4,4′-methylenedianiline

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Names

[ CAS No. ]:
101-77-9

[ Name ]:
4,4′-methylenedianiline

[Synonym ]:
Curithane
bis-p-aminophenylmethane
EINECS 202-974-4
4,4’-Diaminodiphenylmethane
p-Toluidine, α-(p-aminophenyl)-
MDA
bis(4-aminophenyl) methane
HT 972
4,4′-methylenedianiline
Benzenamine, 4,4'-methylenebis-
sumicurem
Tonox
ancaminetl
Di(4-aminophenyl)methane
4,4'-Diaminodiphenylmethane
MFCD00007914
DADPM
Tonox R
Tonox 22
4,4'-methanediyldianiline
4,4'-Methylenedianiline

Chemical & Physical Properties

[ Density]:
1.15

[ Boiling Point ]:
398-399 ºC (768 torr)

[ Melting Point ]:
88-92 ºC

[ Molecular Formula ]:
C₁₃H₁₄N₂

[ Molecular Weight ]:
198.264

[ Flash Point ]:
221 ºC

[ Exact Mass ]:
198.115692

[ PSA ]:
52.04000

[ LogP ]:
1.64

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

[ Index of Refraction ]:
1.660

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: BY5425000

CHEMICAL NAME :: Aniline, 4,4'-methylenedi-

CAS REGISTRY NUMBER :: 101-77-9

BEILSTEIN REFERENCE NO. :: 0474706

LAST UPDATED :: 199806

DATA ITEMS CITED :: 49

MOLECULAR FORMULA :: C13-H14-N2

MOLECULAR WEIGHT :: 198.29

WISWESSER LINE NOTATION :: ZR D1R DZ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration into the eye

SPECIES OBSERVED :: Rodent - rabbit

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - man

DOSE/DURATION :: 8420 ug/kg

TOXIC EFFECTS :: Behavioral - rigidity (including catalepsy) Liver - jaundice, other or unclassified Liver - other changes

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 517 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 193 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

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

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 200 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 745 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 74 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 300 mg/kg

TOXIC EFFECTS :: Gastrointestinal - hypermotility, diarrhea Gastrointestinal - nausea or vomiting

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 400 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 620 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

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

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 200 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 260 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 16800 mg/kg/40W-C

TOXIC EFFECTS :: Liver - other changes Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - dehydrogenases

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 6972 mg/kg/12W-I

TOXIC EFFECTS :: Liver - other changes Blood - changes in spleen Biochemical - Metabolism (Intermediary) - other proteins

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 456 mg/kg/15W-I

TOXIC EFFECTS :: Liver - fatty liver degeneration Kidney, Ureter, Bladder - interstitial nephritis Blood - normocytic anemia

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 320 mg/kg/I

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

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1410 mg/kg/I

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Liver - tumors

TYPE OF TEST :: DNA damage

MUTATION DATA

TEST SYSTEM :: Rodent - mouse

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 108,225,1983 *** REVIEWS *** ACGIH TLV-Animal 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 ACGIH TLV-TWA 0.81 mg/m3 (0.1 ppm) (skin) 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 Sufficient 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: 39,347,1986 IARC Cancer Review:Human No Adequate Data 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: 39,347,1986 IARC Cancer Review:Group 2B IMSUDL IARC Monographs, Supplement. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) No.1- 1979- Volume(issue)/page/year: 7,56,1987 TOXICOLOGY REVIEW NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: DE85-017376 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-AUSTRALIA:TWA 0.1 ppm (0.8 mg/m3);Skin JAN 1993 OEL-BELGIUM:TWA 0.1 ppm (0.81 mg/m3);Skin;Carcinogen JAN 1993 OEL-DENMARK:TWA 0.1 ppm (0.8 mg/m3) JAN 1993 OEL-GERMANY;Skin;Carcinogen JAN 1993 OEL-THE NETHERLANDS:TWA 0.1 ppm (0.8 mg/m3) JAN 1993 OEL-SWITZERLAND:TWA 0.1 ppm (0.8 mg/m3);Skin;Carcinogen JAN 1993 OEL-UNITED KINGDOM:TWA 0.1 ppm (0.8 mg/m3);STEL 0.5 ppm 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 4,4'-METHYLENEDIANILINE-air:CA lowest feasible conc. 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 - 83609 No. of Facilities: 363 (estimated) No. of Industries: 16 No. of Occupations: 27 No. of Employees: 9163 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 83609 No. of Facilities: 741 (estimated) No. of Industries: 25 No. of Occupations: 30 No. of Employees: 15170 (estimated) No. of Female Employees: 3407 (estimated)

Safety Information

[ Symbol ]:

GHS07, GHS08, GHS09

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H317-H341-H350-H370-H373-H411

[ Precautionary Statements ]:
P201-P260-P273-P280-P308 + P313

[ 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 ]:
T:Toxic;N:Dangerousfortheenvironment;

[ Risk Phrases ]:
R39/23/24/25;R43;R45;R48/20/21/22;R51/53

[ Safety Phrases ]:
S53-S45-S61

[ RIDADR ]:
UN 2651 6.1/PG 3

[ WGK Germany ]:
3

[ RTECS ]:
BY5425000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1

[ HS Code ]:
2921590033

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

BIS(P-NITROPHENYL)METHANE
Formaldehyde
4,4'-diacetamidodiphenylmethane
1,1'-Methylenebis(4-azidobenzene)
nitrobenzene
chloromethylmercurioacetaldehyde
N,N'-diphenylmethanediamine
Anilinium chloride

DownStream

diphenyl (methylenedi-4,1-phenylene)-dicarbamate
Benzene,1,1'-methylenebis[4-iodo-2-nitro-
Benzene,1,1'-methylenebis[4-bromo-2-nitro-
Bis(4-fluorophenyl)methane
Proflavine
N-[4-[(4-acetamido-3-bromophenyl)methyl]-2-bromophenyl]acetamide
1-pyridin-2-yl-N-[4-[[4-(pyridin-2-ylmethylideneamino)phenyl]methyl]phenyl]methanimine
2,2'-Methylenediphenyl diisocyanate
4,4'-Diphenylmethane diisocyanate
o-(p-Isocyanatobenzyl)phenyl isocyanate

Customs

[ HS Code ]: 2921590033

[ Summary ]:
2921590033 4,4'-methylenedianiline。supervision conditions:x(environment control release notice for poisonous chemicals)。VAT:17.0%。tax rebate rate:13.0%。MFN tarrif:6.5%。general tariff:30.0%

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