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Chlortoluol (p)
1-CHLORO-4-METHYLBENZENE · P-CHLOROTOLUENE · chlorotoluenes · UPD · p-chloro-toluen · 4-CHLORO-1-METHYLBENZENE · 1-chloro-4-methyl-benzen · 4-Chlorotoluene p-Chlorotoluene
Identifikatoren & physikalische Daten
| CAS No. | 106-43-4 |
|---|---|
| Summenformel | C7H7Cl |
| Durchschnittliche Molmasse | 126,58 g/mol |
| Monoisotopische Masse | 126,0236279 g/mol |
| SMILES | Cc1ccc(Cl)cc1 |
| InChIKey | NPDACUSDTOMAMK-UHFFFAOYSA-N |
| PubChem CID | 7810 |
| ChEMBL | CHEMBL1797268 |
| ChEBI | CHEBI:34401 |
| EC No. | 203-397-0 |
| DTXSID | DTXSID8024814 |
| Lokaler Name | Chlortoluol (p) |
Chemische & physikalische Eigenschaften
| XLogP | 3,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 0 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 0 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 8 |
| Formalladung | 0 |
| Komplexität | 62,8 |
| Stoffklassen | Volatile Organic Compound (VOC) |
| Solvents | Solvents -> Chlorinated Aromatics |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| LogP (Verteilungskoeffizient) | Log Kow = 3.333.42 |
| Dichte | 1.0697 @ 20 °C/4 °CRelative density (water = 1): 1.071.0697 @ 20°C1.07 g/mL at 25 °C(lit.) |
| Viscosity | 0.892 mPa-s @ 20 °C |
| Color/Form | Colorless liquid |
| Löslichkeit | SOL IN ALCOHOL, BENZENESOL IN ACETIC ACID>10% in ethyl ether>10% in ethanolFor more Solubility (Complete) data for 4-CHLOROTOLUENE (9 total), please visit the HSDB record page.Solubility in water, g/100ml at 20 °C: 0.010.040g/l<0.1 g/100 mL at 20 ºC |
| Flammpunkt | 49 °C140 °F, open cup121 °F |
| Siedepunkt | 162.4 °C162 °C162.4 °C @760 [mm Hg]162 °C(lit.) |
| Schmelzpunkt | 7.5 °C6-8 °C(lit.) |
| Dampfdichte | 4.37 (Air= 1)Relative vapor density (air = 1): 4.44.38 (vs air) |
| Dampfdruck | 10 mm Hg ( 45 °C) |
| Brechungsindex | n20/D 1.52(lit.) |
| Lagerbedingungen | 2-8°C |
| Aggregatzustand | Liquid |
| Farbe | Clear |
| pH | 7.4 (H2O)(saturated aqueous solution) |
| Explosionsgrenze | 0.7-12.2%(V) |
| Merck | 14,2171 |
| BRN | 1903635 |
| Henry-Konstante | 2.7×10-3 mol/(m3Pa) at 25℃, Brockbank (2013) |
| Dielektrizitätskonstante | 6.0800000000000001 |
| Stabilität | Stable. Combustible. Incompatible with strong oxidizing agents. |
| InChI | 1S/C7H7Cl/c1-6-2-4-7(8)5-3-6/h2-5H,1H3 |
| InChIKey | NPDACUSDTOMAMK-UHFFFAOYSA-N |
| SMILES | Cc1ccc(Cl)cc1 |
| LogP (Verteilungskoeffizient) | 3.33 at 20℃ |
| CAS Datenbank | 106-43-4(CAS DataBase Reference) |
| NIST chemische Informationen | Benzene, 1-chloro-4-methyl-(106-43-4) |
| EPA chemische Informationen | p-Chlorotoluene (106-43-4) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH332: Harmful if inhaled [Warning Acute toxicity, inhalation]P261, P271, P273, P304+P340, P317, P391, and P501 (click each P-code to see the statement)DangerH226 (72.6%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P271, P272, P273, P280, P302+P352, P303+P361+P353, P304+P340, P316, P317, P321, P333+P317, P362+P364, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement) |
|---|---|
| Regulatorische Informationen | Chemical: Benzene, 1-chloro-4-methyl-Hazard Traits - Other Toxicological Hazard TraitsStatus: Active Update: 08-06-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/1883Benzene, 1-chloro-4-methyl-: Does not have an individual approval but may be used under an appropriate group standard |
| Brandgefahren | Flammable. Gives off irritating or toxic fumes (or gases) in a fire. Above 49 °C explosive vapour/air mixtures may be formed. |
| Brandpotenzial | SLIGHT, WHEN EXPOSED TO HEAT OR FLAME. |
| Gefahrenübersicht | Defats the skin[ICSC] Histopathological effects to liver (centrilobular hepatocellular hypertrophy), kidney (exacerbation of chronic progressive nephropathy), and adrenal cortex (adrenal cortical hyperplasia) were observed in 90 day feeding study with rats at the highest dose (800 mg/kg)Not mutagenic in Ames salmonella/microsome assay[HSDB] A very mild skin and eye irritant, based on animal studies[CHEMINFO] Rapidly absorbed by GI and respiratory tract, with limited absorption through the skinPrimarily excreted through urineMildly irritating to skin and eyes of rabbitsA skin sensitizer in the guinea pig maximization testEffects in high single oral doses with rats include body tremor, decreased motor activity, and cyanosisHistopathological findings limited to signs of irritation in the GI and respiratory tracts (severity increasing with dosage)Liver and kidney shown to be target organs of toxicity based on 29 and 90 day feeding studies with rats |
Anwendungen & Verwendung
Verwenden
4-Chlorotoluene is used in a variety of organic synthesis, such as acting as coupling precursors for palladium-catalyzed acylation of acetanilides. It is also used for the preparation model gas of 4-chlorotoulene by passing synthesized air into liquid 4-chlorotoulene.
Herstellung & Synthese
synthetische
4-Chlorotoluene is obtained from p-toluidine by diazotization and substitution. Add p-toluidine and hydrochloric acid to the reaction pot and stir and heat until dissolved at 60℃, then cool to below 15℃ and add sodium nitrite solution dropwise. After reaching the end point, continue to stir for 0.5h. Add cuprous chloride hydrochloric acid solution and stir at room temperature for 3h. Then raise the temperature to 60℃ and keep for 0.5h, cool to room temperature and leave to stratify, discard the acid water layer, wash with water to neutral, filter and get p-chlorotoluene.