D145750
N,N-Dimethylaniline
99%, liquid
Synonym(s):
N,N-Dimethylphenylamine, DMA, Dimethylaniline, Dimethylphenylamine
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About This Item
Linear Formula:
C6H5N(CH3)2
CAS Number:
Molecular Weight:
121.18
UNSPSC Code:
12352100
PubChem Substance ID:
EC Number:
204-493-5
Beilstein/REAXYS Number:
507140
MDL number:
Product Name
N,N-Dimethylaniline, 99%
Quality Level
assay
99%
form
liquid
refractive index
n20/D 1.557 (lit.)
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
General description
N,N-dimethylaniline (DMA) is N,N-disubstituted aniline. The thermo-physical and thermodynamic properties of the binary mixtures of DMA with anisole (ANS) and tert-butyl methyl ether (MTBE) have been reported. In acidic buffers it forms N,N,N′,N′-tetramethylbenzidine at a platinum electrode due anodic oxidation. DMA combines with diazonium salts to form methyl orange under alkaline condition. It forms ortho- and para-nitro derivatives via nitration reaction using N-bromosuccinimide/silver(I) nitrate reagent system in acetonitrile.
Application
N,N-dimethylaniline (DMA) may be used as a catalyst for reductive lithiation.
Reagent in new methodology for symmetrical and unsymmetrical photoconductor squaranes.
Legal Information
DuPont product
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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
WGK 3
flash_point_f
167.0 °F - closed cup
flash_point_c
75 °C - closed cup
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Fundamental Difference in Reductive Lithiations with Preformed Radical Anions versus Catalytic Aromatic Electron-Transfer Agents: N,N-Dimethylaniline as an Advantageous Catalyst.
Kennedy N, et al.
Angewandte Chemie (International Edition in English), 128(1), 391-394 (2016)
Aromatic nitration under neutral conditions using N-bromosuccinimide/silver (I) nitrate.
Nowrouzi N, et al.
Tetrahedron Letters, 53(36), 4841-4842 (2012)
Spectrophotometric determination of chromium by using sulphanilic acid and N, N-dimethylaniline.
Chandrashekhara KG, et al.
Indian Journal of Chemical Technology, 22(1-2), 78-81 (2015)