4-[(4-aminophenyl)methyl]aniline,dihydrochloride

Names

[ CAS No. ]:
13552-44-8

[ Name ]:
4-[(4-aminophenyl)methyl]aniline,dihydrochloride

[Synonym ]:
bis(4-aminophenyl)methane dihydrochloride
METHYLENEDIANILINE DIHYDROCHLORIDE
EINECS 236-934-2
4,4'-Methylenedianiline dihydrochloride
4,4'-diaminodiphenylmethane dihydrochloride
4,4'-Methylenedianilinium dichloride
4,4'-Methylenebisbenzenamine dihydrochloride
p,p'-Methylenedianiline dihydrochloride
4,4'-Methylenedianiline.2HCl

Chemical & Physical Properties

[ Density]:
1.143g/cm3

[ Boiling Point ]:
398ºC at 760mmHg

[ Melting Point ]:
92.5ºC

[ Molecular Formula ]:
C13H16Cl2N2

[ Molecular Weight ]:
271.18600

[ Flash Point ]:
226.3ºC

[ Exact Mass ]:
270.06900

[ PSA ]:
52.04000

[ LogP ]:
5.20820

[ Vapour Pressure ]:
1.52E-06mmHg at 25°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
BY5426000
CHEMICAL NAME :
Aniline, 4,4'-methylenedi-, dihydrochloride
CAS REGISTRY NUMBER :
13552-44-8
LAST UPDATED :
199701
DATA ITEMS CITED :
20
MOLECULAR FORMULA :
C13-H14-N2.2Cl-H
MOLECULAR WEIGHT :
271.21

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
7280 mg/kg/13W-C
TOXIC EFFECTS :
Liver - other changes Endocrine - thyroid weight (goiter) Endocrine - other changes
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2240 mg/kg/14D-C
TOXIC EFFECTS :
Related to Chronic Data - death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
10950 mg/kg/2Y-C
TOXIC EFFECTS :
Tumorigenic - Carcinogenic by RTECS criteria Liver - tumors
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
21900 mg/kg/2Y-C
TOXIC EFFECTS :
Tumorigenic - Carcinogenic by RTECS criteria Liver - tumors Endocrine - adrenal cortex tumors
TYPE OF TEST :
TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
21900 mg/kg/2Y-C
TOXIC EFFECTS :
Tumorigenic - Carcinogenic by RTECS criteria Liver - tumors Endocrine - thyroid tumors
TYPE OF TEST :
TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
43800 mg/kg/2Y-C
TOXIC EFFECTS :
Tumorigenic - Carcinogenic by RTECS criteria Liver - tumors Endocrine - thyroid tumors
TYPE OF TEST :
TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
21630 mg/kg/2Y-C
TOXIC EFFECTS :
Tumorigenic - Carcinogenic by RTECS criteria Liver - tumors Endocrine - thyroid tumors
TYPE OF TEST :
TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
10815 mg/kg/2Y-C
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 :
21630 mg/kg/2Y-C
TOXIC EFFECTS :
Tumorigenic - Carcinogenic by RTECS criteria Liver - tumors
TYPE OF TEST :
Sex chromosome loss and nondisjunction
TYPE OF TEST :
Micronucleus test

MUTATION DATA

TYPE OF TEST :
Sister chromatid exchange
TEST SYSTEM :
Rodent - hamster Ovary
DOSE/DURATION :
500 mg/L
REFERENCE :
EMMUEG Environmental and Molecular Mutagenesis. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.10- 1987- Volume(issue)/page/year: 13,133,1989 *** REVIEWS *** 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

Synthetic Route

Precursor & DownStream

Precursor

  • 4,4′-methylenedianiline

DownStream


Related Compounds

  • 4-[(4-aminophenyl)methyl]aniline,2-methyloxirane,propane-1,2-diol
  • 4-[(4-aminophenyl)methyl]aniline,2-[4-(oxiran-2-ylmethoxy)butoxymethyl]oxirane
  • 4-[(4-aminophenyl)methyl]aniline,hexanedioic acid,nonanedioic acid
  • 4-[(4-aminophenyl)methyl]aniline,oxalic acid
  • 4-[(4-aminophenyl)methyl]aniline,2-(butoxymethyl)oxirane
  • 4-[(4-aminophenyl)methyl]aniline,2-(chloromethyl)oxirane,4-[2-(4-hydroxyphenyl)propan-2-yl]phenol