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101-14-4

Basic Information
CAS No.: 101-14-4
Name: 4,4'-Methylene bis(2-chloroaniline)
Molecular Structure:
Molecular Structure of 101-14-4 (4,4'-Methylene bis(2-chloroaniline))
Formula: C13H12Cl2N2
Molecular Weight: 267.15378 [g/mol] .
Synonyms: Aniline,4,4'-methylenebis[2-chloro- (6CI,8CI);2,2'-Dichloro-4,4'-methylenedianiline;3,3'-Dichloro-4,4'-diaminodiphenylmethane;4,4'-Methylenebis(2-chloraniline);4,4'-Methylenebis(2-chlorobenzenamine);4,4'-Methylenebis[2-chloroaniline];4,4'-Methylenebis[o-chloroaniline];Bis(3-chloro-4-aminophenyl)methane;Bis(4-amino-3-chlorophenyl)methane;Bisamine A;Bisamine S;MOCA (curing agent);Methylenebis(3-chloro-4-aminobenzene);Methylenebis(chloraniline);Millionate M;NSC 52954;Pandex E;Pandex M 3202;Quodorole;SL 4037;
EINECS: 202-918-9
Density: 1.354 g/cm3
Melting Point: 102-107 °C(lit.)
Boiling Point: 412 °C at 760 mmHg
Flash Point: 203 °C
Solubility: <0.1 g/100 mL at 25 °C in water
Appearance: off-white powder with slight odor
Hazard Symbols: ToxicT,DangerousN
Risk Codes: 45-22-50/53-53-50
Safety: 53-45-60-61
Transport Information: UN 2018
PSA: 52.04000
LogP: 4.91100
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Chemistry

Molecular structure of 4,4'-Methylene bis(2-chloroaniline) (CAS NO.101-14-4) is:

Product Name: 4,4'-Methylene bis(2-chloroaniline)
CAS Registry Number: 101-14-4
IUPAC Name: 4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline
Molecular Weight: 267.15378 [g/mol]
Molecular Formula: C13H12Cl2N2
XLogP3: 3.8
H-Bond Donor: 2
H-Bond Acceptor: 2
Melting Point: 102-107 °C(lit.)
Surface Tension: 56.8 dyne/cm
Density: 1.354 g/cm3
Flash Point: 203 °C
Enthalpy of Vaporization: 66.46 kJ/mol
Boiling Point: 412 °C at 760 mmHg
Vapour Pressure: 5.35E-07 mmHg at 25°C
Water Solubility: <0.1 g/100 mL at 25 °C
Stability: Stable, but decomposes exothermically, and possibly explosively, above 200 C. Incompatible with strong oxidizing agents.

Uses

 4,4'-Methylene bis(2-chloroaniline) (CAS NO.101-14-4) is used as pouring polyurethane rubber vulcanization agent, also can be used for curing epoxy resin.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 400mg/kg (400mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(6), Pg. 86, 1990.
mouse LD50 intraperitoneal 64mg/kg (64mg/kg)   Progress in Mutation Research. Vol. 1, Pg. 682, 1981.
mouse LD50 oral 640mg/kg (640mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(6), Pg. 86, 1990.
rabbit LD50 skin > 5gm/kg (5000mg/kg)   "Documentation of the Threshold Limit Values and Biological Exposure Indices," 5th ed., Cincinnati, OH, American Conference of Governmental Industrial Hygienists, Inc., 1986Vol. 6, Pg. 988, 1991.
rat LD50 oral 1140mg/kg (1140mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(6), Pg. 86, 1990.
rat LD50 subcutaneous > 5gm/kg (5000mg/kg)   Naturwissenschaften. Vol. 58, Pg. 578, 1971.
rat LDLo unreported 1gm/kg (1000mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED
American Industrial Hygiene Association Journal. Vol. 32, Pg. 802, 1971.

Consensus Reports

NTP 10th Report on Carcinogens. IARC Cancer Review: Group 2A IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 246.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 4 ,1974,p. 65.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . EPA Genetic Toxicology Program. Community Right-To-Know List. Reported in EPA TSCA Inventory.

Safety Profile

Confirmed carcinogen with experimental carcinogenic and tumorigenic data. Poison by ingestion and intraperitoneal routes. Mutation data reported. Flammable liquid. Reactive with active metals such as sodium, potassium, magnesium, or zinc. When heated to decomposition it emits very toxic fumes of Cl? and NOx. See also AMINES.
Hazard Codes: ToxicT,DangerousN
Risk Statements: 45-22-50/53-53-50 
R45:May cause cancer. 
R22:Harmful if swallowed. 
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R53:May cause long-term adverse effects in the aquatic environment. 
R50:Very toxic to aquatic organisms.
Safety Statements: 53-45-60-61 
S53:Avoid exposure - obtain special instructions before use. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S60:This material and its container must be disposed of as hazardous waste. 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR: UN 3077 9/PG 3
WGK Germany: 3
RTECS: CY1050000
HazardClass: 6.1(b)
PackingGroup: III

Standards and Recommendations

OSHA PEL: TWA 0.02 ppm (skin)
ACGIH TLV: TWA 0.01 ppm; Suspected Human Carcinogen
DFG MAK: Animal Carcinogen, Suspected Human Carcinogen
NIOSH REL: (MOCA): TWA 0.003 mg/m3 (Skin)

Analytical Methods

For occupational chemical analysis use OSHA: #24 or NIOSH: MBOCA in Urine, 8302.

Specification

 4,4'-Methylene bis(2-chloroaniline) , its cas register number is 101-14-4. It also can be called DACPM ; 4,4'-Diamino-3,3'-dichlorodiphenylmethane ; 2,2'-Dichloro-4,4'-methylene dianiline ; 4,4'-Methylenebis(2-chlorobenzenamine) ; Di(4-amino-3-chlorophenyl)methane ; 3,3'-Dichloro-4,4'-diaminodiphenyl methane ; 4,4'-Methylenebis(2-chloroaniline) .It is a off-white powder with slight odor.It insoluble in water and is a weak base.