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Phenethylisothiocyanat
Benzene, (2-isothiocyanatoethyl)- · PHENYLETHYL ISOTHIOCYANATE · 2-PHENYLETHYL ISOTHIOCYANATE · (?)-Equol · AKOS B016323 · 1-(2-ISOTHIOCY · Phenylaethylsenfoel · 7-Dihydroxyisoflavan
Identifikatoren & physikalische Daten
| CAS No. | 2257-09-2 |
|---|---|
| Summenformel | C9H9NS |
| Durchschnittliche Molmasse | 163,24 g/mol |
| Monoisotopische Masse | 163,04557029 g/mol |
| SMILES | S=C=NCCc1ccccc1 |
| InChIKey | IZJDOKYDEWTZSO-UHFFFAOYSA-N |
| PubChem CID | 16741 |
| ChEMBL | CHEMBL151649 |
| ChEBI | CHEBI:351346 |
| EC No. | 218-855-5 |
| DTXSID | DTXSID5021120 |
| Lokaler Name | Phenethylisothiocyanat |
Chemische & physikalische Eigenschaften
| XLogP | 3,5 |
|---|---|
| Polarare Oberfläche (TPSA) | 44,5 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 3 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 144 |
| Stoffklassen | Nitrogen Compounds -> Isothiocyanates |
| Arzneimittel | Pharmaceuticals -> Listed in ZINC15 |
| Duftstoffe | Fragrance Ingredient (Phenethyl isothiocyanate) -> IFRA transparency List |
| LogP (Verteilungskoeffizient) | 3.470 |
| Lebensmittelzusatzstoffe | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| Dichte | 1.087-1.0971.094 g/mL at 25 °C(lit.) |
| Aromastoffe | EU Flavoring substances |
| Löslichkeit | 110 mg/L @ 20 °C (exp)Insoluble in waterSoluble in triacetin and heptaneSoluble (in ethanol)DMF: 30 mg/ml,DMSO: 30 mg/ml,Ethanol: 30 mg/ml |
| Siedepunkt | 139.00 to 140.00 °C. @ 11.00 mm Hg139-140 °C75 °C0.25 mm Hg |
| Dampfdruck | 0.01 [mmHg] |
| Brechungsindex | 1.586-1.590n20/D 1.5888(lit.) |
| Physical Description | Colorless to pale yellow liquid[Merck Index] Clear colorless liquid[Sigma-Aldrich MSDS]Nearly Colourless liquidStrong green irritating aroma |
| Schmelzpunkt | 143~145℃ |
| FEMA | 4014 | PHENETHYL ISOTHIOCYANATE |
| Flammpunkt | >230 °F |
| Lagerbedingungen | 2-8°C |
| Aggregatzustand | Liquid |
| Farbe | Clear colorless to yellow |
| Wichte | 1.09 |
| Geruch | at 0.01 % in propylene glycol. green horseradish gooseberry watercress |
| Geruchsart | sulfurous |
| Biologische Quelle | synthetic |
| Merck | 14,7226 |
| JECFA Number | 1563 |
| BRN | 2084162 |
| Kosmetik-Inhaltsstoffe Funktionen | PERFUMING |
| InChI | 1S/C9H9NS/c11-8-10-7-6-9-4-2-1-3-5-9/h1-5H,6-7H2 |
| InChIKey | IZJDOKYDEWTZSO-UHFFFAOYSA-N |
| SMILES | S=C=NCCc1ccccc1 |
| LogP (Verteilungskoeffizient) | 3.47 |
| CAS Datenbank | 2257-09-2(CAS DataBase Reference) |
| NIST chemische Informationen | Benzene, (2-isothiocyanatoethyl)-(2257-09-2) |
| EPA chemische Informationen | Benzene, (2-isothiocyanatoethyl)- (2257-09-2) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (> 99.9%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P264+P265, P270, P280, P301+P317, P305+P351+P338, P330, P337+P317, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1643 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Benzene, (2-isothiocyanatoethyl)-Benzene, (2-isothiocyanatoethyl)-: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | IMAP assessments - Chemicals with limited data availability that are used in fragrances: Human health tier II assessment |
| Gefahrenübersicht | Causes inflammation or scarring of the bladder in acute oral studies of rats[RTECS] Safe when used as a flavoring agent in food[EFSA] A skin and strong eye irritantMay cause skin and respiratory sensitizationHarmful by ingestion, inhalation, and skin absorption[Sigma-Aldrich MSDS] See Methyl isothiocyanate and Phenyl isothiocyanate. |
| Hazard Classes and Categories | Acute Tox. 4 (> 99.9%) |
| Unerwünschte Wirkungen | Skin Sensitizer - An agent that can induce an allergic reaction in the skin. |
| F | 10-23 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 2206 6.1/PG 3 |
| Zollcode | 29309090 |
| RTECS-Nr. | NX9115000 |
| R-Sätze (R) | 20/21/22-36/37/38-42-42/43 |
| Toxizität | LD50 in mice (mg/kg): 700 orally150 s.c.50 i.v. (Lichtenstein) |
| Gefahrensymbole | Xn |
| Sicherheitshinweise (S) | 23-26-36-36/37 |
| Gefahrenklasse | 8Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Resp. Sens. 1Skin Irrit. 2Skin Sens. 1STOT SE 3 |
| Verpackungsgruppe | III |
| Lagerklasse | 10 - Combustible liquids |
Anwendungen & Verwendung
Beschreibung
Phenethyl isothiocyanate is a naturally occurring isothiocyanate in cruciferous vegetables. Phenethyl isothiocyanate is a chemopreventive agent. It inhibits cancer cell growth by arresting the cell cycle and inducing apoptosis in various human cancer cell models.
Verwenden
Flavor ingredient; provides the hot or burning sensation in horseradish. Phenethyl isothiocyanate (PEITC)，one of the major compounds from dietary cruciferousvegetables，has been found to have antitumor properties and therefore could generate special interest for the development of chemopreventive andor chemotherapeutic agent for human cancers.
Herstellung & Synthese
synthetische
Prepared by hydrolysis of gluconasturtiin, an abundant natural product present in cruciferous vegetables.