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Benzylisocyanat
(Isocyanatomethyl)benzene · 1-(isocyanatomethyl)benzene · Benzyl isocyate · BENZYL ISOCYANATE · BenzylIsocyanate>Benzylisocyanate,98% · Benzyl isocyanate 98% · Benzyl isocyanate, 99+% · Isocyanatomethyl-benzene
Identifikatoren & physikalische Daten
| CAS No. | 25550-57-6 |
|---|---|
| Summenformel | C8H7NO |
| Durchschnittliche Molmasse | 133,15 g/mol |
| Monoisotopische Masse | 133,05276384 g/mol |
| SMILES | O=C=NCc1ccccc1 |
| InChIKey | YDNLNVZZTACNJX-UHFFFAOYSA-N |
| PubChem CID | 76639 |
| EC No. | 221-640-9 |
| DTXSID | DTXSID40863116 |
| Lokaler Name | Benzylisocyanat |
Chemische & physikalische Eigenschaften
| XLogP | 2,6 |
|---|---|
| Polarare Oberfläche (TPSA) | 29,4 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 10 |
| Formalladung | 0 |
| Komplexität | 132 |
| SpringerMaterials Properties | Boiling point |
| Schmelzpunkt | 259-261 °C(Solv: acetic acid (64-19-7)) |
| Siedepunkt | 101-104 °C/33 mmHg (lit.) |
| Dichte | 1.078 g/mL at 25 °C (lit.) |
| Brechungsindex | n20/D 1.526(lit.) |
| Flammpunkt | 113 °F |
| Lagerbedingungen | Inert atmosphere,2-8°C |
| Löslichkeit | Chloroform (Slightly), Methanol (Slightly)It hydrolyzes with water. |
| Aggregatzustand | Liquid |
| Farbe | Clear colorless to faintly yellow |
| BRN | 636508 |
| InChI | 1S/C8H7NO/c10-7-9-6-8-4-2-1-3-5-8/h1-5H,6H2 |
| InChIKey | YDNLNVZZTACNJX-UHFFFAOYSA-N |
| SMILES | O=C=NCc1ccccc1 |
| CAS Datenbank | 3173-56-6(CAS DataBase Reference) |
| NIST chemische Informationen | Benzyl isocyanate(3173-56-6) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH226 (100%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P272, P280, P284, P301+P316, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P316, P319, P320, P321, P330, P332+P317, P333+P317, P337+P317, P342+P316, P362+P364, P370+P378, P403, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 49 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Flam. Liq. 3 (100%) |
| F | 10-21 |
| Wassergefährdungsklasse (WGK) | 3 |
| UN-Transportnummer | UN 3080 6.1/PG 2 |
| Zollcode | 29291090 |
| R-Sätze (R) | 10-36/37/38-42/43-23/24/25 |
| Gefahrensymbole | Xn,T |
| Sicherheitshinweise (S) | 23-26-36/37-36/37/39-16 |
| Gefahrenklasse | 6.1Flam. Liq. 3 |
| Verpackungsgruppe | II |
| Lagerklasse | 3 - Flammable liquids |
Anwendungen & Verwendung
Occurrence
benzyl isocyanate is a natural product found in Simicratea welwitschii with data available.
Verwenden
Benzyl isocyanate, is used as a protected ammonia equivalent in the stereo selective ring-opening of chiral 2,3-epoxy alcohols (from Sharpless asymmetric epoxidation). The key step in the sequence involves intramolecular cyclization of the carbamate intermediate. It is also used in a multicomponent, stereospecific synthesis of 1,3-oxazinane-2,4-diones employing an Al-salph complex.