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407275

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:
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.

Signal Word

Danger

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

167.0 °F - closed cup

Flash Point(C)

75 °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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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)
Cai-Rong Zhang et al.
Journal of molecular graphics & modelling, 38, 419-429 (2012-11-03)
The photon to current conversion efficiency of dye-sensitized solar cells (DSCs) can be significantly affected by dye sensitizers. The design of novel dye sensitizers with good performance in DSCs depend on the dye's information about electronic structures and optical properties.
Haijun Li et al.
Organic letters, 11(18), 4176-4179 (2009-08-18)
Methylene-bridged bis-1,3-dicarbonyl derivatives were synthesized efficiently by iron-catalyzed oxidative reactions of 1,3-dicarbonyl compounds and N,N-dimethylaniline. Bipyrazoles and substituted 1,4-dihydropyridine were obtained by the reactions of bis-1,3-dicarbonyl compounds with hydrazines and ammonium acetate, respectively.
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