4-Chlorbenzhydrylalkohol
Chlorobenzhydrol · Cetirizine 4-Chlorobenzhydrol Impurity · AURORA KA-7061 · 4-CHLOROBENZHYDROL · Meclizine USP RC A · P-CHLORO BENZHYDROL · 4-Chlorobenzohydrol · p-Chlorobenzohydrol
Identifikatoren & physikalische Daten
| CAS No. | 119-56-2 |
|---|---|
| Summenformel | C13H11ClO |
| Durchschnittliche Molmasse | 218,68 g/mol |
| Monoisotopische Masse | 218,04984265 g/mol |
| SMILES | OC(c1ccccc1)c1ccc(Cl)cc1 |
| InChIKey | AJYOOHCNOXWTKJ-UHFFFAOYSA-N |
| PubChem CID | 8401 |
| ChEMBL | CHEMBL2251568 |
| ChEBI | CHEBI:35091 |
| EC No. | 204-333-4 |
| DTXSID | DTXSID50870472 |
| Lokaler Name | 4-Chlorbenzhydrylalkohol |
Chemische & physikalische Eigenschaften
| XLogP | 3,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 20,2 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 15 |
| Formalladung | 0 |
| Komplexität | 181 |
| Schmelzpunkt | 58-60 °C (lit.) |
| Siedepunkt | 150-151°C 2,6mm |
| Dichte | 1.1178 (rough estimate) |
| Brechungsindex | 1.5260 (estimate) |
| Flammpunkt | 150-151°C/2.6mm |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | insoluble |
| Aggregatzustand | solid |
| pKa (Säurekonstante) | 13.34±0.20(Predicted) |
| Farbe | White to Off-White |
| BRN | 2050235 |
| InChI | 1S/C13H11ClO/c14-12-8-6-11(7-9-12)13(15)10-4-2-1-3-5-10/h1-9,13,15H |
| InChIKey | AJYOOHCNOXWTKJ-UHFFFAOYSA-N |
| SMILES | OC(c1ccccc1)c2ccc(Cl)cc2 |
| CAS Datenbank | 119-56-2(CAS DataBase Reference) |
| NIST chemische Informationen | Benzenemethanol, 4-chloro-«alpha»-phenyl-(119-56-2) |
| EPA chemische Informationen | Benzenemethanol, 4-chloro-.alpha.-phenyl- (119-56-2) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (66.7%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P273, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Status: Active Update: 14-07-2011 https://echa.europa.eu/registration-dossier/-/registered-dossier/6984Benzenemethanol, 4-chloro-.alpha.-phenyl-: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Acute Tox. 4 (66.7%) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29062990 |
| R-Sätze (R) | 20/21/22-36/37/38 |
| Gefahrensymbole | Xn |
| Sicherheitshinweise (S) | 24/25-36-26 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Verwenden
4-Chlorobenzhydrol was used as internal standard to measure the N-demethyl antipyrine metabolite in urine by gas chromatography-mass spectrometry. It was also used in the identification of the antihistamine cetirizine as a relevant cross-reactant for the carbamazepine-specific enzyme-linked immunosorbent assay .
Herstellung & Synthese
synthetische
Preparation of 4-Chlorobenzhydrol(4-CB):about 5.0g(0.023 mol) of 4-chloro benzophenone was dissolved in 15 mL of isopropyl alcohol (IPA) and heated to 50°C followed by the addition of 0.265g(0.007 mol) of sodium borohydride as a lot with the temperature maintained at 65°C for 2 h. The reaction mixture was distilled to expel isopropyl alcohol up to 90 %. The resulting solution was cooled and treated with dil HCl (5 mL of conc. HCl in 20 mL of water). Finally the reaction mass was extracted with 15 mL of toluene. The toluene extract was washed withwater to pH-7. The compound obtained in this step was taken to next step without isolation but aliquot sample was concentrated, isolated and checked for melting point (m.p. = 58-60°C).