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Merck

407275

Sigma-Aldrich

N,N-Dimethylaniline

purified by redistillation, ≥99.5%

Sinónimos:

N,N-Dimethylaniline, N,N-Dimethylphenylamine, DMA, Dimethylaniline, Dimethylphenylamine

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About This Item

Fórmula lineal:
C6H5N(CH3)2
Número de CAS:
Peso molecular:
121.18
Beilstein/REAXYS Number:
507140
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥99.5%

form

liquid

purified by

glass distillation
redistillation

refractive index

n20/D 1.557 (lit.)

pH

7.4 (20 °C, 1.2 g/L)

bp

193-194 °C (lit.)

mp

1.5-2.5 °C (lit.)

density

0.956 g/mL at 25 °C (lit.)

functional group

amine

SMILES string

CN(C)c1ccccc1

InChI

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

InChI key

JLTDJTHDQAWBAV-UHFFFAOYSA-N

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General description

Anodic oxidation of N,N-dimethylaniline at platinum electrode in acidic buffers has been studied by conventional and cyclic voltammetry. Photoreduction of excited benzophenone (BP) by DMA in acetonitrile solution has been investigated by picosecond-femtosecond laser photolysis and time resolved transient absorption spectroscopy.

Application

N,N-Dimethylaniline (DMA) may be used for the preparation of poly(N,N-dimethylaniline) film by anodic oxidation of DMA.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 2 - Carc. 2

Storage Class

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

wgk_germany

WGK 3

flash_point_f

167.0 °F - closed cup

flash_point_c

75 °C - closed cup

ppe

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


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Femtosecond-picosecond laser photolysis studies on photoreduction process of excited benzophenone with N,N-dimethylaniline in acetonitrile solution.
Miyasaka H, et al.
Bulletin of the Chemical Society of Japan, 63(12), 3385-3397 (1990)
Electrochemically polymerized N, N-dimethylaniline film with ion-exchange properties as an electrode modifier.
Oyama N, et al.
Analytical Chemistry, 57(8), 1526-1532 (1985)
Anodic oxidation studies of N,N-dimethylaniline. I. Voltammetric and spectroscopic investigations at platinum electrodes.
Mizoguchi T and Adams RN.
Journal of the American Chemical Society, 84(11), 2058-2061 (1962)
Marius Koch et al.
Journal of the American Chemical Society, 134(8), 3729-3736 (2012-01-31)
The fluorescence quenching of 3-cyanoperylene upon electron transfer from N,N-dimethylaniline in three room-temperature ionic liquids (RTILs) and in binary solvent mixtures of identical viscosity has been investigated using steady-state and time-resolved fluorescence spectroscopy. This study was stimulated by previous reports
Yong Wang et al.
The journal of physical chemistry. B, 114(8), 2964-2970 (2010-02-12)
This paper addresses the experimentally observed mechanistic differences between the cytochrome P450-catalyzed N-demethylation of substituted N,N-dimethylanilines (DMA) and of N,N-dimethylbenzamides (DMBA). The two reactions of these substrates are initiated by C-H activation of the methyl groups on the nitrogen. Thus

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