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117323

Sigma-Aldrich

4,4′-Methylene-bis(2-chloroaniline)

85%

Synonym(s):

2,2′-Dichloro-4,4′-methylenedianiline, 4,4′-Diamino-3,3′-dichlorodiphenylmethane

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About This Item

Linear Formula:
CH2[C6H3(Cl)NH2]2
CAS Number:
Molecular Weight:
267.15
Beilstein:
1882318
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Assay

85%

form

solid

bp

202-214 °C/0.3 mmHg (lit.)

mp

102-107 °C (lit.)

SMILES string

Nc1ccc(Cc2ccc(N)c(Cl)c2)cc1Cl

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

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Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1B - Muta. 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup


Certificates of Analysis (COA)

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Evaluation of worker exposure to TDI, MOCA, and methylene chloride.
Richard Fairfax et al.
Journal of occupational and environmental hygiene, 3(6), D50-D53 (2006-04-20)
P Vineis et al.
Cancer causes & control : CCC, 8(3), 346-355 (1997-05-01)
Epidemiological evidence on the relation between aromatic amines and cancer risk is reviewed. In particular, cancer risk in humans resulting from exposure to aromatic amines from occupational sources and tobacco smoking is assessed with reference to ecologic, cohort, and case-control
T M Reid et al.
Toxicology letters, 95(3), 205-210 (1998-08-15)
The genotoxic potential of two occupationally significant chemicals, 4,4'-methylene-bis-2-chloroaniline (MOCA) and 2-phenyl-1,4-benzoquinone (PBQ), was explored by monitoring the induction of mutations at the HPRT locus of AHH-1 human lymphoblastoid cells. Exposure of AHH-1 cells to the putative carcinogenic metabolite of
A Jeżewska et al.
Toxicology mechanisms and methods, 21(7), 554-560 (2011-04-09)
A new procedure has been developed for the assay of 2,2'-dichloro-4,4'-methylenedianiline (MOCA) using high-performance liquid chromatography with diode array detector. MOCA was sampled from workplace air and derivative before determination using 3,5-dinitrobenzoyl chloride. The determination was carried out in the
Hong-I Chen et al.
Urology, 66(2), 305-310 (2005-08-16)
Transitional cell carcinoma of the urinary bladder is associated with occupational exposure to 4,4'-methylenebis(2-chloroaniline) (MBOCA). A program to monitor MBOCA levels in the work environment and to screen for bladder cancer was performed at four MBOCA manufacturing factories. The U.S.

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