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1-Naphthylamine

1-Naphthylamine
1-Naphthylamine structure
CAS No.
134-32-7
Chemical Name:
1-Naphthylamine
Synonyms
ci37265;Aminogen I;C.I. 37265;1-Naftylamin;naphthalidam;Naphtylamines;1-Naftilamina;1-Naftylamine;Naphthalidine;1-phthylamine
CBNumber:
CB8719818
Molecular Formula:
C10H9N
Formula Weight:
143.19
MOL File:
134-32-7.mol

1-Naphthylamine Properties

Melting point:
47-50 °C (lit.)
Boiling point:
301 °C (lit.)
Density 
1.114 g/mL at 25 °C (lit.)
vapor pressure 
0.003 hPa (20 °C)
refractive index 
1.6703
Flash point:
>230 °F
storage temp. 
Store below +30°C.
solubility 
1.7g/l
form 
flakes
pka
3.92(at 25℃)
color 
light tan to purple
PH
7.1 (1g/l, H2O, 20℃)
PH Range
Non& uorescence (3.4) to blue & uorescence (4.8)
Odor
Ammonia odor
Water Solubility 
Insoluble. 0.1698 g/100 mL
Merck 
14,6398
BRN 
386133
Henry's Law Constant
6.13 x 10-10 atm?m3/mol at 25 °C (thermodynamic method-GC/UV spectrophotometry, Altschuh et al., 1999)
Exposure limits
TLV-TWA not assigned; carcinogenicity: Human Carcinogen (skin) (MSHA and OSHA).
Major Application
color filter, photoresists, recording media, light-emitting device, disk, display device, oil products, construction materials, leather, textile, chalk, explosives
CAS DataBase Reference
134-32-7(CAS DataBase Reference)
Indirect Additives used in Food Contact Substances
1-NAPHTHYLAMINE
FDA 21 CFR
175.105
EWG's Food Scores
3-6
FDA UNII
9753I242R5
Proposition 65 List
1-Naphthylamine
NIST Chemistry Reference
1-Naphthalenamine(134-32-7)
IARC
3 (Vol. 4, Sup 7) 1987
EPA Substance Registry System
1-Naphthalenamine (134-32-7)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS05,GHS07,GHS08,GHS09
Signal word  Danger
Hazard statements  H290-H314-H302-H350-H411
Precautionary statements  P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P201-P301+P312+P330-P308+P313
Hazard Codes  C,N,Xn,T
Risk Statements  34-51/53-22-45
Safety Statements  26-36/37/39-45-61-24-53
RIDADR  UN 2790 8/PG 3
WGK Germany  2
RTECS  QM1400000
8-23
Autoignition Temperature 460 °C
HS Code  2921 45 00
HazardClass  6.1(b)
PackingGroup  III
Toxicity LD50 orally in Rabbit: 680 mg/kg
NFPA 704
1
2 0

1-Naphthylamine price More Price(13)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.22291 1-Naphthylamine for synthesis 134-32-7 100 g $29.69 2021-03-22 Buy
Sigma-Aldrich 38497 Nitrate Reagent A for microbiology 134-32-7 100ml-f $34.9 2020-08-18 Buy
Sigma-Aldrich 38497 Nitrate Reagent A for microbiology 134-32-7 100 mL $36 2021-03-22 Buy
Sigma-Aldrich 34390 1-Naphthylamine analytical standard 134-32-7 250mg $90.5 2021-03-22 Buy
Sigma-Aldrich 8.22291 1-Naphthylamine for synthesis 134-32-7 1 kg $98.97 2021-03-22 Buy

1-Naphthylamine Chemical Properties,Uses,Production

Chemical Properties

Solid

Chemical Properties

α-Naphthylamine exists as white needle-like crystals which turn red on exposure to air. Has a weak ammonia-like odor.

Physical properties

White to yellow crystals or rhombic needles with an unpleasant odor. Becomes purplish-red on exposure to air. Odor threshold concentrations were 140–290 μg/m3 (quoted, Keith and Walters, 1992).

