Bis(trichlormethyl)carbonat
BIS(TRICHLOROMETHYL) CARBONATE · TRIPHOSGEN · Triphosg · Triphosgene, BTC · BIS(TRICHLOROMETHYL) CARBONATE FOR SYNTH · Triphosgene, 98% [Bis-(trichloromethyl)-carbonat] · TRIPHOSGENE · triphosqene
Identifikatoren & physikalische Daten
| CAS No. | 32315-10-9 |
|---|---|
| Summenformel | C3Cl6O3 |
| Durchschnittliche Molmasse | 296,7 g/mol |
| Monoisotopische Masse | 293,79785994 g/mol |
| SMILES | O=C(OC(Cl)(Cl)Cl)OC(Cl)(Cl)Cl |
| InChIKey | UCPYLLCMEDAXFR-UHFFFAOYSA-N |
| PubChem CID | 94429 |
| EC No. | 250-986-3 |
| DTXSID | DTXSID00865631 |
| Lokaler Name | Bis(trichlormethyl)carbonat |
Chemische & physikalische Eigenschaften
| XLogP | 4,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 35,5 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 12 |
| Formalladung | 0 |
| Komplexität | 150 |
| SpringerMaterials Properties | Crystal structure |
| Schmelzpunkt | 79-83 °C (lit.) |
| Siedepunkt | 203-206 °C (lit.) |
| Dichte | 1.78 |
| Dampfdruck | 16 hPa (90 °C) |
| Flammpunkt | 203-206°C |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.practically insoluble |
| Aggregatzustand | Crystalline Powder, Crystals and/or Chunks |
| Farbe | White to off-white |
| BRN | 1787583 |
| InChI | 1S/C3Cl6O3/c4-2(5,6)11-1(10)12-3(7,8)9 |
| InChIKey | UCPYLLCMEDAXFR-UHFFFAOYSA-N |
| SMILES | ClC(Cl)(Cl)OC(=O)OC(Cl)(Cl)Cl |
| CAS Datenbank | 32315-10-9(CAS DataBase Reference) |
| EPA chemische Informationen | Methanol, trichloro-, carbonate (2:1) (32315-10-9) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH314 (93.3%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]P260, P264, P271, P280, P284, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P320, P321, P363, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 60 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.Status: Active Update: 21-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/34621Bis(trichloromethyl) carbonate: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Skin Corr. 1B (93.3%) |
| F | 10-19-21 |
| Wassergefährdungsklasse (WGK) | 2 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 2928 6.1/PG 2 |
| Zollcode | 29209010 |
| R-Sätze (R) | 26-34-29-36/37/38-20/21/22-23/24/25 |
| Gefahrensymbole | T+,Xn,T |
| Sicherheitshinweise (S) | 36/37/39-45-9-26-36-7/9 |
| Gefahrenklasse | 6.1Acute Tox. 1 InhalationSkin Corr. 1B |
| Verpackungsgruppe | II |
| Lagerklasse | 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials |
Anwendungen & Verwendung
Beschreibung
Triphosgene is also known as solid phosgene. Its chemical name is bis (Trichloromethyl) carbonate, and its English name is bisgriehloromethyl) carbonate or triphosgene, abbreviated as BTC. Triphosgene is a white crystal, similar to the smell of phosgene. It is mainly used to synthesize chloroformate, isocyanate, polycarbonate and acyl chloride. It is widely used as an intermediate in plastics, medicine, herbicides and pesticides.
Verwenden
Triphosgene is used as a carbonylating agent for aza-peptide synthesis. It reacts with several alfa-amino acids to give the corresponding N-carboxyanhydrides. It is involved in the preparation of the esterification coupling reagent, di-2-thienyl carbonate from 2(5H)-thiophenone. Further, it is used as a reagent in organic synthesis and converts an amino group into isocyanate. In addition to this, it is employed in the preparation of 2-chloronicotinaldehydes through cyclization of the corresponding enamides. It is considered as a useful substitute for phosgene.