5'-Bromo-2'-hydroxyacetophenone
1-(5-BROMO-2-HYDROXYPHENYL)ETHANONE · 1-(3-broMophenyl)-2-hydroxyethan-1-one · AKOS BBS-00006622 · 5-BroMo-2-hydroxyace · 2-ACETYL-4-BROMOPHENOL · 5-Bromo-2-hydroxyacetophe · 5-Methyl-6-Hydroxysalicylate · 5-BROMO-2-HYDROXYACETOPHENONE
Identifikatoren & physikalische Daten
| CAS No. | 1450-75-5 |
|---|---|
| Summenformel | C8H7BrO2 |
| Durchschnittliche Molmasse | 215,04 g/mol |
| Monoisotopische Masse | 213,96294156 g/mol |
| SMILES | CC(=O)c1cc(Br)ccc1O |
| InChIKey | HQCCNFFIOWYINW-UHFFFAOYSA-N |
| PubChem CID | 95991 |
| ChEMBL | CHEMBL4469150 |
| EC No. | 604-457-2 |
| DTXSID | DTXSID50162864 |
Chemische & physikalische Eigenschaften
| XLogP | 2,7 |
|---|---|
| Polarare Oberfläche (TPSA) | 37,3 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 158 |
| Schmelzpunkt | 58-61 °C(lit.) |
| Siedepunkt | 135-143 °C(Press: 16 Torr) |
| Dichte | 1.586±0.06 g/cm3(Predicted) |
| Lagerbedingungen | Sealed in dry,Room Temperature |
| Löslichkeit | Soluble in Chloroform |
| pKa (Säurekonstante) | 9.59±0.18(Predicted) |
| Aggregatzustand | Solid |
| Farbe | White to pale yellow |
| InChI | InChI=1S/C8H7BrO2/c1-5(10)7-4-6(9)2-3-8(7)11/h2-4,11H,1H3 |
| InChIKey | HQCCNFFIOWYINW-UHFFFAOYSA-N |
| SMILES | C(=O)(C1=CC(Br)=CC=C1O)C |
| LogP (Verteilungskoeffizient) | 3.110 (est) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 44 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| Wassergefährdungsklasse (WGK) | 3 |
| Zollcode | 29147000 |
| RTECS-Nr. | KM5556350 |
| R-Sätze (R) | 36/37/38 |
| Toxizität | mouse,LD50,intraperitoneal,> 1gm/kg (1000mg/kg),Indian Journal of Chemistry, Section B: Organic Chemistry, Including Medicinal Chemistry. Vol. 20, Pg. 480, 1981. |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 26-36 |
| Gefahrenklasse | IRRITANTEye Irrit. 2Skin Irrit. 2STOT SE 3 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Verwenden
5-Bromo-2-hydroxyacetophenone (5-Bromo-2-hydroxyacetophenone) may be used in ligand in the preparation of tetrahedral metallocene complexes containing vanadium(IV), synthesis of {2-[1-(5-bromo-2-oxidophenyl) ethylidene] benzohydrazidato (2-)} tris(pyridine) nickel(II)] pyridine solvate, synthesis of N-[1-(5-bromo-2-hydroxyphenyl)ethylidene]-3,4,5-trihydroxybenzohydrazide dimethyl sulfoxide solvate trihydrate, preparation of 6-bromochromen-4-one.
Herstellung & Synthese
synthetische
Preparation by Fries rearrangement of 4-bromophenyl acetate with aluminium chloride without solvent between 110° and 160° (84–91%).