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| 3,4-Dichloroaniline Basic information |
| 3,4-Dichloroaniline Chemical Properties |
| Melting point | 69-71 °C(lit.) | | Boiling point | 272 °C(lit.) | | density | 1,34 g/cm3 | | vapor pressure | 97.5Pa at 78℃ | | refractive index | 1.6140 (estimate) | | Fp | 166 °C | | storage temp. | 0-6°C | | solubility | 0.73g/l | | pka | 2.90±0.10(Predicted) | | form | Crystalline Mass and/or Chunks | | color | Beige to brown | | PH | 7.1 (0.8g/l, H2O) | | Water Solubility | 0.06 g/100 mL | | Merck | 14,3054 | | BRN | 636837 | | Stability: | Stable, but darkens in storage. Combustible. Incompatible with strong oxidizing agents, acids, acid chlorides, acid anhydrides. | | LogP | 2.68 at 20℃ | | CAS DataBase Reference | 95-76-1(CAS DataBase Reference) | | NIST Chemistry Reference | Benzenamine, 3,4-dichloro-(95-76-1) | | EPA Substance Registry System | 3,4-Dichloroaniline (95-76-1) |
| 3,4-Dichloroaniline Usage And Synthesis |
| Chemical Properties | brown solid
| | Uses | 3,4-Dichloroaniline is used in the preparation of the herbicide propanil (P760840). | | Uses | 3,4-Dichloroaniline may be employed as derivatization reagent for the HPLC analysis of perfluorooctanoic acid (PFOA). | | Uses | 3,4-Dichloroaniline is used as an intermediate for pesticides and dyes. | | Preparation | 3,4-Dichloroaniline is produced by catalytic hydrogenation of 3,4-dichloronitrobenzene with noble metal catalysts under pressure. Various types of additives prevent dehalogenation during production and reactors must be fabricated with special steel alloys to inhibit corrosion. | | Definition | ChEBI: A dichloroaniline having the two chloro-substituents at the 3- and 4-positions. | | General Description | Light tan to dark gray crystals or brown solid. Melting point 71-72°C. | | Air & Water Reactions | Sensitive to prolonged exposure to heat, light and air. Darkens in storage. Insoluble in water. | | Reactivity Profile | 3,4-Dichloroaniline is incompatible with oxidizing agetns, acids, acid chlorides and acid anhydrides. 3,4-Dichloroaniline can decompose at low pH. Hydrochloric acid accelerates decomposition. Reacts at temperatures above 356°F in the presence of ferric chloride . | | Fire Hazard | 3,4-Dichloroaniline is combustible. | | Metabolic pathway | The basidiomycete Filoboletus sp. TA9054
metabolizes 3,4-dichloroaniline and forms several
condensation products on solid media and in liquid
culture, and no oligomers are produced. Six
metabolites are identified as 3,3'-4,4'-
tetrachloroazobenzene, 4-(3,4-dichloroanilino)-3,3',4' -
trichloroazobenzene, 4-[(3,4-dichloroanilino)-4-(3,4-
dichloroanilino)]-3,3'4'-trichloroazobenzene, 2-(3,4-
dichloroanilino)-N-(3,4-dichlorophenyl)-4-
(chlorophenylene), 6-(3,4-dichloroanilino)-N-(3,4-
dichlorophenyl)-4-(chlorophenylene), and 3,5-bis(3,4-
dichloroanilino)-1,4-chlorobenzoquinone. | | Purification Methods | Crystallise the aniline from MeOH. [Beilstein 12 IV 1257.] |
| 3,4-Dichloroaniline Preparation Products And Raw materials |
| Raw materials | Chlorine-->Hydrogen-->Ferric chloride-->1,2-Dichlorobenzene-->4-Chloronitrobenzene-->3,4-Dichloronitrobenzene | | Preparation Products | 3,4-DICHLORO-N-METHYLANILINE-->Propanil-->Diuron-->1-(3,4-Dichlorophenyl)piperazine-->Isocyanic acid 3,4-dichlorophenyl ester-->2-AMINO-5,6-DICHLOROBENZOIC ACID-->SWEP-->5-[(3,4-dichlorophenyl)azo]-1,2-dihydro-6-hydroxy-1,4-dimethyl-2-oxonicotinonitrile-->CHLORANOCRYL-->1-(3,4-DICHLOROPHENYL)-3-METHYL UREA-->3-(3,4-DICHLOROPHENYL)PROPIONIC ACID-->6-AMINO-2H-1,4-BENZOXAZIN-3(4H)-ONE-->1-(3,4-DICHLOROPHENYL)-2-THIOUREA-->3,3',4,4'-TETRACHLOROAZOBENZENE-->5,6-Dichloro-2-benzothiazolamine-->5-[(3,4-dichlorophenyl)azo]-1,2-dihydro-6-hydroxy-1,4-dimethyl-2-oxonicotinonitrile-->C.I. Disperse Yellow 58 |
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