Diethyl-1,1-cyclobutandicarboxylat
DIETHYL CYCLOBUTANE-1,1-DICARBOXYLATE · NSC 9017 · AKOS BBS-00006459 · 1,1-DICARBOETHOXYCYCLOBUTANE · DIETHYL 2,2-TRIMETHYLENEMALONATE · 1,1-Bis(ethoxycarbonyl)cyclobutane · Diethl1,1-cyclobutanedicarboxylate · DIETHYL 1,1-CYCLOBUTANEDICARBOXYLATE
Identifikatoren & physikalische Daten
| CAS No. | 3779-29-1 |
|---|---|
| Summenformel | C10H16O4 |
| Durchschnittliche Molmasse | 200,23 g/mol |
| Monoisotopische Masse | 200,10485899 g/mol |
| SMILES | CCOC(=O)C1(C(=O)OCC)CCC1 |
| InChIKey | JPNJEJSZSMXWSV-UHFFFAOYSA-N |
| PubChem CID | 77410 |
| EC No. | 223-239-4 |
| DTXSID | DTXSID2063189 |
| Lokaler Name | Diethyl-1,1-cyclobutandicarboxylat |
Chemische & physikalische Eigenschaften
| XLogP | 1,8 |
|---|---|
| Polarare Oberfläche (TPSA) | 52,6 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 4 |
| Frei drehbare Bindungen | 6 |
| Schwere Atome | 14 |
| Formalladung | 0 |
| Komplexität | 210 |
| SpringerMaterials Properties | Diamagnetic susceptibility |
| Siedepunkt | 104-105 °C12 mm Hg(lit.) |
| Dichte | 1.05 g/mL at 20 °C(lit.) |
| Brechungsindex | 1.4360 |
| Flammpunkt | 89°C |
| Lagerbedingungen | Sealed in dry,Room Temperature |
| Löslichkeit | Chloroform, Dichloromethane, Methanol,Insoluble in water. |
| Aggregatzustand | Oil |
| Wichte | 1.05 |
| Farbe | Colourless |
| BRN | 2050195 |
| InChI | InChI=1S/C10H16O4/c1-3-13-8(11)10(6-5-7-10)9(12)14-4-2/h3-7H2,1-2H3 |
| InChIKey | JPNJEJSZSMXWSV-UHFFFAOYSA-N |
| SMILES | C1(CCC1)(C(=O)OCC)C(=O)OCC |
| CAS Datenbank | 3779-29-1(CAS DataBase Reference) |
| NIST chemische Informationen | Diethyl 1,1-cyclobutanedicarboxylate(3779-29-1) |
| EPA chemische Informationen | 1,1-Cyclobutanedicarboxylic acid, diethyl ester (3779-29-1) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 71.4% (5 of 7) of all reports.WarningH315 (28.6%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 7 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Status: Active Update: 21-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/24432 |
| Hazard Classes and Categories | Skin Irrit. 2 (28.6%) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 38220090 |
| R-Sätze (R) | 36/37/38 |
| Sicherheitshinweise (S) | 23-24/25 |
| Lagerklasse | 10 - Combustible liquids |
Anwendungen & Verwendung
Verwenden
Diethyl 1,1-cyclobutanedicarboxylate is used as a pharmaceutical intermediate. Used as intermediate in the production of Carboplatin.
Herstellung & Synthese
synthetische
The preparation of diethyl 1,1-cyclobutanedicarboxylate is as follows:The major product is tetraethy1 1,1,5,5-pentanetetra-carboxylate II with diethyl malonate. To eliminate this side reaction, II was independently prepared by the addition of hydrogen bromide to diethyl allylmalonate (I) and then cyclized to II by treatment with sodium ethylate. The over-all yield from I is about 50%.