paracetamol, acetaminophen, and Tylenol.
Benzenamine is also used in the form of pesticides and fungicides when it comes to the agricultural industry.
Benzenamine is also used for the manufacturing of polyurethane which is then used for making plastics.
IUPAC names:
Aminobenzene
aminobenzene
ANILINE
Benzenamine
Benzenamine
Benzenamine
Benzenamine
Arylamine
benzeneamine
Phenylamine
phenylamine
SYNONYMS:
2491-74-9 [RN]
Benzenamine, N,N-dimethyl-4-((4-nitrophenyl)azo)-
Benzenamine, N,N-dimethyl-4-[(4-nitrophenyl)azo]-
Benzenamine, N,N-dimethyl-4-[(E)-2-(4-nitrophenyl)diazenyl]- [ACD/Index Name]
N,N-dimethyl-4-[(1E)-2-(4-nitrophenyl)diazen-1-yl]Benzenamine
N,N-Dimethyl-4-[(E)-(4-nitrophenyl)diazenyl]anilin [German] [ACD/IUPAC Name]
N,N-Dimethyl-4-[(E)-(4-nitrophenyl)diazenyl]Benzenamine [ACD/IUPAC Name]
N,N-Diméthyl-4-[(E)-(4-nitrophényl)diazényl]Benzenamine [French] [ACD/IUPAC Name]
N,N-Dimethyl-4-[2-(4-nitrophenyl)diazenyl]benzenamine
1-[4-(dimethylamino)phenyl]-2-{4-nitrophenyl}diazene
4//'-Nitro-4-dimethylaminoazobenzene
4-dimethylamino-4'-nitroazobenzene
4-NITRO-((4-(N-DIMETHYL)AMINOPHENYL)AZO)BENZENE
4-Nitro-4'-(N,N-dimethylamino)-azobenzene
4'-Nitro-4-dimethylaminoazobenzene
4-NITRO-4-DIMETHYLAMINOAZOBENZENE
55252-43-2 [RN]
BENZENAMINE, N,N-DIMETHYL-4-[(1E)-(4-NITROPHENYL)AZO]-
Benzenamine,N,N-dimethyl-4-[2-(4-nitrophenyl)diazenyl]-
MFCD00059834
N,N-Dimethyl-4-[(4-nitrophenyl)diazenyl]Benzenamine [ACD/IUPAC Name]
N,N-dimethyl-4-[(E)-2-(4-nitrophenyl)diazen-1-yl]Benzenamine
