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Sigma-Aldrich

N,N-Dimethylaniline

purified by redistillation, ≥99.5%

Synonym(s):

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

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About This Item

Linear Formula:
C6H5N(CH3)2
CAS Number:
121-69-7
Molecular Weight:
121.18
Beilstein/REAXYS Number:
507140
EC Number:
204-493-5
MDL number:
MFCD00008304
UNSPSC Code:
12352100
PubChem Substance ID:
24865440
NACRES:
NA.22

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.)

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

Certificates of Analysis (COA)

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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)
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)
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)
Zhiwei Lin et al.
Journal of the American Chemical Society, 131(50), 18060-18062 (2009-11-26)
Ultrafast UV-vibrational spectroscopy was used to investigate how vibrational excitation of the bridge changes photoinduced electron transfer between donor (dimethylaniline) and acceptor (anthracene) moieties bridged by a guanosine-cytidine base pair (GC). The charge-separated (CS) state yield is found to be
Jiyun Park et al.
Inorganic chemistry, 50(22), 11612-11622 (2011-10-21)
Oxidative dimerization of N,N-dimethylaniline (DMA) occurs with a nonheme iron(IV)-oxo complex, [Fe(IV)(O)(N4Py)](2+) (N4Py = N,N-bis(2-pyridylmethyl)-N-bis(2-pyridyl)methylamine), to yield the corresponding dimer, tetramethylbenzidine (TMB), in acetonitrile. The rate of the oxidative dimerization of DMA by [Fe(IV)(O)(N4Py)](2+) is markedly enhanced by the presence
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