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

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

Hazard Codes 

T,N

Risk Statements 

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

Safety Statements 

53-45-60-61-36/37

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H341Suspected of causing genetic defects

H350May cause cancer

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P273Avoid release to the environment.

P308+P313IF exposed or concerned: Get medical advice/attention.

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

Chemical Properties

off-white powder

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.

Uses

Curing agent for polyurethanes and epoxy resins

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.

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.