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Merck
CN

31673

4,4′-Methylene-bis(2-chloroaniline)

analytical standard

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
EC Number:
202-918-9
UNSPSC Code:
41116107
PubChem Substance ID:
329753879
Beilstein/REAXYS Number:
1882318
MDL number:
MFCD00047829

Key Documents

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InChI key

IBOFVQJTBBUKMU-UHFFFAOYSA-N

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

SMILES string

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

grade

analytical standard

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

bp

202-214 °C/0.3 mmHg (lit.)

mp

102-107 °C (lit.)

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

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General description

This compound is listed in the SVHC (Substances of very high concern) candidate list of ECHA (European Chemicals Agency)

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Disclaimer

Restricted to professional users. Attention − Avoid exposure − obtain special instructions before use.

signalword

Danger

Hazard Classifications

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

Storage Class

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

Regulatory Information

危险化学品
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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
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)
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
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
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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