|
| | 2,4-Dimethyl aniline Basic information |
| | 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.) | | Fp | 195 °F | | storage temp. | room temp | | solubility | 5g/l | | form | Liquid | | pka | pK1:4.89(+1) (25°C) | | color | Clear yellow to red-brown | | Odor | Amine like | | PH | 7 (22g/l, H2O, 20℃) | | explosive limit | 1.1-7.0%(V) | | Water Solubility | 5 g/L (20 ºC) | | Merck | 14,10084 | | BRN | 636243 | | 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) | | IARC | 3 (Vol. 16, Sup 7) 1987 | | NIST Chemistry Reference | Benzenamine, 2,4-dimethyl-(95-68-1) | | EPA Substance Registry System | 2,4-Dimethylaniline (95-68-1) |
| | 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 | m-Xylene-->4-Nitro-1,3-dimethylbenzene-->2,6-Dimethyl-1-nitrobenzene | | Preparation Products | 2,6-Dimethylaniline-->Amitraz-->AMITRAZ METABOLITE HYDROCHLORIDE-->SOLVENT YELLOW 85-->Solvent Yellow 18-->2,4-Dimethylbromobenzene-->1,4-DICYANONAPHTHALENE-->2,4-Dimethyl-3-nitroaniline-->4-CHLORO-M-XYLENE-->5,7-DIMETHYLISATIN-->2,4-DIMETHYL-5-NITROANILINE-->2,4-Dimethylphenylhydrazine hydrochloride-->Naphtho[2,1-d]thiazole-8-sulfonic acid, 2-(3-aminophenyl)-7-[(2,4-dimethylphenyl)azo]-6-hydroxy-, monosodium salt-->disodium 5-(acetylamino)-3-[(dimethylphenyl)azo]-4-hydroxynaphthalene-2,7-disulphonate-->2,4-bis(2,4-xylylazo)resorcinol-->Direct Red 264-->Jute Scarlet R |
|