Uses

1-Naphthylamine is used in the manufactureof dyes and tonic prints.

Uses

A reagent used to synthesize various dyes used in the textile industry.

Production Methods

There is no information on recent production volumes.1-Naphthylamine is used as a chemical intermediate in the synthesis of a wide variety of chemicals, the most important of which include dyes, antioxidants, and herbicides.
Workers involved in the production of chemicals involving 1-naphthylamine were known to have been exposed. Smokers may also be exposed since cigarette smoke contains about 0.03 mg 1-naphthylamine per cigarette.

Preparation

1-Nitronaphthalene reduction.

Synthesis Reference(s)

Tetrahedron Letters, 25, p. 429, 1984 DOI: 10.1016/S0040-4039(00)99903-9
Chemical and Pharmaceutical Bulletin, 34, p. 1524, 1986 DOI: 10.1248/cpb.34.1524

General Description

A crystalline solid or a solid dissolved in a liquid. Insoluble in water and denser than water. Contact may slightly irritate skin, eyes and mucous membranes. May be slightly toxic by ingestion. Used to make other chemicals.

Air & Water Reactions

Sensitive to exposure to air and light. Insoluble in water. Napthyl amines can be slowly hydrolyzed, releasing NH3 as a byproduct [N.L. Drake, Org. React. 1, (1942), 105].

Reactivity Profile

1-Aminonaphthalene is incompatible with oxidizing agents. 1-Aminonaphthalene is also incompatible with nitrous acid. 1-Aminonaphthalene reduces warm ammoniacal silver nitrate. .

Hazard

Toxic, especially if containing the β isomer; a questionable carcinogen.

Health Hazard

Inhalation may cause cyanosis (blue color in lips and under finger nails). Contact with liquid causes local irritation of eyes. Neither ingestion nor contact with skin produces any recognized immediate effects.

Health Hazard

1-Naphthylamine is a moderately toxicand cancer-causing substance. The toxicsymptoms arising from oral intake orskin absorption of this compound includeacute hemorrhagic cystitis, dyspnea, ataxia,dysuria, and hematuria. An intraperitonealLD50 value in mice is 96 mg/kg. Inhalationof dusts or vapors is hazardous, showingsimilar symptoms. 1-Naphthylamine causedleukemia in rats. There is substantialevidence of its cancer-causing effects inanimals and humans.

Fire Hazard

Special Hazards of Combustion Products: Toxic nitrogen oxides are produced in a fire.

Safety Profile

Confirmed carcinogen with experimental tumorigenic data. Along with p-naphthylamine and benzidine, it has been incriminated as a cause of urinary bladder cancer. Poison by subcutaneous and intraperitoneal routes. Moderately toxic by ingestion. Mutation data reported. Combustible when exposed to heat or flame. Incompatible with nitrous acid. To fight fire, use dry chemical, CO2, mist, spray. When heated to decomposition it emits toxic fumes of NOx.

Potential Exposure

α-Naphthylamine is used as an intermediate in dye production; for manufacturing herbicides and antioxidants; in the manufacture of condensation colors, rubber, and in the synthesis of many chemicals, such as α-naphthol, sodium naphthionate; o-naphthionic acid; Neville and Winther’s acid; sulfonated naphthylamines, α-naphthylthiourea (a rodenticide); and N-phenyl- α-naphthylamine.

Carcinogenicity

1-Naphthylamine has been tested for carcinogenic activity in mice, hamsters, and dogs by oral administration, in newborn mice by SC injection, and in mice by bladder implantation. Most of these studies reported negative findings, while a few found marginal or equivocal results. In contrast, with the exception of bladder implantation study, 2-naphthylamine gave positive results in virtually all these studies. Mixed results were reported in various genotoxicity tests. 1-Naphthylamine was positive in the Ames test and in vitro chromosome aberration, negative in micronucleus, cell transformation, and recessive lethal mutation in Drosophila, and inconclusive in sister chromatid exchange assays.

