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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:
Molecular Weight:
121.18
Beilstein/REAXYS Number:
2205178
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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Quality Level

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[1]. 2,5-Dimethylaniline undergoes electrochemical oxidation in anhydrous NH4F·2.35 HF medium to form conducting polymer, poly(2,5-dimethylaniline)[2]. Poly(2,5-dimethylaniline) coating on copper substrate protects the Cu against corrosion[3]. The Fourier transform infrared (FTIR) and Raman spectra of 2,5-dimethylaniline was studied[4]. It induced transcription of lccIV[5].

Application

2,5-Dimethylaniline was used in the synthesis of nanocomposite of multi-walled carbon nanotubes embedded in poly(2,5-dimethylaniline)[6]. 2,5-Dimethylaniline was used to study the effect of metabolites formed from 2,5-xylidine by fungi on laccase activity[1].

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk_germany

WGK 3

flash_point_f

204.8 °F - closed cup

flash_point_c

96 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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    Poly (2, 5-dimethylaniline)-MWNTs nanocomposite: a new material for conductometric acid vapours sensor.
    Bavastrello V, et al.
    Sensors and Actuators B, Chemical, 98(2), 247-253 (2004)
    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)
    Synthesis and characterization of corrosion protective poly (2, 5-dimethylaniline) coatings on copper.
    Shinde V, et al.
    Applied Surface Science, 253(3), 1037-1045 (2006)
    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.
    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

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