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3,4-Dichloranilin
3,4-dca · 3，4-Dichloroanihne · 4,5-Dichloroaniline · Gefitinib-1 · 3.4-Dichloroan · 3,4-Dichloroanil · 3,4-Dichloranilin · AKOS BBS-00003672
Identifikatoren & physikalische Daten
| CAS No. | 95-76-1 |
|---|---|
| Summenformel | C6H5Cl2N |
| Durchschnittliche Molmasse | 162,01 g/mol |
| Monoisotopische Masse | 160,97990452 g/mol |
| SMILES | Nc1ccc(Cl)c(Cl)c1 |
| InChIKey | SDYWXFYBZPNOFX-UHFFFAOYSA-N |
| PubChem CID | 7257 |
| ChEMBL | CHEMBL1319813 |
| ChEBI | CHEBI:16767 |
| EC No. | 202-448-4 |
| DTXSID | DTXSID7021815 |
| Lokaler Name | 3,4-Dichloranilin |
Chemische & physikalische Eigenschaften
| XLogP | 2,7 |
|---|---|
| Polarare Oberfläche (TPSA) | 26 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 9 |
| Formalladung | 0 |
| Komplexität | 97,1 |
| Stoffklassen | Nitrogen Compounds -> Amines, Aromatic |
| SpringerMaterials Properties | Nuclear quadrupole resonance spectroscopy |
| Pestizide | Environmental transformation -> Pesticide transformation products (metabolite, successor)Pesticide degradation product |
| LogP (Verteilungskoeffizient) | log Kow= 2.69 |
| Dichte | 1.33 at 185 °F (NTP, 1992) - Denser than waterwill sink1.57 g/cm³Relative density of the vapour/air-mixture at 20 °C (air = 1): 1.001,34 g/cm3 |
| Viscosity | 6.6173 Pa.s @ 344.65 K |
| Color/Form | NEEDLES FROM PETROLEUM ETHERLIGHT BROWN CRYSTALS /DICHLOROANILINES/ |
| Löslichkeit | less than 1 mg/mL at 70.7 °F (NTP, 1992)Very sol in alcohol, etherslightly sol in benzene.Sol in most org solventsWater solubility of 92 mg/l at 20 °CSolubility in water: none0.73g/l0.06 g/100 mL |
| Flammpunkt | 331 °F (NTP, 1992)166 °C331 °F (166 °C) OPEN CUP166 °C o.c. |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| Siedepunkt | 522 °F at 760 mmHg (NTP, 1992)272 °C272 °C(lit.) |
| Decomposition | WHEN HEATED TO DECOMP ... THEY EVOLVE HIGHLY TOXIC /HYDROGEN/ CHLORIDE FUMES. SOME ORG CHLORIDES DECOMP TO YIELD PHOSGENE. /CHLORIDES/340 °C. Decomposes on burning. This produces toxic fumes including nitrogen oxides and hydrogen chloride (see ICSC 0163). |
| Schmelzpunkt | 69-71 °C(lit.) |
| Dampfdruck | 97.5Pa at 78℃ |
| Brechungsindex | 1.6140 (estimate) |
| Lagerbedingungen | 0-6°C |
| Aggregatzustand | Crystalline Mass and/or Chunks |
| pKa (Säurekonstante) | 2.90±0.10(Predicted) |
| Farbe | Beige to brown |
| pH | 7.1 (0.8g/l, H2O) |
| Merck | 14,3054 |
| BRN | 636837 |
| Henry-Konstante | 6.8×10-1 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) |
| Stabilität | Stable, but darkens in storage. Combustible. Incompatible with strong oxidizing agents, acids, acid chlorides, acid anhydrides. |
| InChI | 1S/C6H5Cl2N/c7-5-2-1-4(9)3-6(5)8/h1-3H,9H2 |
| InChIKey | SDYWXFYBZPNOFX-UHFFFAOYSA-N |
| SMILES | Nc1ccc(Cl)c(Cl)c1 |
| LogP (Verteilungskoeffizient) | 2.68 at 20℃ |
| CAS Datenbank | 95-76-1(CAS DataBase Reference) |
| NIST chemische Informationen | Benzenamine, 3,4-dichloro-(95-76-1) |
| EPA chemische Informationen | 3,4-Dichloroaniline (95-76-1) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH301: Toxic if swallowed [Danger Acute toxicity, oral]P261, P262, P264, P264+P265, P270, P271, P272, P273, P280, P301+P316, P302+P352, P304+P340, P305+P354+P338, P316, P317, P321, P330, P333+P317, P361+P364, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)H301+H311+H331 (57.4%): Toxic if swallowed, in contact with skin or if inhaled [Danger Acute toxicity, oralacute toxicity, dermalacute toxicity, inhalation] |
|---|---|
| Regulatorische Informationen | Chemical: Benzenamine, 3,4-dichloro-Commission Regulation (EC) No 33/2008Status: Active Update: 19-02-2014 https://echa.europa.eu/registration-dossier/-/registered-dossier/11563,4-Dichloroaniline: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | IMAP assessments - Dichloroanilines: Human health tier II assessment |
| DOT-Kennzeichnung | Poison |
| Brandgefahren | This chemical is combustible. (NTP, 1992)Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Heating will cause rise in pressure with risk of bursting. |
| Brandpotenzial | COMBUSTIBLE SOLID /DICHLOROANILINES/ |
| Gesundheitsgefahren | SYMPTOMS: Symptoms of exposure to this compound may include irritation of the skin and severe irritation of the eyes. It reduces the oxygen carrying capacity of the blood and causes shortness of breath by formation of methemoglobin It can cause an allergic skin reaction, rash, chloracne, cyanosis, weakness, tearing, and blurring of vision. Higher exposures can cause abnormal liver an kidney function. Skin permeation can lead to systemic toxicity. |
| Gefahrenübersicht | An eye irritantCan induce methemoglobinemiaMay cause skin sensitization[ICSC] High exposures can cause liver and kidney injuryMay be toxic after skin absorption[CAMEO] Toxic by inhalation, ingestion, and skin absorption |
Anwendungen & Verwendung
Verwenden
3,4-Dichloroaniline is used in the preparation of the herbicide propanil (P760840).
Verwenden
3,4-Dichloroaniline is used as an intermediate for pesticides and dyes.
Herstellung & Synthese
synthetische
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.