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2-Aminonaphthalene

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Products Intro: Product Name:2-Aminonaphthalene
CAS:91-59-8
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CAS:91-59-8
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CAS:91-59-8
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Products Intro:Product Name:2-Aminonaphthalene
CAS:91-59-8
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Products Intro:Product Name:2-AMinonaphthalene
CAS:91-59-8
Purity:98%
2-Aminonaphthalene Basic information
Chemical properties Health hazards of Aminonaphthalene Chemical properties Uses Production method Category Toxicity grading Acute toxicity Flammability hazard characteristics Storage characteristics Extinguishing agent
Product Name:2-Aminonaphthalene
Synonyms:2-naphthylaminemustard;6-Naphthylamine;beta-Naftalamin;beta-Naftilamina;beta-naftilamina[qr];beta-Naftylamin;beta-naftylamin(czech)[qr];beta-naftyloamina
CAS:91-59-8
MF:C10H9N
MW:143.19
EINECS:202-080-4
Product Categories:Intermediates of Dyes and Pigments;Naphthylamine;13C & 2H Sugars;Amines;Aromatics;Fluorescent
Mol File:91-59-8.mol
2-Aminonaphthalene Structure
2-Aminonaphthalene Chemical Properties
Melting point 111-113 °C(lit.)
Boiling point 306 °C(lit.)
density 1.061 g/mL at 25 °C(lit.)
storage temp. -20°C Freezer
solubility Solubility Soluble in hot water, ethanol, ether
pka4.16(at 25℃)
form powder
color pink to purple
PH RangeNon& uorescence (2.8) to violet & uorescence (4.4)
Water Solubility <0.1 g/100 mL at 22 ºC
Merck 13,6425
Stability:Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference91-59-8(CAS DataBase Reference)
NIST Chemistry Reference2-Naphthalenamine(91-59-8)
EPA Substance Registry System2-Naphthalenamine(91-59-8)
Safety Information
Hazard Codes T,N
Risk Statements 45-22-51/53
Safety Statements 53-45-61
RIDADR UN 1650 6.1/PG 2
WGK Germany 3
RTECS QM2100000
HazardClass 6.1(a)
PackingGroup II
Hazardous Substances Data91-59-8(Hazardous Substances Data)
MSDS Information
ProviderLanguage
beta-Naphthylamine English
SigmaAldrich English
2-Aminonaphthalene Usage And Synthesis
Chemical properties2-Aminonaphthalene is also known as B-Aminonaphthalene and β-Aminonaphthalene, it is white to pink shiny flaky crystal, it is volatile with water vapor. It is harmful, carcinogenic, the International Institute for Cancer Research (IARC) put benzidine, 2-Aminonaphthalene and 4-aminobiphenyl as a human carcinogen (evidence), we should be particularly careful. The relative density is 1.0614 (98/4℃), m.p. is 111~113℃, boiling point is 306℃. It is insoluble in water, but soluble in hot water, ethanol, ether and benzene etc. Aqueous solution is blue fluorescence. It can be reducted by heat silver nitrate ammonia solution. It is synthesized by 2-naphthol with ammonia and ammonium sulfite in a high pressure system. 2-Aminonaphthalene is an important dye intermediates, can be used in the manufacture of dyes, phthalocyanine dyes, reactive dyes (Reactive brilliant orange K-7R, active golden XG, active golden KM-G, Reactive Yellow KM-RN, big red group B) and J acid. It can also be used as organic analytical reagents and fluorescent indicator, and also as a synthesis of organic materials.
It can enter from the respiratory tract, gastrointestinal tract and skin. Long-term exposure β-Aminonaphthalene can cause bladder cancer. It can cause weak stimulation of the skin, contact dermatitis, and methemoglobinemia. After the diagnosis of bladder cancer should be early surgery. Prevention should be carried out from the reform process firstly, 1-naphthylamine acetic acid should be used in place of β-Aminonaphthalene. Production equipment should be tightly closed to prevent the escape of toxic vapors and dusts.
The above information is edited by the chemicalbook of Wang Xiaodong.
