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102253

Sigma-Aldrich

2,5-Dimethylaniline

99%

Synonym(s):

2,5-Xylidine, 2-Amino-1,4-dimethylbenzene, 2-Amino-p-xylene

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About This Item

Linear Formula:
(CH3)2C6H3NH2
CAS Number:
95-78-3
Molecular Weight:
121.18
Beilstein:
2205178
EC Number:
202-451-0
MDL number:
MFCD00007743
UNSPSC Code:
12352100
PubChem Substance ID:
24846569
NACRES:
NA.22

Assay

99%

refractive index

n20/D 1.559 (lit.)

bp

218 °C (lit.)

mp

11.5 °C (lit.)

density

0.973 g/mL at 25 °C (lit.)

SMILES string

Cc1ccc(C)c(N)c1

InChI

1S/C8H11N/c1-6-3-4-7(2)8(9)5-6/h3-5H,9H2,1-2H3

InChI key

VOWZNBNDMFLQGM-UHFFFAOYSA-N

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General description

2,5-Dimethylaniline is a colorless to dark yellow and colorless to brown liquid. It is a substrate for fungal laccases. 2,5-Dimethylaniline undergoes electrochemical oxidation in anhydrous NH4F·2.35 HF medium to form conducting polymer, poly(2,5-dimethylaniline). Poly(2,5-dimethylaniline) coating on copper substrate protects the Cu against corrosion. The Fourier transform infrared (FTIR) and Raman spectra of 2,5-dimethylaniline was studied. It induced transcription of lccIV.

Application

2,5-Dimethylaniline was used in the synthesis of nanocomposite of multi-walled carbon nanotubes embedded in poly(2,5-dimethylaniline). 2,5-Dimethylaniline was used to study the effect of metabolites formed from 2,5-xylidine by fungi on laccase activity.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 2 - STOT RE 2

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

204.8 °F - closed cup

Flash Point(C)

96 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Thomas Bertrand et al.
Biochemistry, 41(23), 7325-7333 (2002-06-05)
Laccases are multicopper oxidases that catalyze the oxidation of a wide range of phenols or arylamines, and their use in industrial oxidative processes is increasing. We purified from the white rot fungus Trametes versicolor a laccase that exists as five
E Ong et al.
Gene, 196(1-2), 113-119 (1997-10-10)
Laccases are oxidoreductase enzymes involved in the oxidation of various phenolic compounds. They may play a role in the biodegradation of lignin and in the dechlorination of chlorophenols. The cDNAs encoding laccase LccI and a putative laccase LccIV and the
Albert Kollmann et al.
Applied microbiology and biotechnology, 68(2), 251-258 (2005-01-14)
Numerous chemicals, including the xenobiotic 2,5-xylidine, are known to induce laccase production in fungi. The present study was conducted to determine whether the metabolites formed from 2,5-xylidine by fungi could enhance laccase activity. We used purified laccases to transform the
Oxidation of 2, 5-dimethylaniline in NH 4 F? 2.35 HF medium Characteristics of the resulting conducting polymer.
Genies EM and Noel P.
J. Electroanal. Chem. Interfac. Electrochem., 296(2), 473-490 (1990)
Luane Ferreira Garcia et al.
Chemosphere, 186, 519-526 (2017-08-16)
The bioremediation and electro-oxidation (EO) processes are included among the most promising cleaning and decontamination mechanisms of water. The efficiency of bioremediation is dictated by the biological actuator for a specific substrate, its suitable immobilization and all involved biochemical concepts.
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