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4-[Bis(p-hydroxyphenyl)methylen]cyclohexa-2,5-dien-1-on
AURIN · P-ROSOLIC ACID · RosoL · AURINE · CORALLIN · CI 43800 · AURIN GR · Nsc 7805
![Molekülstruktur von 4-[Bis(p-hydroxyphenyl)methylen]cyclohexa-2,5-dien-1-on](/img/chemical/5100.png)
Identifikatoren & physikalische Daten
| CAS No. | 603-45-2 |
|---|---|
| Summenformel | C19H14O3 |
| Durchschnittliche Molmasse | 290,3 g/mol |
| Monoisotopische Masse | 290,09429431 g/mol |
| SMILES | O=C1C=CC(=C(c2ccc(O)cc2)c2ccc(O)cc2)C=C1 |
| InChIKey | FYEHYMARPSSOBO-UHFFFAOYSA-N |
| PubChem CID | 5100 |
| ChEMBL | CHEMBL210868 |
| ChEBI | CHEBI:34544 |
| EC No. | 210-041-8 |
| DTXSID | DTXSID2022387 |
| Lokaler Name | 4-[Bis(p-hydroxyphenyl)methylen]cyclohexa-2,5-dien-1-on |
Chemische & physikalische Eigenschaften
| XLogP | 3,9 |
|---|---|
| Polarare Oberfläche (TPSA) | 57,5 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 22 |
| Formalladung | 0 |
| Komplexität | 457 |
| Stoffklassen | Dyes -> Di- and Triaryl Dyes |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| Physical Description | Deep red solidTechnical product may be yellowish-brown with a dark green metallic fracture[Merck Index] Dark red powder[Sigma-Aldrich MSDS] |
| Collision Cross Section | 169.1 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards] |
| Schmelzpunkt | 309°C (decompose) |
| Siedepunkt | 372.4°C (rough estimate) |
| Dichte | 1.2497 (rough estimate) |
| Brechungsindex | 1.4200 (estimate) |
| Lagerbedingungen | Store at room temperature. |
| Löslichkeit | Practically insoluble in water, benzenefreely soluble in ethanolSoluble in alcohol, sodium hydroxide, potassium hydroxide and strong acids. Insoluble in water. |
| Aggregatzustand | Crystalline Powder |
| pKa (Säurekonstante) | 6.98(at 25℃) |
| Farbe | Red-brown to brownish-red |
| pH | 5.0-6.8, yellow to pink |
| Merck | 14,881 |
| BRN | 2055205 |
| Stabilität | Stable. Incompatible with strong oxidizing agents. |
| Hauptanwendungen | electrorheological materials, films patterning, antireflective coatings, thermochromic materials, photoresists, film patterning, recording materials, lithium battery, semiconductors, printing materials, inks, corrosion inhibitors, adhesives, drugs, detecting viable cells, treatment of Alzheimer’s disease |
| InChI | 1S/C19H14O3/c20-16-7-1-13(2-8-16)19(14-3-9-17(21)10-4-14)15-5-11-18(22)12-6-15/h1-12,20-21H |
| InChIKey | FYEHYMARPSSOBO-UHFFFAOYSA-N |
| SMILES | O=C(C=C1)C=CC1=C(C2=CC=C(O)C=C2)C3=CC=C(O)C=C3 |
| CAS Datenbank | 603-45-2 |
| EPA chemische Informationen | 2,5-Cyclohexadien-1-one, 4-[bis(4-hydroxyphenyl)methylene]- (603-45-2) |
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 49 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: 2,5-Cyclohexadien-1-one, 4-[bis(4-hydroxyphenyl)methylene]-PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.Aurin: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right. |
| Gefahrenübersicht | A moderate irritant[Sigma-Aldrich MSDS] |
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29145090 |
| R-Sätze (R) | 36/37/38-36/38 |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 26-36-37/39 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Verwenden
Rosolic acid is used as a pH indicator in the range from 5.0 to 6.8. It acts as an intermediate in the manufacturing dyes. It is involved in the activation of heme oxygenase and in the inhibition of DNA fragmentation. It finds application in the selective isolation of coliform bacteria.