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| 2,5-Dimethylaniline Basic information |
| Product Name: | 2,5-Dimethylaniline | | Synonyms: | ai3-16559;Aniline, 2,5-dimethyl-;para-xylidine;P-XYLIDINE;2,5-Dimethylaniline,99%;2,5-DIMETHYLANILINE / 2,5-XYLIDINE;Benzenamine, 2,5-dimethyl-;2,5-DIMETHYLBENZAMINE | | CAS: | 95-78-3 | | MF: | C8H11N | | MW: | 121.18 | | EINECS: | 202-451-0 | | Product Categories: | Phenyls & Phenyl-Het;Anilines, Aromatic Amines and Nitro Compounds;Intermediates;Amines;Phenyls & Phenyl-Het | | Mol File: | 95-78-3.mol |
| 2,5-Dimethylaniline Chemical Properties |
| Melting point | 11.5 °C(lit.) | | Boiling point | 218 °C(lit.) | | density | 0.973 g/mL at 25 °C(lit.) | | vapor pressure | 20Pa | | refractive index | n20/D 1.559(lit.) | | Fp | 201 °F | | storage temp. | Store below +30°C. | | form | Liquid | | pka | pK1:4.53(+1) (25°C) | | color | Clear yellow to red-brown | | Water Solubility | <0.1 g/100 mL at 18 ºC | | Merck | 14,10084 | | BRN | 2205178 | | LogP | 1.83 | | CAS DataBase Reference | 95-78-3(CAS DataBase Reference) | | IARC | 3 (Vol. 16, Sup 7) 1987 | | NIST Chemistry Reference | Benzenamine, 2,5-dimethyl-(95-78-3) | | EPA Substance Registry System | 2,5-Dimethylaniline (95-78-3) |
| 2,5-Dimethylaniline Usage And Synthesis |
| Chemical Properties | clear yellow to red-brown liquid | | Uses | The uses are the same as those of xylidines. | | Uses | 2,5-Dimethylaniline is widely used as raw materials to produce imaging chemicals like organic dyes and pigments. It is also used in the production of antioxidants, pharmaceutical, agricultural, rubber chemicals and other target organic molecules. 2,5-Dimethylaniline was also used in the synthesis of nanocomposite of multi-walled carbon nanotubes embedded in poly(2,5-dimethylaniline). 2,5-Dimethylaniline was used to study the effect of metabolites formed from 2,5-xylidine by fungi on laccase activity. The Fourier transform infrared (FTIR) and Raman spectra of 2,5-dimethylaniline was studied5. It induced transcription of lccIV. | | Uses | 2,5-Dimethylaniline was used in the synthesis of nanocomposite of multi-walled carbon nanotubes embedded in poly(2,5-dimethylaniline). 2,5-Dimethylaniline was used to study the effect of metabolites formed from 2,5-xylidine by fungi on laccase activity. | | Definition | ChEBI: A primary arylamine that is aniline in which the hydrogens at the 2- and 5-positions are replaced by methyl groups. It is used in the manufacture of dyes and other chemicals. | | General Description | Dark brown liquid. | | Air & Water Reactions | 2,5-Dimethylaniline may be sensitive to prolonged exposure to air. Insoluble in water. | | Reactivity Profile | 2,5-Dimethylaniline 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 | 2,5-Dimethylaniline is combustible. | | Safety Profile | Suspected carcinogen.
A poison. Moderately toxic by ingestion.
Quesuonable carcinogen. Mutation data
reported. When heated to decomposition it
emits toxic fumes of NOx. See also other
xylidme entries. | | Purification Methods | Convert p-xylidine to a derivative (see below) which, after recrystallisation, is decomposed with alkali to give the free base. Dry over KOH and fractionally distil. The acetyl derivative has m 142o (from H2O or toluene), and the benzoyl derivative has m 140o (from EtOH). [Beilstein 12 H 1135, 12 IV 2567.] |
| 2,5-Dimethylaniline Preparation Products And Raw materials |
| Preparation Products | 2,5-DIMETHYLBENZONITRILE-->2-Fluoro-p-Xylene-->2,5-Dimethylphenol-->2,5-DIMETHYLPHENYL ISOCYANATE-->3-Fluoro-4-methylbenzoic acid-->2,5-DIMETHYLANISOLE-->C.I. Direct Orange 35-->disodium 7-(acetylamino)-3-[[4-[(4-chloro-2-sulphonatophenyl)azo]-2,5-dimethylphenyl]azo]-4-hydroxynaphthalene-2-sulphonate-->4-Hydroxy-7-phenylamino-3-[[2,5-dimethyl-4-[(4-methyl-2-sodiosulfophenyl)azo]phenyl]azo]naphthalene-2-sulfonic acid sodium salt-->tetrasodium 5,5'-[iminobis[(1-hydroxy-3-sulphonato-6,2-naphthylene)azo(2,5-dimethoxy-4,1-phenylene)azo]]bis(salicylate)-->1,5-Naphthalenedisulfonic acid, 3-[[4-[[4-[(4-amino-2,5-dimethylphenyl)azo]-6(or 7)-sulfo-1-naphthalenyl]azo]-1-naphthalenyl]azo]-, trisodium salt-->Direct Orange 46-->disodium 7-amino-4-hydroxy-3-[[5-hydroxy-6-(phenylazo)-7-sulphonato-2-naphthyl]azo]naphthalene-2-sulphonate-->C.I. Reactive orange 35-->Naphtho[2,1-d]thiazole-8-sulfonic acid, 2-(4-aminophenyl)-7-[[4-[(4-chloro-2-sulfophenyl)azo]-2,5-dimethylphenyl]azo]-6-hydroxy-, disodium salt-->REACTIVE BROWN 2-->2-Naphthalenesulfonic acid, 3-[[2,5-dimethyl-4-[(4-sulfophenyl)azo]phenyl]azo]-4-hydroxy-7-[[[(5-hydroxy-7-sulfo-2-naphthalenyl)amino]carbonyl]amino]-, trisodium salt-->3-[[2,5-Dimethyl-4-[(1-hydroxy-6-phenylamino-3-sodiosulfo-2-naphthalenyl)azo]phenyl]azo]naphthalene-1,5-disulfonic acid disodium salt-->Solvent Red 26-->Benzenesulfonic acid, 5-[(4-amino-2,5-dimethylphenyl)azo]-2-methoxy-, monosodium salt, reaction products with 2,2'-(1,2-ethenediyl)bis[5-nitrobenzenesulfonic acid], reduced |
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