Isobutyrophenon
ISOPROPYL PHENYL KETONE · 2-Methylpropiophenone · isobutyrophenon · PHENYL ISOPROPYL KETONE · 1-Propanone, 2-methyl-1-phenyl- · ISOBUTROPHENONE · sobutyrophenone · ISOBUTYROPHENONE
Identifikatoren & physikalische Daten
| CAS No. | 611-70-1 |
|---|---|
| Summenformel | C10H12O |
| Durchschnittliche Molmasse | 148,2 g/mol |
| Monoisotopische Masse | 148,088815 g/mol |
| SMILES | CC(C)C(=O)c1ccccc1 |
| InChIKey | BSMGLVDZZMBWQB-UHFFFAOYSA-N |
| PubChem CID | 69144 |
| ChEMBL | CHEMBL3187314 |
| EC No. | 210-275-0 |
| DTXSID | DTXSID6048202 |
| Lokaler Name | Isobutyrophenon |
Chemische & physikalische Eigenschaften
| XLogP | 2,7 |
|---|---|
| Polarare Oberfläche (TPSA) | 17,1 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 132 |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| LogP (Verteilungskoeffizient) | 2.59 |
| Schmelzpunkt | 1 °C |
| Siedepunkt | 217 °C (lit.) |
| Dichte | 0.988 g/mL at 25 °C (lit.) |
| Dampfdruck | 1 mm Hg ( 50 °C) |
| Brechungsindex | n20/D 1.517(lit.) |
| Flammpunkt | 184 °F |
| Lagerbedingungen | Sealed in dry,Room Temperature |
| Löslichkeit | Chloroform (Sparingly), Methanol (Slightly)immiscible |
| Aggregatzustand | Oil |
| Farbe | Colourless |
| BRN | 774499 |
| Henry-Konstante | 5.7×10-1 mol/(m3Pa) at 25℃, Zhang et al. (2010) |
| InChI | 1S/C10H12O/c1-8(2)10(11)9-6-4-3-5-7-9/h3-8H,1-2H3 |
| InChIKey | BSMGLVDZZMBWQB-UHFFFAOYSA-N |
| SMILES | CC(C)C(=O)c1ccccc1 |
| LogP (Verteilungskoeffizient) | 2.73 |
| CAS Datenbank | 611-70-1(CAS DataBase Reference) |
| NIST chemische Informationen | Isopropyl phenyl ketone(611-70-1) |
| EPA chemische Informationen | 1-Propanone, 2-methyl-1-phenyl- (611-70-1) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 70.4% (107 of 152) of all reports.WarningH315 (28.9%): 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 152 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Status: Active Update: 18-11-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/18901-Propanone, 2-methyl-1-phenyl-: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Skin Irrit. 2 (28.9%) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29143900 |
| R-Sätze (R) | 36/37/38 |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 26-36 |
| Lagerklasse | 10 - Combustible liquids |
| Gefahrenklasse | Acute Tox. 4 Oral |
Anwendungen & Verwendung
Verwenden
Isobutyrophenone is used as an internal standard in the determination of hydroxyzine hydrochloride and benzyl alcohol in injection solutions. It is also used in the preparation of alpha-hydroxyisobutyrophenone. Isobutyrophenone is employed as photosensitizer intermediate. It can react with bromoacetic acid ethyl ester to get 3-hydroxy-4-methyl-3-phenyl-valeric acid ethyl ester.
Herstellung & Synthese
synthetische
Isobutyrophenone synthesis: Benzene underwent a Friedel–Crafts acylation with isobutyryl chloride to synthesize isobutyrophenone. The reaction was performed using excess benzene as a replacement for a typical solvent and heat to reflux (88 °C) for a period of 3 hours. Any unreacted benzene was recovered after the reaction during the distillation process. A 66 % yield of isobutyrophenone was obtained from the solar synthesis, compared to a 44 % yield from an in-lab, electrical heating analysis.