4,4'-Methylene bis(2-chloroaniline) (101-14-4),4,4'-Methylene bis(2-chloroaniline) (101-14-4) Manufacturers & Suppliers,Synthesis,MSDS

Basic information

Name:
4,4'-Methylene bis(2-chloroaniline)
CAS No.:
101-14-4
Molecular Structure:
Formula:
C₁₃H₁₂Cl₂N₂
Molecular Weight:
267.15378 [g/mol] .
Deleted CAS:
126699-69-2|142661-36-7|29371-14-0|51065-07-7|78642-65-6
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:
T,N
Risk Codes:
45-22-50/53-53-50
Safety Description:
53-45-60-61 Details
Transport Information:
UN 2018

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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 NO_x. See also AMINES.
Hazard Codes: Toxic T, Dangerous N
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.