N-Phenyl-2-naphthylamine

Names

[ CAS No. ]:
135-88-6

[ Name ]:
N-Phenyl-2-naphthylamine

[Synonym ]:
N-Phenyl-2-naphthylamine
2-Naphthalenamine, N-phenyl-
MFCD00004052
N-(2-Naphthyl)aniline
N-Phenyl-2-naphthalenamine
2-Anilinonaphthalene
N-phenylnaphthalen-2-amine
EINECS 205-223-9

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
395.5±0.0 °C at 760 mmHg

[ Melting Point ]:
105-108 °C(lit.)

[ Molecular Formula ]:
C₁₆H₁₃N

[ Molecular Weight ]:
219.281

[ Flash Point ]:
209.2±14.7 °C

[ Exact Mass ]:
219.104797

[ PSA ]:
12.03000

[ LogP ]:
4.20

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.702

[ Storage condition ]:
-20°C

[ Stability ]:
Stable. Incompatible with oxidizing agents.

[ Water Solubility ]:
Insoluble.

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: QM4550000

CHEMICAL NAME :: 2-Naphthylamine, N-phenyl-

CAS REGISTRY NUMBER :: 135-88-6

BEILSTEIN REFERENCE NO. :: 2211188

LAST UPDATED :: 199712

DATA ITEMS CITED :: 37

MOLECULAR FORMULA :: C16-H13-N

MOLECULAR WEIGHT :: 219.30

WISWESSER LINE NOTATION :: L66J CMR

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 8730 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity)

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 8700 mg/kg

TOXIC EFFECTS :: Brain and Coverings - other degenerative changes Lungs, Thorax, or Respiration - acute pulmonary edema Liver - other changes

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1450 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 19 gm/kg/19D-I

TOXIC EFFECTS :: Kidney, Ureter, Bladder - proteinuria Blood - changes in erythrocyte (RBC) count Nutritional and Gross Metabolic - weight loss or decreased weight gain

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 52 gm/kg/30D-I

TOXIC EFFECTS :: Liver - liver function tests impaired Related to Chronic Data - death

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 182 gm/kg/13W-I

TOXIC EFFECTS :: Liver - changes in liver weight Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis) Related to Chronic Data - death

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 36400 mg/kg/1Y-I

TOXIC EFFECTS :: Liver - liver function tests impaired Kidney, Ureter, Bladder - urine volume increased Kidney, Ureter, Bladder - proteinuria

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 437 gm/kg/13W-I

TOXIC EFFECTS :: Liver - changes in liver weight Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis) Related to Chronic Data - death

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 433 gm/kg/2Y-C

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Kidney, Ureter, Bladder - Kidney tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 208 gm/kg/97W-C

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Lungs, Thorax, or Respiration - tumors Liver - tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 464 mg/kg

TOXIC EFFECTS :: Tumorigenic - neoplastic by RTECS criteria Liver - tumors

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 264 gm/kg/99W-C

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Lungs, Thorax, or Respiration - tumors Liver - tumors

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 135 gm/kg/78W-I

TOXIC EFFECTS :: Tumorigenic - neoplastic by RTECS criteria Liver - tumors

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 17280 mg/kg/9W-I

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Lungs, Thorax, or Respiration - tumors Kidney, Ureter, Bladder - Kidney tumors

MUTATION DATA

TEST SYSTEM :: Rodent - mouse

REFERENCE :: GTPZAB Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1-36, 1957-1992. For publisher information, see MTPEEI Volume(issue)/page/year: 23(9),57,1979 *** REVIEWS *** ACGIH TLV-Not classifiable as a human carcinogen DTLVS* The Threshold Limit Values (TLVs) and Biological Exposure Indices (BEIs) booklet issues by American Conference of Governmental Industrial Hygienists (ACGIH), Cincinnati, OH, 1996 Volume(issue)/page/year: TLV/BEI,1997 IARC Cancer Review:Animal Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 16,325,1978 IARC Cancer Review:Human Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 16,325,1978 IARC Cancer Review:Group 3 IMSUDL IARC Monographs, Supplement. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) No.1- 1979- Volume(issue)/page/year: 7,318,1987 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-AUSTRALIA;Carcinogen JAN 1993 OEL-BELGIUM;Carcinogen JAN 1993 OEL-FINLAND;Carcinogen JAN 1993 OEL-GERMANY;Carcinogen JAN 1993 OEL-SWEDEN;Carcinogen JAN 1993 OEL IN BULGARIA, COLOMBIA, JORDAN, KOREA check ACGIH TLV OEL IN NEW ZEALAND, SINGAPORE, VIETNAM check ACGIH TLV *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH RECOMMENDED EXPOSURE LEVEL (REL) : NIOSH REL TO N-PHENYL-beta-NAPHTHYLAMINE-air:CA lowest concentration REFERENCE : NIOSH* National Institute for Occupational Safety and Health, U.S. Dept. of Health, Education, and Welfare, Reports and Memoranda. Volume(issue)/page/year: DHHS #92-100,1992 NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 80313 No. of Facilities: 751 (estimated) No. of Industries: 15 No. of Occupations: 32 No. of Employees: 16148 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 80313 No. of Facilities: 33 (estimated) No. of Industries: 2 No. of Occupations: 4 No. of Employees: 1356 (estimated) No. of Female Employees: 41 (estimated)

Safety Information

[ Symbol ]:

GHS07, GHS08, GHS09

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H317-H319-H351-H411

[ Precautionary Statements ]:
P273-P280-P305 + P351 + P338

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges

[ Hazard Codes ]:
Xn,N

[ Risk Phrases ]:
R36/38;R40;R43;R51/53

[ Safety Phrases ]:
S22-S24/25-S61-S36/37-S26

[ RIDADR ]:
3077

[ WGK Germany ]:
2

[ RTECS ]:
QM4550000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)

[ HS Code ]:
2921499090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

2-Naphthaleneboronic acid
Benzene, azido-
2-(4-methylphenyl)sulfonyloxynaphthalene
2-Naphthol
phosphorous acid
1,1'-METHYLENEDI-2-NAPHTHOL
Bromobenzene
Naphthalen-2-amine
nitrobenzene

DownStream

2-Propenoic acid,2-furanylmethyl ester
7H-Benzo(c)phenothiazine
7h-benzo[c]carbazole
Phenazine
Benzamide,N-2-naphthalenyl-N-phenyl-
2-Naphthol
N-PHENYL-1,2,3,4-TETRAHYDRO-2-AMINONAPHTHALENE
12-methylbenz(a)acridine
N,N'-Bis(naphthalene-2-yl)-N,N'-bis(phenyl)benzidine

Customs

[ HS Code ]: 2921499090

[ Summary ]:
2921499090 other aromatic monoamines and their derivatives; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

Articles

Unusual allergic contact dermatitis to aromatic amines.

Contact Dermatitis 17(1) , 42-4, (1987)

Quantitative analysis of aromatic amines in human urine by gas chromatography-mass spectrometry-selected-ion monitoring.

J. Chromatogr. A. 311(1) , 141-7, (1984)

Dephenylation of the rubber chemical N-phenyl-2-naphthylamine to carcinogenic 2-naphthylamine: a classical problem revisited.

Crit. Rev. Toxicol. 37(7) , 553-66, (2007)

N-phenyl-2-naphthylamine (PBNA) represents an example of a suspected carcinogen that is found negative in mutagenicity and clastogenicity testing as well as in long-term animal carcinogenicity bioassa...

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