Environmental Fate

Biological. 1-Naphthylamine added to three different soils was incubated in the dark at 23 °C under a carbon dioxide-free atmosphere. After 308 d, 16.6 to 30.7% of the 1-naphthylamine added to soil biodegraded to carbon dioxide (Graveel et al., 1986). Li and Lee (1999) investigated the reaction of 10 mL of 7 mM 1-naphthylamine with 4 g of a Chalmers soil (pH: 6.5, 11.1% sand, 72.8% silt, 16.0% clay). After 120 h, the soil was washed with acetonitrile and the extractant analyzed using GC/MS. The primary transformation product was a dimer tentatively identified as N-(4-aminonaphthyl)-1-naphthylamine. The investigators hypothesized that the formation of this compound and two other unidentified dimers was catalyzed by minerals present in the soil.
Heukelekian and Rand (1955) reported a 5-d BOD value of 0.89 g/g which is 34.6% of the ThOD value of 2.57 g/g. In activated sludge inoculum, following a 20-d adaptation period, no degradation was observed (Pitter, 1976).
Photolytic. Low et al. (1991) reported that the photooxidation of aqueous primary amine solutions by UV light in the presence of titanium dioxide resulted in the formation of ammonium and nitrate ions.
Chemical/Physical. Kanno et al. (1982) studied the aqueous reaction of 1-naphthylamine and other substituted aromatic hydrocarbons (aniline, toluidine, 2-naphthylamine, phenol, cresol, pyrocatechol, resorcinol, hydroquinone, and 1-naphthol) with hypochlorous acid in the presence of ammonium ion. They reported that the aromatic ring was not chlorinated as expected but was cleaved by chloramine forming cyanogen chloride. The amount of cyanogen chloride that formed increased as the pH was lowered (Kanno et al., 1982).
At influent concentrations (pH 3.0) of 10, 1.0, 0.1, and 0.01 mg/L, the GAC adsorption capacities were 250, 140, 79, and 44 mg/g, respectively. At pHs 7.0 and 9.0, the GAC adsorption capacities were 360, 160, 75, and 34 mg/g at influent concentrations of 10, 1.0, 0.1, and 0.01 mg/L, respectively (Dobbs and Cohen, 1980).

Shipping

UN2077 alpha-Naphthylamine, Hazard Class: 6.1; Labels: 6.1-Poisonous materials. PGIII.

Purification Methods

Sublime the amine at 120o in a stream of nitrogen, then crystallise it from pet ether (b 60-80o), or absolute EtOH then diethyl ether. Dry it in vacuo in an Abderhalden pistol. It has also been purified by crystallisation of its hydrochloride (see below) from water, followed by liberation of the free base and distillation; it is finally purified by zone melting. The styphnate has m 181-182o (from EtOH). [Beilstein 12 III 2846, 12 IV 3009.] CARCINOGEN.

Properties and Applications

white or rose needle crystal, in the air in the color can gradually became brown or purple, smelly. Melting point 50 ℃, freezing point 45.4 ℃ (industrial), boiling point 301 ℃, relative density 1.123 (25 ℃), the flash point of 157 ℃. Slightly soluble in water, soluble in ethanol and aether. Can the sublimation, with the steam evaporation.

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, nitrous acid, organic anhydrides, isocyanates, aldehydes. Oxidizes on contact with air.

Waste Disposal

Controlled incineration whereby oxides of nitrogen are removed from the effluent gas by scrubber, catalyst, or thermal device. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal.

1-Naphthylamine Preparation Products And Raw materials

Raw materials

Preparation Products


1-Naphthylamine Suppliers

Global( 314)Suppliers
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View Lastest Price from 1-Naphthylamine manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-12-01 1-Naphthylamine
134-32-7
US $10.60 / KG 1KG 99% 5000kg Hebei Crovell Biotech Co Ltd
2021-07-02 1-Naphthylamine >=99.0%
134-32-7
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
2019-12-31 1-NaphthylaMine
134-32-7
US $1.00 / KG 1KG 99% 20T Shaanxi Dideu Medichem Co. Ltd

1-Naphthylamine Spectrum


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