Vinylencarbonat
VC · 1,3-DIOXOL-2-ONE · vinyl carbonate · Vinylene carbote · The ethylene carbonate · VINYLENE CARBONATE (VC) · 1-methyl-2,3-dihydro-1H-phosphole 1-oxide · Vinylene carbonate, 99%, water ≤50 ppm, stabilized with 90 ppm BHT
Identifikatoren & physikalische Daten
| CAS No. | 872-36-6 |
|---|---|
| Summenformel | C3H2O3 |
| Durchschnittliche Molmasse | 86,05 g/mol |
| Monoisotopische Masse | 86,00039392 g/mol |
| SMILES | O=c1occo1 |
| InChIKey | VAYTZRYEBVHVLE-UHFFFAOYSA-N |
| PubChem CID | 13385 |
| EC No. | 212-825-5 |
| DTXSID | DTXSID1074888 |
| Lokaler Name | Vinylencarbonat |
Chemische & physikalische Eigenschaften
| XLogP | 0,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 35,5 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 6 |
| Formalladung | 0 |
| Komplexität | 84,2 |
| SpringerMaterials Properties | Schoenflies notation |
| Physical Description | LiquidDry Powder |
| Schmelzpunkt | 19-22 °C(lit.) |
| Siedepunkt | 162 °C(lit.) |
| Dichte | 1.360 g/mL at 20 °C |
| Dampfdruck | 3.35hPa at 25℃ |
| Brechungsindex | n20/D 1.421(lit.) |
| Flammpunkt | 163 °F |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | 11.5 g/100 mL |
| Aggregatzustand | Liquid |
| Wichte | 1.355 |
| Farbe | Colorless to pale yellow |
| BRN | 105683 |
| InChI | 1S/C3H2O3/c4-3-5-1-2-6-3/h1-2H |
| InChIKey | VAYTZRYEBVHVLE-UHFFFAOYSA-N |
| SMILES | O=C1OC=CO1 |
| LogP (Verteilungskoeffizient) | -0.36 at 20℃ |
| CAS Datenbank | 872-36-6(CAS DataBase Reference) |
| NIST chemische Informationen | 1,3-Dioxol-2-one(872-36-6) |
| EPA chemische Informationen | 1,3-Dioxol-2-one (872-36-6) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 0.4% (1 of 263) of reports.DangerH302 (99.2%): Harmful if swallowed [Warning Acute toxicity, oral]P203, P260, P261, P262, P264, P264+P265, P270, P272, P273, P280, P301+P317, P302+P352, P305+P354+P338, P316, P317, P318, P319, P321, P330, P332+P317, P333+P317, P361+P364, P362+P364, P391, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 263 reports by companies from 18 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | 1,3-Dioxol-2-one is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3-Dioxol-2-one 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)PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.Status: Active Update: 19-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/10740 |
| Peroxide Forming Chemical | Vinylene carbonateD: Other compounds that may form peroxidesKellyAn account of a container bursting in storage. Could be due to carbon dioxide evolution, but other factors cannot be ruled out. See Bretherick's. |
| Hazard Classes and Categories | Acute Tox. 4 (99.2%) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN2810 - class 6.1 - PG 3 - EHS - Toxic, liquids, organic, n.o.s., HI: all |
| Zollcode | 29209090 |
| RTECS-Nr. | FG3325000 |
| R-Sätze (R) | 43-36-51/53-48/22-41-38-24-22 |
| Gefahrensymbole | Xi,N,T |
| Sicherheitshinweise (S) |
Anwendungen & Verwendung
Verwenden
Vinylene carbonate is used as an additive to electrolyte solutions for anode side Lithiumion batteries. It also acts as a sealant to seal at least a portion of the silicon-polyvinyl acid interface. It is further used for great improvement of high temperature performance of the battery.
Herstellung & Synthese
synthetische
Vinylene carbonate is produced by the known method by eliminating hydrogen chloride from chloroethylene glycol carbonate by means of tertiary amines, in particular triethylamine. Chloroethylene glycol carbonate is obtained by free radical chlorination of ethylene glycol carbonate by means of chlorine or sulphuryl chloride. This synthesis was published for the first time in 1953 by Newman and Addor (JACS, 1953, page 1263; JACS 1955, page 3789).