2,4-Dimethyl aniline
2,4-Dimethyl aniline Basic information
- Product Name:
- 2,4-Dimethyl aniline
- Synonyms:
-
- 2,4-dimethyl-anilin
- 2,4-dimethyl-benzenamin
- 2,4-Dimethylbenzenamine
- 2,4-dimethyl-Benzenamine
- 2,4-Dimethylbenzeneamine
- 2,4-Dimethylphenylamine
- 2,4-Xylylamine
- 4-Amino-1,3-xylene
- CAS:
- 95-68-1
- MF:
- C8H11N
- MW:
- 121.18
- EINECS:
- 202-440-0
- Product Categories:
-
- Building Blocks
- C8
- Amines
- Chemical Synthesis
- Nitrogen Compounds
- Organic Building Blocks
- Intermediates of Dyes and Pigments
- Intermediates
- Mol File:
- 95-68-1.mol
2,4-Dimethyl aniline Chemical Properties
- Melting point:
- 16 °C
- Boiling point:
- 218 °C(lit.)
- Density
- 0.98 g/mL at 25 °C(lit.)
- vapor density
- 4.2 (vs air)
- vapor pressure
- 0.16 mm Hg ( 25 °C)
- refractive index
- n20/D 1.558(lit.)
- Flash point:
- 195 °F
- storage temp.
- room temp
- solubility
- 5g/l
- form
- Liquid
- pka
- pK1:4.89(+1) (25°C)
- color
- Clear yellow to red-brown
- PH
- 7 (22g/l, H2O, 20℃)
- Odor
- Amine like
- explosive limit
- 1.1-7.0%(V)
- Water Solubility
- 5 g/L (20 ºC)
- Merck
- 14,10084
- BRN
- 636243
- Dielectric constant
- 4.9000000000000004
- Stability:
- Stable. Combustible. Incompatible with strong oxidizing agents, acids, acid anhydrides, acid chlorides, chloroformates, halogens.
- LogP
- 2.02 at 23℃ and pH8
- CAS DataBase Reference
- 95-68-1(CAS DataBase Reference)
- NIST Chemistry Reference
- Benzenamine, 2,4-dimethyl-(95-68-1)
- IARC
- 3 (Vol. 16, Sup 7) 1987
- EPA Substance Registry System
- 2,4-Dimethylaniline (95-68-1)
Safety Information
- Hazard Codes
- T,N
- Risk Statements
- 23/24/25-33-51/53
- Safety Statements
- 28-36/37-45-61-28A
- RIDADR
- UN 1711 6.1/PG 2
- WGK Germany
- 2
- RTECS
- ZE8925000
- F
- 8
- Autoignition Temperature
- 860 °F
- TSCA
- Yes
- HazardClass
- 6.1
- PackingGroup
- II
- HS Code
- 29214910
- Hazardous Substances Data
- 95-68-1(Hazardous Substances Data)
MSDS
- Language:English Provider:1-Amino-2,4-dimethylbenzene
- Language:English Provider:SigmaAldrich
- Language:English Provider:ACROS
- Language:English Provider:ALFA
2,4-Dimethyl aniline Usage And Synthesis
Chemical Properties
colourless to yellow or dark brown liquid
Uses
2,4-Xylidine, as part of the commercial mixture, has the same uses as xylidine.
Definition
ChEBI: A primary arylamine that is aniline in which the hydrogens at the 2- and 4-positions are replaced by methyl groups. A clear to yellow liquid, it is used in production of certain dyes, pesticides and other chemicals.
General Description
Dark brown liquid.
Air & Water Reactions
2,4-Dimethyl aniline may be sensitive to prolonged exposure to air. Slightly soluble in water.
Reactivity Profile
2,4-Dimethyl aniline ignites on contact with fuming nitric acid . Neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.
Fire Hazard
2,4-Dimethyl aniline is combustible.
Safety Profile
Suspected carcinogen. Poison by ingestion. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also other xylidine entries.
Metabolic pathway
The major urinary metabolite of 2,4-dimethylaniline (2,4-DMA) in rats is N-acetyl-4-amino-3-methylbenzoic acid, while in dogs, it is 6-hydroxy-2,4-dimethylaniline. Dogs also produce a smaller amount of unacetylated 4-amino-3-methylbenzoic acid and its glycine conjugate. 2,6-Dimethylaniline (2,6-DMA) is metabolized principally to 4-hydroxy-2,6- dimethylaniline in both species, but dogs also produce a significant quantity of 2-amino-3-methylbenzoic acid along with a trace amount of the glycine conjugate of the latter metabolite and 2,6-dimethylnitrosobenzene. Trace levels of an unknown postulated to be 3,5- dimethyl-4-iminoquinone are found in dog urine.
Purification Methods
Convert uns-xylidine to a derivative (see below) which, after recrystallisation, is decomposed with alkali to give the free base. Dry it over KOH and fractionally distil. The acetyl derivative has m 130o, the benzoyl derivative has m 192o, and the picrate has m 209o. [Beilstein 12 H 1111, 12 IV 2545.]
2,4-Dimethyl aniline Preparation Products And Raw materials
Raw materials
Preparation Products
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