4,4'-Methylene bis(2-chloroaniline) Chemical Properties

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)

Flash point:

>230 °F

solubility 

Acetonitrile (Slightly), DMSO (Slightly), Methanol (Slightly)

pka

3.33±0.25(Predicted)

color 

Light orange to Yellow to Green

Water Solubility 

<0.1 g/100 mL at 25 ºC

Merck 

14,6059

BRN 

1882318

Stability:

Stable, but decomposes exothermically, and possibly explosively, above 200 C. Incompatible with strong oxidizing agents.

InChIKey

IBOFVQJTBBUKMU-UHFFFAOYSA-N

LogP

2.5 at 25℃

CAS DataBase Reference

101-14-4(CAS DataBase Reference)

NIST Chemistry Reference

Aniline), methylene bis-4,4'-(2-chloro-(101-14-4)

IARC

1 (Vol. Sup 7, 57, 99, 100F) 2012

EPA Substance Registry System

4,4'-Methylenebis(2-chloroaniline) (101-14-4)

Safety Information

Hazard Codes 

T,N

Risk Statements 

45-22-50/53-53-50-68

Safety Statements 

53-45-60-61-36/37

OEB

E

OEL

TWA: 0.003 mg/m3 [skin]

RIDADR 

UN 3077 9/PG 3

WGK Germany 

3

RTECS 

CY1050000

HazardClass 

6.1(b)

PackingGroup 

III

HS Code 

29215900

Hazardous Substances Data

101-14-4(Hazardous Substances Data)

Toxicity

LD50 oral in rat: 1140mg/kg

MSDS

• Language:English Provider:2,2'-Dichloro-4,4'-methylene dianiline
• Language:English Provider:SigmaAldrich

4,4'-Methylene bis(2-chloroaniline) Usage And Synthesis

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 (4,4'-Methylene bis(2-chloroaniline)) 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.

Production Methods

The production of MOCA (4,4'-Methylene bis(2-chloroaniline)) 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.

Definition

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

General Description

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

Air & Water Reactions

Insoluble in water.

Reactivity Profile

4,4'-Methylene bis(2-chloroaniline) 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.

Hazard

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

Health Hazard

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

Fire Hazard

Flash point data for 4,4'-Methylene bis(2-chloroaniline) are not available. 4,4'-Methylene bis(2-chloroaniline) is probably combustible.

Flammability and Explosibility

Non flammable

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.

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.

4,4'-Methylene bis(2-chloroaniline)(101-14-4)Related Product Information

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• ALTRENOGEST
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• Dichlorodifluoromethane