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437778

Sigma-Aldrich

3,4-Dichloroaniline

98%

Synonym(s):

3,4-Dichlorobenzenamine, 3,4-Dichlorophenylamine, 4,5-Dichloroaniline, 4-Amino-1,2-dichlorobenzene, m,p-Dichloroaniline

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About This Item

Linear Formula:
Cl2C6H3NH2
CAS Number:
95-76-1
Molecular Weight:
162.02
Beilstein:
636837
EC Number:
202-448-4
MDL number:
MFCD00007768
UNSPSC Code:
12352100
PubChem Substance ID:
24867396
NACRES:
NA.22

Assay

98%

bp

272 °C (lit.)

mp

69-71 °C (lit.)

SMILES string

Nc1ccc(Cl)c(Cl)c1

InChI

1S/C6H5Cl2N/c7-5-2-1-4(9)3-6(5)8/h1-3H,9H2

InChI key

SDYWXFYBZPNOFX-UHFFFAOYSA-N

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General description

3,4-Dichloroaniline (3,4-DCA) is an aromatic amine and is a model environmental contaminant. It is an important precursor for the synthesis and degradation product of several herbicides. It is a metabolite of commonly applied herbicide, 3,4-dichloropropionanilide or propanil. Biodegradation kinetics of 3,4-DCA has been reported. Mechanism of degradation of aqueous 3,4-DCA in a novel dielectric barrier discharge plasma reactor has been studied. 1,2-dichlorobenzene, 2-chloro-1,4-benzoquinone, 3,4-dichlorophenyl isocyanate, 2-chlorohydroquinone, 3,4-dichloronitrobenzene and 3,4-dichlorophenol were identified as degradation intermediates by GC-MS analysis.

Application

3,4-Dichloroaniline may be employed as derivatization reagent for the HPLC analysis of perfluorooctanoic acid (PFOA).

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Sens. 1

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

275.0 °F - closed cup

Flash Point(C)

135.00 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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M Monteiro et al.
Chemosphere, 62(8), 1333-1339 (2005-09-20)
The aromatic amine 3,4-dichloroaniline (DCA) is a model environmental contaminant, precursor for synthesis and degradation product of several herbicides, which is commonly found in European estuarine ecosystems. In this work, the possibility of using biochemical and histological markers to assess
Nan Ye et al.
Nanotoxicology, 12(5), 423-438 (2018-04-17)
Concomitant releases of various engineered nanoparticles (NPs) into the environment have resulted in concerns regarding their combined toxicity to aquatic organisms. It is however, still elusive to distinguish the contribution to toxicity of components in NP mixtures. In the present
Guoqiang Shan et al.
Se pu = Chinese journal of chromatography, 32(9), 942-947 (2015-03-11)
A simple derivatization method followed by high performance liquid chromatography (HPLC) for the analysis of perfluorooctanoic acid (PFOA) was developed. PFOA was firstly derivatized with 3,4-dichloroaniline (DCA) using carbodiimide method. The typical amidate product was characterized by mass spectrometry (MS).
Ricardo Marques et al.
Environmental science and pollution research international, 22(9), 6687-6695 (2014-11-26)
This study models the biodegradation kinetics of two toxic xenobiotic compounds in enriched mixed cultures: a commonly applied herbicide (3,4-dichloropropionanilide or propanil) and its metabolite (3,4-dichloroaniline or DCA). The dependence of the metabolite degradation kinetics on the presence of the
Ellen D G Michiels et al.
Environmental toxicology and chemistry, 38(3), 533-547 (2018-12-21)
Fish (embryo) toxicity test guidelines are mostly based on aquatic exposures. However, in some cases, other exposure routes can be more practical and relevant. Micro-injection into the yolk of fish embryos could offer a particular advantage for administering hydrophobic compounds
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