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

NAVIGATION

4,4'-Methylenebis(2-chloroaniline)

PRICE INQUIRY

Catalog Number

ACM101144

CAS Number

101-14-4

Product Name

4,4'-Methylenebis(2-chloroaniline)

Structure

Category

Monomers; Polymers

Description

4,4'-methylenebis(2-chloroaniline) appears as tan-colored pellets or an off-white solid. Slight odor. (NTP, 1992);DryPowder; OtherSolid; PelletsLargeCrystals;COLOURLESS CRYSTALS OR LIGHT BROWN PELLETS.;Tan-colored pellets or flakes with a faint, amine-like odor.;Tan-colored pellets or flakes with a faint, amine-like odor.

IUPAC Name

4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline

Molecular Weight

267.15g/mol

Molecular Formula

C13H12Cl2N2;C13H12Cl2N2

Canonical SMILES

C1=CC(=C(C=C1CC2=CC(=C(C=C2)N)Cl)Cl)N

InChI

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

InChI Key

IBOFVQJTBBUKMU-UHFFFAOYSA-N

Boiling Point

378.9 °C

Melting Point

210 to 225 °F (NTP, 1992);110.0 °C;110 °C;110 °C;210-225°F;230°F

Flash Point

113 °C c.c.

Density

1.44 (NTP, 1992);1.44;1.44 g/cm³;1.44;1.44

Solubility

less than 1 mg/mL at 77° F (NTP, 1992);5.20e-05 M;Soluble in hot methyl ethyl ketone, acetone, esters, and aromatic hydrocarbons;Sol in dimethyl sulfoxide, dimethyl formamide;Solubl in dilulte acids, ether, alcohol;Soluble in carbon tetrachloride;Slightly soluble in water; sol in oxygenated solvents;Solubility in water: none;Slight

Application

4,4'-Methylenebis(2-chloroaniline) is an off-white powder primarily employed to enhance the physical and mechanical properties of polyurethane products. This versatile chemical compound is integral in various industries, such as machinery, automotive, and aircraft manufacturing, as well as in creating durable sports and industrial facilities, including plastic tracks and floors. It serves as a curing agent for waterproof coatings like epoxy resin, imparting superior properties to polyester and polyether elastomers. Additionally, it finds wide application in the manufacture of diverse products such as gears, gaskets, sport boots, roller skate wheels, shoe soles, and components for cameras, computers, and copy machines. Its role is crucial in setting glues, plastics, and adhesives, which underscores its broad utility across numerous sectors, including military and home appliance production.

Color/Form

Tan colored pellets;Light-brown flakes;Flakes from alcohol;Tan solid

Complexity

226

Covalently-Bonded Unit Count

EC Number

202-918-9

Exact Mass

266.037754g/mol

Formal Charge

Heavy Atom Count

ICSC Number

0508

Log P

3.91 (LogP);log Kow = 3.91;3.94

MeSH Entry Terms

3,3'-Dichloro-4,4'-Diaminodiphenylmethane;4,4'-Methylenebis(2-chloroaniline);MBOCA;Methylene Bis(chloroaniline);Methylenebis(chloroaniline)

Monoisotopic Mass

266.037754g/mol

NSC Number

52954

Odor

Faint, amine-like odor

Other Experimental

VP: 1.3X10-3 torr at 60 °C;Has general characteristics of primary aromatic amines.;When heated to decomposition it emits very toxic fumes of /chlorine and oxides of nitrogen/.;Henry's Law constant = 1.1X10-11 atm-cu m/mol at 25 °C (est);Hydroxyl radical reaction rate constant = 7.75X10-11 cu cm/molec-sec at 25 °C (est)

Rotatable Bond Count

RTECS Number

CY1050000

UNII

3L2W5VTT2A

UN Number

3077;3077

Vapor Density

Vapor Pressure

5e-05 mm Hg at 248 °F ; 0.0013 mm Hg at 140° F (NTP, 1992);3.9X10-6 mm Hg at 25 °C (est);negligible;0.00001 mmHg at 77°F;(77°F): 0.00001 mmHg

XLogP3

3.8