Structure via PubChem · Public domain (PubChem)
N,N-dimethylaniline
Sign in to saveAlso known as N,N-Dimethylbenzeneamine, N,N-Dimethylphenylamine, N,N-Dimethyl-N-phenylamine, Dimethylphenylamine, Dimethylaniline
'''N,N-Dimethylaniline (DMA''') is an organic chemical compound, a substituted derivative of aniline. It is a tertiary amine, featuring a dimethylamino group attached to a phenyl group. This oily liquid is colourless when pure, but commercial samples are often yellow. It is an important precursor to dyes such as crystal violet.
In the Vinony graph
Vinony's link graph records 41 inbound references to N,N-dimethylaniline, and connects out to mass density, digital object identifier and chemical formula.
It is catalogued under topics including Anilines, Chembox image size set and Dimethylamino compounds.
Vinony links it to 24 Wikipedia language editions.
Chemical data
- Formula
- C8H11N
- Molecular weight
- 121.18 g/mol
- IUPAC name
- N,N-dimethylaniline
- SMILES
- CN(C)C1=CC=CC=C1
- InChIKey
- JLTDJTHDQAWBAV-UHFFFAOYSA-N
- XLogP
- 2.3
- Polar surface area
- 3.2 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Has part
- carbon
- Mass
- 121.089149
Show 15 more facts
- chemical formula
- C₈H₁₁N
- solubility
- 2
- immediately dangerous to life or health
- 496
- ionization energy
- 7.12
- NIOSH Pocket Guide ID
- 0223
- density
- 0.96
- melting point
- 2.45
- boiling point
- 194.15
- vapor pressure
- 1
- flash point
- 142
- time-weighted average exposure limit
- 25
- short-term exposure limit
- 50
- canonical SMILES
- CN(C)C1=CC=CC=C1
- Commons category
- N,N-Dimethylaniline
- electric dipole moment
- 1.68
via Wikidata · CC0
~2 min read
Encyclopedic overview
4 sectionsContents
- Preparation
- Reactions
- Applications
- References
'''N,N-Dimethylaniline (DMA') is an organic chemical compound, a substituted derivative of aniline. It is a tertiary amine, featuring a dimethylamino group attached to a phenyl group. This oily liquid is colourless when pure, but commercial samples are often yellow. It is an important precursor to dyes such as crystal violet.
==Preparation== DMA was first reported in 1850 by the German chemist A. W. Hofmann, who prepared it by heating aniline and iodomethane: C6H5NH2 + 2 CH3I → C6H5N(CH3)2 + 2 HI DMA is produced industrially by alkylation of aniline with methanol in the presence of an acid catalyst: C6H5NH2 + 2 CH3OH → C6H5N(CH3)2 + 2 H2O Similarly, it is also prepared using dimethyl ether as the methylating agent. ==Reactions== Dimethylaniline undergoes many of the reactions expected for an aniline, being weakly basic and reactive toward electrophiles.
Excerpted from Wikipedia’s “N,N-dimethylaniline” article, available under the CC BY-SA 4.0 licence.