ChemicalBook CAS DataBase List 101-14-4

101-14-4

Name	4,4'-Methylene bis(2-chloroaniline)
CAS	101-14-4
EINECS(EC#)	202-918-9
Molecular Formula	C13H12Cl2N2
MDL Number	MFCD00047829
Molecular Weight	267.15
MOL File	101-14-4.mol

Synonyms

2,2-DICHLORO-4,4'-METHYLENEDIANILINE 3,3'-DICHLORO-4,4'-BIPHENYLDIAMINEMETHANE 3,3'-DICHLORO-4,4'-DIAMINODIPHENYLMETHANE 3,3'-DICHLOROBENZIDINEMETHANE 4,4'-BIS(2-CHLOROANILINO)METHANE 4,4'-DIAMINO-3,3'-DICHLORODIPHENYLMETHANE 4,4'-METHYLENE-BIS(2-CHLOROANILINE) 4,4'-Methylenebis-(2-Chlorobenzenamine) 4,4'-METHYLENEBIS(4-CHLOROANILINE) 4,4'-METHYLENE BIS(O-CHLOROANILINE) 4,4'-METHYLENE-BIS(ORTHO-CHLOROANILINE) BIS-AMINE A CHEMBRDG-BB 5180272 CUAMINE-M CUAMINE-M SOLVENT DACPM di(4-amino-3-chlorophenyl)methane METHYLENEBIS(2-CHLOROANILINE) MOCA MOCA-A

Chemical Properties

Appearance	off-white powder
Melting point	102-107 °C(lit.)
Boiling point	202-214 °C0.3 mm Hg(lit.)
density	1.44
vapor pressure	0.001Pa at 20℃
refractive index	1.6710 (estimate)
Fp	>230 °F
solubility	Acetonitrile (Slightly), DMSO (Slightly), Methanol (Slightly)
form	neat
pka	3.33±0.25(Predicted)
color	Light orange to Yellow to Green
Stability:	Stable, but decomposes exothermically, and possibly explosively, above 200 C. Incompatible with strong oxidizing agents.
Water Solubility	<0.1 g/100 mL at 25 ºC
Merck	6059
BRN	1882318
Henry's Law Constant	9.0×10⁵ mol/(m³Pa) at 25℃, HSDB (2015)
Major Application	environmental
InChI	1S/C13H12Cl2N2/c14-10-6-8(1-3-12(10)16)5-9-2-4-13(17)11(15)7-9/h1-4,6-7H,5,16-17H2
InChIKey	IBOFVQJTBBUKMU-UHFFFAOYSA-N
SMILES	Nc1ccc(Cc2ccc(N)c(Cl)c2)cc1Cl
LogP	2.5 at 25℃
CAS DataBase Reference	101-14-4(CAS DataBase Reference)
IARC	1 (Vol. Sup 7, 57, 99, 100F) 2012
NIST Chemistry Reference	Aniline), methylene bis-4,4'-(2-chloro-(101-14-4)
EPA Substance Registry System	101-14-4(EPA Substance)

Safety Data

Symbol(GHS)	GHS07,GHS08,GHS09
Signal word	Danger
Hazard statements	H302-H341-H350-H410
Precautionary statements	P201-P273-P301+P312+P330-P308+P313
Hazard Codes	T,N
Risk Statements	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. less more
Safety Statements	S53:Avoid exposure-obtain special instruction before use . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S60:This material and/or its container must be disposed of as hazardous waste . S61:Avoid release to the environment. Refer to special instructions safety data sheet . less more
OEB	E
OEL	TWA: 0.003 mg/m3 [skin]
RIDADR	UN 3077 9/PG 3
WGK Germany	3
RTECS	CY1050000
TSCA	TSCA listed
REACH Registrations	Active
HazardClass	6.1(b)
PackingGroup	III
HS Code	29215900
Storage Class	6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects
Hazard Classifications	Acute Tox. 4 Oral Aquatic Acute 1 Aquatic Chronic 1 Carc. 1B Muta. 2
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 Cland NOx. less more
Hazardous Substances Data	101-14-4(Hazardous Substances Data)
Toxicity	LD50 oral in rat: 1140mg/kg less more

Raw materials And Preparation Products

Hazard Information

General Description

Tan-colored pellets or an off-white solid. Slight odor.

Reactivity Profile

4,4'-METHYLENEBIS(2-CHLOROANILINE)(101-14-4) is a weak base. Undergoes an exothermic and self-sustaining decomposition reaction when exposed to heat above 392°F, In a closed container, the pressure buildup can be rapid enough to cause an explosion.

Air & Water Reactions

Insoluble in water.

Hazard

Toxic. A confirmed carcinogen, absorbedby skin. Causes bladder cancer and methe-moglobinemia.

Fire Hazard

Flash point data for this chemical are not available. 4,4'-METHYLENEBIS(2-CHLOROANILINE) is probably combustible.

Description

4,4'-Methylene bis(2-chloroaniline) (or MBOCA) is a synthetic chemical used primarily to make polyurethane products. Pure MBOCA is a colorless, crystalline solid, but the commonly used form is usually yellow, tan, or brown pellets. It has no smell or taste. Examples of these products include gears, gaskets, sport boots, roller skate wheels, shoe soles, rolls and belt drives in cameras, computers and copy machines, wheels and pulleys for escalators and elevators, components in home appliances, and various military applications. It is also used as a coating in chemical reactions to "set" glues, plastics, and adhesives. Because plastics have many uses, MBOCA is widely used.

Chemical Properties

off-white powder

Uses

Curing agent for polyurethanes and epoxy resins

Uses

MOCA is widely used in machinery, automobile, aircraft manufacturing, mining, industrial and sports facilities (such as plastic track and plastic floor) can be used for curing and waterproof coatings such as epoxy resin, which can be given to polyester and polyether elastomer most good physical and mechanical properties and the results.

Definition

ChEBI: A chloroaniline that consists of two 2-chloroaniline units joined by a methylene bridge.

Production Methods

The production of MOCA in the United States has ceased since 1979 and is now imported, mainly from Japan. More than 1.9 million lb was imported in 1989. The compound is currently used as a curing agent for isocyanate-containing polymers and in the manufacture of polyurethane foams, epoxy resins, gun mounts, jet engine turbine blades, radar systems, and components in home appliances. It is also a model compound for studying carcinogenesis.

Health Hazard

4,4￠-Methylene bis(2-chloroaniline), or MOCA, is carcinogenic in experimental animals.

Flammability and Explosibility

Nonflammable

Carcinogenicity

4,4′-Methylenebis(2-chloroaniline) is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals.

Material Safety Data Sheet(MSDS)

Spectrum Detail

Well-known Reagent Company Product Information

Supplier

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