Product Introduction
| 3,4-Dichloroaniline Basic information |
| Product Name: | 3,4-Dichloroaniline |
| Synonyms: | 3,4-DICHLOROPHENYLAMINE;3,4-dca;3,4-dichlorobenzenamine;3,4-Dichloroanihne;3,4-DICHLOROANILINE;3,4-Dichloranilin;3,4-Dichloraniline;3,4-Dichloroanaline |
| CAS: | 95-76-1 |
| MF: | C6H5Cl2N |
| MW: | 162.02 |
| EINECS: | 202-448-4 |
| Product Categories: | amine | alkyl chloride;Aromatics;Anilines, Aromatic Amines and Nitro Compounds;Organics;Miscellaneous Reagents;Building Blocks;Intermediates of Dyes and Pigments;DIA - DICMethod Specific;C2 to C6;Nitrogen Compounds;C6;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks;2000/60/EC;Alpha sort;Amines;AromaticsPesticides&Metabolites;Chemical Class;D;DAlphabetic;European Community: ISO and DIN |
| Mol File: | 95-76-1.mol |
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| 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) |
| Safety Information |
| Hazard Codes | T,N |
| Risk Statements | 23/24/25-41-43-50/53-51/53-33 |
| Safety Statements | 26-36/37/39-45-60-61-36/37-28 |
| RIDADR | UN 3442 6.1/PG 2 |
| WGK Germany | 3 |
| RTECS | BX2625000 |
| F | 8 |
| TSCA | Yes |
| HazardClass | 6.1 |
| PackingGroup | II |
| HS Code | 29214210 |
| Hazardous Substances Data | 95-76-1(Hazardous Substances Data) |
| MSDS Information |
| Provider | Language |
|---|---|
| 3,4-Dichlorobenzenamine | English |
| ACROS | English |
| SigmaAldrich | English |
| ALFA | English |
| 3,4-Dichloroaniline Usage And Synthesis |
| Description | 3,4-Dichloroaniline, 1-amino- 3,4- dichlorobenzene, is a gray to dark-brown crystalline solid at room temperature. It is used as an intermediate for pesticides and dyes and 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 . |
| 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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