HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Phenylpropiolsure
3-Phenylpropiolic acid · PHENYLPROPYNOIC ACID · Benzenepropiolic acid · 3-PHENYLPROPYNOIC ACID · Phenylpropiolic acid,97% · RARECHEM AL BE 0668 · phenylpropanic acid · PHENYLPROPIOLIC ACID
Identifikatoren & physikalische Daten
| CAS No. | 637-44-5 |
|---|---|
| Summenformel | C9H6O2 |
| Durchschnittliche Molmasse | 146,14 g/mol |
| Monoisotopische Masse | 146,03677943 g/mol |
| SMILES | O=C(O)C#Cc1ccccc1 |
| InChIKey | XNERWVPQCYSMLC-UHFFFAOYSA-N |
| PubChem CID | 69475 |
| ChEMBL | CHEMBL4059878 |
| ChEBI | CHEBI:90355 |
| EC No. | 211-285-8 |
| DTXSID | DTXSID7060918 |
| Lokaler Name | Phenylpropiolsure |
Chemische & physikalische Eigenschaften
| XLogP | 2 |
|---|---|
| Polarare Oberfläche (TPSA) | 37,3 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 200 |
| SpringerMaterials Properties | Crystal structure |
| Schmelzpunkt | 136 - 139 °C135-137 °C (lit.) |
| Physical Description | Solid |
| Collision Cross Section | 121.2 Ų [M+H-H2O]+ [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)] |
| Siedepunkt | 225.74°C (rough estimate) |
| Dichte | 1.1674 (rough estimate) |
| Brechungsindex | 1.5550 (estimate) |
| Lagerbedingungen | 2-8°C |
| Aggregatzustand | Fine Crystalline Powder |
| pKa (Säurekonstante) | pK1:2.269 (35°C) |
| Farbe | White to slightly beige |
| Löslichkeit | freely soluble |
| BRN | 742587 |
| InChI | InChI=1S/C9H6O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,(H,10,11) |
| InChIKey | XNERWVPQCYSMLC-UHFFFAOYSA-N |
| SMILES | C(O)(=O)C#CC1=CC=CC=C1 |
| CAS Datenbank | 637-44-5(CAS DataBase Reference) |
| NIST chemische Informationen | Phenylpropiolic acid(637-44-5) |
| EPA chemische Informationen | 2-Propynoic acid, 3-phenyl- (637-44-5) |
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 50 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: 2-Propynoic acid, 3-phenyl-Phenylacetylenecarboxylic acid: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | Evaluation - Chemicals not considered for in depth evaluation - Not commercially active in Australia |
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29163900 |
| R-Sätze (R) | 36/37/38 |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 26-36-24/25 |
| Gefahrenklasse | IRRITANTEye Irrit. 2Skin Irrit. 2STOT SE 3 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Verwenden
Phenylpropiolic Acid is used as a reagent in the high yield synthesis of 3,3-diphenylpropanoic acid derivatives via hydrophenylation and ionic hydrogenation with strong Lewis acids. It is also used in the synthesis of highly substituted aromatic rings via the alkyne-mediated approach which serve as templates for drug design.