HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Chloranilin
P-CHLOROANILINE · PARA CHLORO ANILINE · 4-Chloranilin · PARA-CHLORANILINE · 4-chlorobenzamine · 4-CHLOROBENZENAMINE · 4-CHLORO-PHENYLAMINE · p-Chloraniline
Identifikatoren & physikalische Daten
| CAS No. | 106-47-8 |
|---|---|
| Summenformel | C6H6ClN |
| Durchschnittliche Molmasse | 127,57 g/mol |
| Monoisotopische Masse | 127,01887687 g/mol |
| SMILES | Nc1ccc(Cl)cc1 |
| InChIKey | QSNSCYSYFYORTR-UHFFFAOYSA-N |
| PubChem CID | 7812 |
| ChEMBL | CHEMBL15888 |
| ChEBI | CHEBI:20331 |
| EC No. | 203-401-0 |
| DTXSID | DTXSID9020295 |
| Lokaler Name | 4-Chloranilin |
Chemische & physikalische Eigenschaften
| XLogP | 1,9 |
|---|---|
| Polarare Oberfläche (TPSA) | 26 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 8 |
| Formalladung | 0 |
| Komplexität | 66,9 |
| Stoffklassen | Nitrogen Compounds -> Amines, AromaticCarcinogens |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| Pestizide | Pesticide -> EPA IRIS |
| LogP (Verteilungskoeffizient) | log Kow = 1.83 at pH 7.4 |
| Geruch | SLIGHTLY SWEETISHCHARACTERISTIC AMINE ODORCharacteristic sweet odor |
| Dichte | 1.43 at 66.2 °F (USCG, 1999) - Denser than waterwill sink1.169 at 77 °C/4 °CRelative density (water = 1): 1.41.429 @ 19°C1,43 g/cm3 |
| Color/Form | Orthorhombic crystals from alcohol or petroleum etherColorless crystalsWhite or pale yellow solid |
| Löslichkeit | less than 1 mg/mL at 74.3 °F (NTP, 1992)Freely soluble in alcohol, ether, acetone, carbon disulfideIn water, 3,900 mg/L at 25 °CSolubility in water, g/100ml at 20 °C: 0.392.2g/l0.3 g/100 mL (20 ºC) |
| Flammpunkt | 235 °F (NTP, 1992)120-123 °C>220 °F (open cup)120-123 °C o.c.120°C |
| Siedepunkt | 450 °F at 760 mmHg (NTP, 1992)232 °C232 °C @760 [mm Hg]232 °C (lit.) |
| Decomposition | When heated to decomposition it emit toxic fumes of /hydrogen chloride and nitrogen oxides/.Energy of exothermic decomposition in range 210-400 °C was measured as 0.633 kJ/g by /diffential scanning calorimetry/, and T(ait24) was determined as 200 °C by adiabatic Dewar tests, with an apparent energy of activation of 124 kJ/mol.PCA decomposes in the presence of light and air and at elevated temperatures (decomposition temperature 250-300 °C). ...The decomposition in the presence of light is due to direct photolysis. |
| Schmelzpunkt | 162.5 °F (NTP, 1992)72.5 °C69-72.5 °C70.5 °C67-70 °C (lit.) |
| Dampfdichte | 4.4 (vs air) |
| Dampfdruck | 0.15 mm Hg ( 25 °C) |
| Brechungsindex | 1.5546 |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | Crystalline Solid |
| pKa (Säurekonstante) | 4.15(at 25℃) |
| Farbe | Beige to brown-purple |
| Wichte | 1.2417 |
| Geruch | Sweetish |
| pH | 6.9 (1g/l, H2O, 20℃) |
| Spezifische Wärmekapazität | Cp(crystal): 1.15 J/(g·K), at 25℃ |
| Merck | 14,2118 |
| BRN | 471359 |
| Henry-Konstante | 1.07 at 25 °C (calculated, Howard, 1989)(x 10-5 atmm3/mol) |
| Stabilität | Stable. Combustible. Incompatible with strong oxidizing agents, acids, acid chlorides, acid anhydrides, chloroformates, nitrous acid. May be light sensitive. |
| InChI | 1S/C6H6ClN/c7-5-1-3-6(8)4-2-5/h1-4H,8H2 |
| InChIKey | QSNSCYSYFYORTR-UHFFFAOYSA-N |
| SMILES | Nc1ccc(Cl)cc1 |
| LogP (Verteilungskoeffizient) | 1.83 at 25℃ |
| CAS Datenbank | 106-47-8(CAS DataBase Reference) |
| NIST chemische Informationen | p-Chloroaniline(106-47-8) |
| EPA chemische Informationen | p-Chloroaniline (106-47-8) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH301: Toxic if swallowed [Danger Acute toxicity, oral]P203, P261, P262, P264, P270, P271, P272, P273, P280, P301+P316, P302+P352, P304+P340, P316, P318, 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 (18.2%): Toxic if swallowed, in contact with skin or if inhaled [Danger Acute toxicity, oralacute toxicity, dermalacute toxicity, inhalation]P203, P260, P261, P262, P264, P264+P265, P270, P271, P272, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P318, P319, P321, P330, P333+P317, P337+P317, P361+P364, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement) |
|---|---|
| Regulatorische Informationen | Chemical: Benzenamine, 4-chloro-Hazard Traits - CarcinogenicityCouncil Directive (EEC) No 414/1991 (Repealed by Reg. EC No 1107/2009 (amended))Benzenamine, 4-chloro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenamine, 4-chloro- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 29-08-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/145324-Chloroaniline: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | IMAP assessments - Benzenamine, 4-chloro-: Human health tier II assessment |
| DOT-Kennzeichnung | Poison |
| Brandgefahren | Special Hazards of Combustion Products: Irritating and toxic hydrogen chloride and oxides of nitrogen may form in fires. (USCG, 1999)Combustible. Gives off irritating or toxic fumes (or gases) in a fire. |
| Gesundheitsgefahren | Inhalation or ingestion causes bluish tint to fingernails, lips, and ears indicative of cyanosisheadache, drowsiness, and nausea, followed by unconsciousness. Liquid can be absorbed through skin and cause similar symptoms. Contact with eyes causes irritation. (USCG, 1999) |
Anwendungen & Verwendung
Verwenden
4-Chloroaniline is an important raw material in production of agricultural chemicals, azo dyes and pigments, cosmetics, and pharmaceutical products. It is used as an intermediate in the manufacture of chromophore AS-LB, as well as in pharmaceutical intermediates such as chlordiazepoxide and phena tincture. It is also an intermediate for the herbicide Anilofos, the insecticide chlorbenzuron and the plant growth regulator Inabenfide.
Herstellung & Synthese
synthetische
synthesis of 4-Chloroaniline: p-chloronitrobenzene is used as raw material, Raney nickel is used as catalyst, ethanol is used as solvent, reaction temperature is 50～70°C , hydrogenation pressure is 3.04～3.55MPa, and medium pH=5～6 conditions, carry out Catalytic hydrogenation reaction to obtain 4-Chloroaniline.