Phenylsalicylat
SALOL · PHENYL 2-HYDROXYBENZOATE · FEMA 3960 · Salphenyl · SALICYLIC ACID PHENYL ESTER · Musol · NSC33406 · NSC 33406
Identifikatoren & physikalische Daten
| CAS No. | 118-55-8 |
|---|---|
| Summenformel | C13H10O3 |
| Durchschnittliche Molmasse | 214,22 g/mol |
| Monoisotopische Masse | 214,06299418 g/mol |
| SMILES | O=C(Oc1ccccc1)c1ccccc1O |
| InChIKey | ZQBAKBUEJOMQEX-UHFFFAOYSA-N |
| PubChem CID | 8361 |
| ChEMBL | CHEMBL1339216 |
| ChEBI | CHEBI:34918 |
| EC No. | 204-259-2 |
| DTXSID | DTXSID6021957 |
| Lokaler Name | Phenylsalicylat |
Chemische & physikalische Eigenschaften
| XLogP | 3,8 |
|---|---|
| Polarare Oberfläche (TPSA) | 46,5 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 3 |
| Schwere Atome | 16 |
| Formalladung | 0 |
| Komplexität | 233 |
| Stoffklassen | Other Classes -> Esters, Other |
| Arzneimittel | Pharmaceuticals -> Listed in ZINC15 |
| Kosmetika | DenaturantAntimicrobial |
| SpringerMaterials Properties | Angular frequency |
| Duftstoffe | Fragrance Ingredient (Phenyl salicylate) -> IFRA transparency List |
| Lebensmittelzusatzstoffe | ANTIOXIDANT, STABILIZER OR THICKENER -> FDA Substance added to food |
| Aromastoffe | EU Flavoring substances |
| Löslichkeit | insoluble0.15 mg/mL at 25 °Cinsoluble in watersoluble in 50% Heptanemoderately soluble (in ethanol)dioxane: 0.1 g/mL, clear, colorlessSoluble in alcohol, ether, chloroform, turpentine, acetone and benzene. Sparingly soluble in chloroformbenzene. Insoluble in water. |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| Siedepunkt | 172-173172.00 to 173.00 °C. @ 12.00 mm Hg172-173 °C (12 mm Hg)172-173 °C/12 mmHg (lit.) |
| Schmelzpunkt | 41-4343 °C41-43 °C (lit.) |
| Dampfdruck | 0.00000817 [mmHg] |
| Dichte | 1.250g/cm3 |
| Brechungsindex | 1.5090 (estimate) |
| FEMA | 3960 | PHENYL SALICYLATE |
| Flammpunkt | >230 °F |
| Lagerbedingungen | 2-8°C |
| pKa (Säurekonstante) | 8.71±0.10(Predicted) |
| Aggregatzustand | Fine Crystalline Powder |
| Farbe | White |
| Geruch | at 100.00 %. mild sweet fruity balsam |
| Geruchsart | balsamic |
| Biologische Quelle | synthetic |
| JECFA Number | 736 |
| Merck | 14,7310 |
| BRN | 393969 |
| Dielektrizitätskonstante | 6.3(50.0℃) |
| Stabilität | Light sensitive. Incompatible with strong oxidants. Flammable. |
| Kosmetik-Inhaltsstoffe Funktionen | ANTIMICROBIALPERFUMINGDENATURANT |
| InChI | 1S/C13H10O3/c14-12-9-5-4-8-11(12)13(15)16-10-6-2-1-3-7-10/h1-9,14H |
| InChIKey | ZQBAKBUEJOMQEX-UHFFFAOYSA-N |
| SMILES | Oc1ccccc1C(=O)Oc2ccccc2 |
| LogP (Verteilungskoeffizient) | 3.55 |
| CAS Datenbank | 118-55-8(CAS DataBase Reference) |
| NIST chemische Informationen | Benzoic acid, 2-hydroxy-, phenyl ester(118-55-8) |
| EPA chemische Informationen | Phenyl salicylate (118-55-8) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 12.6% (92 of 729) of reports.WarningH315 (85.9%): 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 729 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Benzoic acid, 2-hydroxy-, phenyl esterCommission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Benzoic acid, 2-hydroxy-, phenyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzoic acid, 2-hydroxy-, phenyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 14-07-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/20078Benzoic acid, 2-hydroxy-, phenyl ester: Non hazardous |
| Gefahrenübersicht | Causes convulsions and decreased body temperature in oral lethal-dose studies of rabbits[RTECS] Mildly irritating to skin and eyes[NTP] Safe when used as a flavoring agent in food[JECFA] A skin and strong eye irritant[Sigma-Aldrich MSDS] See Methyl salicylate. See Acetylsalicylic acid. |
| Hazard Classes and Categories | Skin Irrit. 2 (85.9%) |
| Carcinogen Classification | No indication of carcinogenicity to humans (not listed by IARC). |
| Wassergefährdungsklasse (WGK) | 2 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 3077 9 / PGIII |
| Zollcode | 29182300 |
Anwendungen & Verwendung
Beschreibung
Phenyl salicylate, also referred to as salol, is a member of the hydroxybenzoic acid family of organic compounds. Its chemical formula is C13H10O3. It is manufactured through the chemical reaction between phenol and salicylic acid. Phenyl salicylate is a good antiseptic that is used in the production of toothpaste. It has several medical properties, including its ability to act as an analgesic, anti-septic with antibacterial properties, and antipyretic to reduce fever. Additionally, it can be utilized for treating lower urinary tract inflammation. Although it is no longer widely used in human medicine, it is still employed in veterinary medicine.
Verwenden
Phenyl salicylate is used as an analgesic and antipyretic. It is also used in the manufacture of polymer plastics, lacquers, waxes, polishes, adhesives, and sunscreen products(suntan oils and cremes). As light absorber to prevent discoloration of plastics. It is also a fragrance ingredient, but has limited use. in veterinary use as an external disinfectant and intestinal antiseptic agent.
Herstellung & Synthese
synthetische
Phenyl salicylate was synthesized by esterification of salicylic acid and phenol in the presence of catalyst sulfuric acid. The esterification liquid is neutralized, washed with water and distilled to obtain the finished product. It also can preparation by the action of phosphorus oxychloride on a mixture of phenol and salicylic acid (Merck Index, 1968).