ChemicalBook--->CAS DataBase List--->101-14-4

101-14-4

101-14-4 Structure

101-14-4 Structure
IdentificationMore
[Name]

4,4'-Methylene bis(2-chloroaniline)
[CAS]

101-14-4
[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
[EINECS(EC#)]

202-918-9
[Molecular Formula]

C13H12Cl2N2
[MDL Number]

MFCD00047829
[Molecular Weight]

267.15
[MOL File]

101-14-4.mol
Chemical PropertiesBack Directory
[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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Health Hazard (GHS08)Environment (GHS09)
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.
[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 .
[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.
[Hazardous Substances Data]

101-14-4(Hazardous Substances Data)
[Toxicity]

LD50 oral in rat: 1140mg/kg
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Formaldehyde-->2-Chloroaniline
Hazard InformationBack Directory
[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)Back Directory
[msds information]

2,2'-Dichloro-4,4'-methylene dianiline(101-14-4).msds
Spectrum DetailBack Directory
[Spectrum Detail]

4,4'-Methylene bis(2-chloroaniline)(101-14-4)MS
4,4'-Methylene bis(2-chloroaniline)(101-14-4)13CNMR
4,4'-Methylene bis(2-chloroaniline)(101-14-4)IR1
4,4'-Methylene bis(2-chloroaniline)(101-14-4)IR2
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

101-14-4(sigmaaldrich)
[TCI AMERICA]

4,4'-Methylenebis(2-chloroaniline),>98.0%(T)(101-14-4)
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