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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:
101-14-4
Molecular Weight:
267.15
Beilstein:
1882318
EC Number:
202-918-9
MDL number:
MFCD00047829
UNSPSC Code:
12162002
PubChem Substance ID:
24847326
NACRES:
NA.23

Quality Level

100

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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Related Categories

Signal Word

Danger

Hazard Statements

H302,H341,H350,H410

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW1243
MKCN2975
MKCJ8669
MKCF1405
MKBZ8295V

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Wei-Chung Shih et al.
Rapid communications in mass spectrometry : RCM, 21(24), 4073-4078 (2007-11-17)
Analysis of 4,4'-methylenebis(2-cholroaniline) (MOCA) or its metabolites in urine has been considered as the appropriate method to assess MOCA exposures through inhalation and skin absorption. MOCA and its metabolite, N-acetyl 4,4'-methylenebis(2-chloroaniline) (acetyl-MOCA), are analyzed using methods either limited by sensitivity
L Luukkanen et al.
Pharmacology & toxicology, 80(3), 152-158 (1997-03-01)
Rats were treated with acetone, pyrazole, phenobarbital, 4,4'-methylenebis-(2-chloroaniline) (MOCA), 3-methylcholanthrene, creosote oil, or a mixture of polychlorinated biphenyls (Aroclor 1254) to study the inducibility and enzyme kinetics of UDP-glucuronosyltransferases towards 1-hydroxypyrene, which is a human metabolite and a urinary biomarker
M Schuler et al.
Mutation research, 392(1-2), 81-95 (1997-08-01)
The in vitro micronucleus assay in conjunction with CREST-staining and fluorescence in situ hybridization (FISH) with centromere-specific DNA probes is being increasingly utilized for the detection of clastogenic and aneuploidy-inducing agents. Although potentially powerful techniques, both methods have unique characteristics
E B Murray et al.
Reviews on environmental health, 20(3), 163-176 (2005-12-13)
Cytogenetic end-points used to estimate risk of genotoxic events in workers include the measurement of micronuclei (MN) in exfoliated cells, lymphocytes, and other tissues. Micronuclei are chromatin-containing bodies outside the cell nucleus resulting from contaminant-induced DNA damage. A review of
Hong-I Chen et al.
Journal of occupational health, 49(5), 389-398 (2007-10-24)
Oxidative DNA damage may play an important role in the human carcinogenic process. Recently, we reported a case of bladder cancer among 4, 4'-methylenebis (2-chloroaniline) (MBOCA)-exposed workers. By measuring the plasma level of 8-hydroxydeoxyguanosine (8-OHdG), we investigated the association between
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