Health hazards of AminonaphthaleneThere are two kinds Aminonaphthalene isomers, i.e. Aminonaphthalene (1-naphthyl amine or α-Aminonaphthalene) and acetic Aminonaphthalene (2-Aminonaphthalene or β-Aminonaphthalene, the molecular weight is 143.18. Aminonaphthalene is yellow needles, specific gravity is 1.13, melting point is 50℃, boiling point is 300.8℃; it is soluble in ether and alcohol, slightly soluble in water. B-Aminonaphthalene is colorless or pink flaky crystals, specific gravity is 1.061, melting point is 110.2℃, boiling point is 306.1℃; it is soluble in water, alcohol, ether and benzene. Aminonaphthalene is mainly used in the dye industry and as accelerator in rubber vulcanization. Aminonaphthalene is also used in the synthesis of some compounds containing naphthyl.
Both are intermediates in dyes and other organic synthesis. 5% 2-Aminonaphthalene is also generated in the production of 1-Aminonaphthalene. In 1950s, large-scale survey of occupational disease considered 2-Aminonaphthalene as strong carcinogens, 1-Aminonaphthalene was also carcinogenic, mainly because of its metabolites can cause bladder cancer, and other cancers. Coal tar and cigarette smoke contains. At present, most countries have banned the production of 2-Aminonaphthalene, and limit content of coexistence 2-Aminonaphthalene in 1-Aminonaphthalene.
Aminonaphthalene can enter the body through the respiratory tract, may also enter from the gastrointestinal tract and skin. After Aminonaphthalene enter the body, a small part of the prototype is discharged from the urine, most convert to carcinogenic hydroxy derivatives and quinone imine (NH: C6H4: O) derivatives. B-Aminonaphthalene can cause contact dermatitis. Acute poisoning can cause methemoglobinemia, or acute hemorrhagic cystitis. The major harm of Long-term exposure B-Aminonaphthalene can cause bladder cancer, induced phase is average of 15 to 20 years. A small portion of the contact may outbreak after transferred of work in a few years. Most is malignant bladder cancer, it shows slow onset, early symptoms is sudden onset of painless hematuria or microscopic hematuria. Cystoscopy can assist diagnosis.
Long-term exposure should have regular and routine urine cytology examination, if anomalies should be timely cystoscopy. When confirm the diagnosis of bladder cancer, surgery should be carried out immediately.
Some countries consider Aminonaphthalene as human carcinogen, so the regulations do not be allowed Aminonaphthalene measured in workplace. China has claimed strictly control, but do not make specific provision.
Reference: China Medical Encyclopedia.
Chemical propertiesIt is white to pink leaf-shaped crystal.
UsesAmino and nitrite of Aminonaphthalene can form diazonium salt, and can turn into a variety of hydrocarbon derivatives of naphthalene, it can be used in the manufacture of dyes and organic synthesis, also used as indicators of organic analytical reagents and fluorescent agents.
Production methodSince the nitration of naphthalene can not obtain 2-nitro-naphthalene, so the producing methods is different from 1-Aminonaphthalene. 2-Aminonaphthalene is derived by 2-naphthol pressurized ammonia solution.
CategoryToxic Substances.
Toxicity gradingMid toxicity.
Acute toxicityOral-rat LD50: 727 mg/kg; intraperitoneal-Mouse LD50: 200 mg/kg.
Flammability hazard characteristicsFire combustible; heat and emit toxic nitrogen oxide gases.
Storage characteristicsTreasury ventilation low-temperature drying; and acids, oxidants, food additives stored separately.
Extinguishing agentFoam, carbon dioxide, dry, sandy soil.
Chemical PropertiesLight Brown Solid
UsesIt is listed as a known human carcinogen. Used in manufacturing of dyes, as antioxidant in rubber
UsesAn amine compound used for research purposes
DefinitionChEBI: A naphthylamine carrying the amino group at position 2.
General DescriptionA white to reddish colored solid in the form of flakes. Slightly soluble in hot water and denser than water. Toxic by ingestion, inhalation and skin absorption. Used to make dyes and agricultural chemicals.
Air & Water Reactions2-Aminonaphthalene darkens in air to a reddish-purple color (oxidizes). Slightly soluble in hot water and denser than water. Napthyl amines can be slowly hydrolyzed, releasing NH3 as a byproduct [N.L. Drake, Org. React. 1, (1942), 105].
Reactivity Profile2-Aminonaphthalene is a weak base. 2-Aminonaphthalene is incompatible with strong oxidizing agents and strong acids. 2-Aminonaphthalene is also incompatible with nitrous acid. 2-Aminonaphthalene reduces warm ammoniacal silver nitrate.
Health HazardTOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.
Fire HazardCombustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.
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