HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Benzylisothiocyanat
BITC · (Isothiocyanatomethyl)benzene · Urogran · 1-(ISOTHIOCYANATOMETHYL)BENZENE · AB 2 · Tromalyt · Tromacaps · NSC 118976
Identifikatoren & physikalische Daten
| CAS No. | 622-78-6 |
|---|---|
| Summenformel | C8H7NS |
| Durchschnittliche Molmasse | 149,21 g/mol |
| Monoisotopische Masse | 149,0299204 g/mol |
| SMILES | S=C=NCc1ccccc1 |
| InChIKey | MDKCFLQDBWCQCV-UHFFFAOYSA-N |
| PubChem CID | 2346 |
| ChEMBL | CHEMBL55285 |
| ChEBI | CHEBI:17484 |
| EC No. | 210-753-9 |
| DTXSID | DTXSID0020155 |
| Lokaler Name | Benzylisothiocyanat |
Chemische & physikalische Eigenschaften
| XLogP | 3,2 |
|---|---|
| Polarare Oberfläche (TPSA) | 44,5 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 10 |
| Formalladung | 0 |
| Komplexität | 132 |
| Schmelzpunkt | 41 °C |
| Siedepunkt | 242-243 °C(lit.) |
| Dichte | 1.125 g/mL at 25 °C(lit.) |
| Brechungsindex | n20/D 1.6018(lit.) |
| FEMA | 4428 | BENZYL ISOTHIOCYANATE |
| Flammpunkt | >235 °F |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | 0.1g/lHydrolyzes in water. |
| Aggregatzustand | Liquid |
| Wichte | 1.125 |
| Farbe | Clear yellow |
| Geruch | at 0.10 % in dipropylene glycol. mild watercress dusty medicinal horseradish oily |
| Geruchsart | watercress |
| Biologische Quelle | synthetic |
| JECFA Number | 1562 |
| BRN | 386135 |
| Hauptanwendungen | flavors and fragrances |
| InChI | 1S/C8H7NS/c10-7-9-6-8-4-2-1-3-5-8/h1-5H,6H2 |
| InChIKey | MDKCFLQDBWCQCV-UHFFFAOYSA-N |
| SMILES | S=C=NCc1ccccc1 |
| LogP (Verteilungskoeffizient) | 3.16 |
| CAS Datenbank | 622-78-6(CAS DataBase Reference) |
| EPA chemische Informationen | Benzene, (isothiocyanatomethyl)- (622-78-6) |
Sicherheit & Vorschriften
| F | 8-19-21 |
|---|---|
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | 2810 |
| Zollcode | 29309090 |
| RTECS-Nr. | NX8250000 |
| R-Sätze (R) | 20/21/22-36/37/38-42/43 |
| Toxizität | mmo-sat 150 mg/plate ABCHA6 44,3017,80 |
| Gefahrensymbole | Xn,C,T |
| hazard_note | Corrosive/Harmful/Store under nitrogen |
| Sicherheitshinweise (S) | 26-36/37/39 |
| Gefahrenklasse | 8Acute Tox. 4 OralEye Irrit. 2Resp. Sens. 1Skin Irrit. 2Skin Sens. 1STOT SE 3 |
| Verpackungsgruppe | III |
| Lagerklasse | 10 - Combustible liquids |
Anwendungen & Verwendung
Occurrence
Reported found in common cress, Lepidium sativum, nasturtium, and Tropaeolum majus.
Verwenden
A novel medical application of isothiocyanate ester in treating various leukemia, with low toxicity, which includes benzyl isothiocyanate, phenylethyl isothiocyanate, allyl isothiocyanate, sulforaphane, and erucin. Benzyl isothiocyanate (BITC) inhibits the growth of human pancreatic cancer cells by inducing apoptosis.
Herstellung & Synthese
synthetische
Benzyl isothiocyanate is synthesized by the following two methods: I) from Benzylamine via Thiuramdisulfide via Sodiumsalt with Iodine to Benzyl-isothiocyanate. 2) from Benzylamine and Thiocarbonyl chloride.