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Substance Name: 4,4'-Methylenedianiline
RN: 101-77-9
UNII: GG5LL7OBZC
InChIKey: YBRVSVVVWCFQMG-UHFFFAOYSA-N

Molecular Formula

  • C13-H14-N2

Molecular Weight

  • 198.268
 

Classification Codes

Classification Codes

  • Carcinogens
  • Human Data
  • Mutation Data
  • Noxae
  • Skin / Eye Irritant
  • Tumor Data

Superlist Classification Codes

  • Overall Carcinogenic Evaluation: Group 2B
  • Reasonably Anticipated to be a Carcinogen
  • Reportable Quantity (RQ) = 10 lb
  • TWA (0.1 ppm); skin; Confirmed animal carcinogen with unknown relevance to humans

Names and Synonyms

Results Name

  • 4,4'-Methylenedianiline

Name of Substance

  • 4,4'-Diaminodiphenylmethane

Synonyms

  • 4,4'-Diaminodiphenylmethan
  • 4,4'-Diaminodiphenylmethan [German]
  • 4,4'-Diaminodiphenylmethane
  • 4,4'-Dimethylenediamine
  • 4,4'-Diphenylmethanediamine
  • 4,4'-Methylenebis(benzeneamine)
  • 4,4'-Methylenebisaniline
  • 4,4'-Methylenedianiline
  • 4-(4-Aminobenzyl)aniline
  • 4-13-00-00390 (Beilstein Handbook Reference)
  • AI3-02615
  • Ancamine TL
  • Aniline, 4,4'-methylenedi-
  • Araldite hardener 972
  • Avaldite HT 972
  • Benzenamine, 4,4'-methylenebis-
  • Bis(4-aminophenyl)methane
  • Bis(p-aminophenyl)methane
  • Bis-p-aminofenylmethan
  • Bis-p-aminofenylmethan [Czech]
  • BRN 0474706
  • CCRIS 1010
  • Curithane
  • Dadpm
  • Di-(4-aminophenyl)methane
  • Diaminodiphenylmethane
  • Dianilinemethane
  • Dianilinomethane
  • EC 202-974-4
  • EINECS 202-974-4
  • Epicure DDM
  • Epikure DDM
  • HSDB 2541
  • HT 972
  • Jeffamine AP-20
  • MDA
  • Methylenebis(aniline)
  • Methylenedianiline
  • Methylenedianiline (VAN)
  • NCI-C54604
  • NSC 4709
  • p,p'-Diaminodifenylmethan
  • p,p'-Diaminodifenylmethan [Czech]
  • p,p'-Diaminodiphenylmethane
  • p,p'-Methylenedianiline
  • p-Toluidine, alpha-(p-aminophenyl)-
  • Sumicure M
  • Tonox
  • UNII-GG5LL7OBZC

Systematic Names

  • 4,4'-Methylenebis(aniline)
  • 4,4'-Methylenebisbenzenamine
  • 4,4'-Methylenedianiline
  • Aniline, 4,4'-methylenedi-
  • Benzenamine, 4,4'-methylenebis-

Superlist Names

  • 4,4'-Diaminodiphenyl methane
  • 4,4'-Diaminodiphenyl methane [UN2651] [Poison]
  • 4,4'-Diaminodiphenylmethane
  • 4,4'-Methylene dianiline
  • 4,4'-Methylenebisaniline
  • 4,4'-Methylenedianiline
  • Aniline, 4,4'-methylenedi-
  • Benzenamine, 4,4'-methylenebis-
  • MDA
  • UN2651

Registry Numbers

CAS Registry Number

  • 101-77-9

FDA UNII

  • GG5LL7OBZC

Other Registry Numbers

  • 120859-32-7
  • 136601-30-4
  • 28602-61-1
  • 83712-44-1

Related Registry Numbers

  • 13552-44-8 (di-hydrochloride)
  • 21646-20-8 (hydrochlorideCl[3:1])

System Generated Number

  • 0000101779

Structure Descriptors

InChI

1S/C13H14N2/c14-12-5-1-10(2-6-12)9-11-3-7-13(15)8-4-11/h1-8H,9,14-15H2

InChIKey

YBRVSVVVWCFQMG-UHFFFAOYSA-N

Smiles

c1(Cc2ccc(N)cc2)ccc(N)cc1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo oral 300mg/kg (300mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Toxicology. Vol. 11, Pg. 185, 1978.
dog LDLo subcutaneous 400mg/kg (400mg/kg)   Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 58, Pg. 167, 1907.
guinea pig LD50 oral 260mg/kg (260mg/kg)   Zeitschrift fuer die Gesamte Hygiene und Ihre Grenzgebiete. Vol. 20, Pg. 393, 1974.
man TDLo oral 8420ug/kg (8.42mg/kg) BEHAVIORAL: REGIDITY

LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED"

LIVER: OTHER CHANGES
British Medical Journal. Vol. 1, Pg. 514, 1966.
mouse LD50 intraperitoneal 74mg/kg (74mg/kg)   Research Communications in Chemical Pathology and Pharmacology. Vol. 14, Pg. 677, 1976.
mouse LD50 oral 264mg/kg (264mg/kg)   National Technical Information Service. Vol. OTS0555063,
rabbit LD50 oral 620mg/kg (620mg/kg)   Zeitschrift fuer die Gesamte Hygiene und Ihre Grenzgebiete. Vol. 20, Pg. 393, 1974.
rabbit LD50 skin 200mg/kg (200mg/kg)   National Technical Information Service. Vol. OTS0555064,
rat LD50 intraperitoneal 193mg/kg (193mg/kg)   Zeitschrift fuer die Gesamte Hygiene und Ihre Grenzgebiete. Vol. 20, Pg. 393, 1974.
rat LD50 oral 517mg/kg (517mg/kg)   National Technical Information Service. Vol. OTS0539752,
rat LD50 subcutaneous 200mg/kg (200mg/kg)   Naturwissenschaften. Vol. 57, Pg. 247, 1970.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 92.5 deg C   EXP
Boiling Point 398 deg C   EXP
log P (octanol-water) 1.59 (none)   EXP
Water Solubility 1000 mg/L 25 EXP
Vapor Pressure 2.970 mm Hg 25 EST
Henry's Law Constant 5.60E-11 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 3.00E-11 cm3/molecule-sec 25 EXP

Physical property data is provided to ChemIDplus by SRC, Inc.