Diethyl-1,1-cyclobutandicarboxylat

Diethyl 1,1-cyclobutanedicarboxylate

HCID 77410

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Grundinformationen

CAS: 3779-29-1
Standard-SMILES: CCOC(=O)C1(C(=O)OCC)CCC1
InChIKey: JPNJEJSZSMXWSV-UHFFFAOYSA-N
Summenformel: C10H16O4
Durchschnittliche Molmasse: 200,23 g/mol
Monoisotopische Masse: 200,10485899

Namen und Bezeichner

Bevorzugter Name: Diethyl 1,1-cyclobutanedicarboxylate
IUPAC: diethyl cyclobutane-1,1-dicarboxylate
Lokaler Name: Diethyl-1,1-cyclobutandicarboxylat
Englischer Name: Diethyl 1,1-cyclobutanedicarboxylate
Summenformel: C10H16O4
Molmasse: 200.23

Namen und Synonyme

3779-29-1Diethyl 1,1-cyclobutanedicarboxylate1,1-Cyclobutanedicarboxylic acid, diethyl esterS7BAH6Z7ANNSC 9017EINECS 223-239-4NSC-90171,1-Cyclobutanedicarboxylic acid, 1,1-diethyl esterAI3-05631DTXSID2063189RefChem:587043DTXCID8039407

Weitere Namen anzeigen

AKOS BBS-000064591,1-DICARBOETHOXYCYCLOBUTANEDIETHYL 2,2-TRIMETHYLENEMALONATE1,1-Bis(ethoxycarbonyl)cyclobutaneDiethl1,1-cyclobutanedicarboxylateDiethyl 1,1-Cyclobutanedicarboxylate >1,1-decarboxylic acid diethyl cyclobutane

223-239-4Diethyl cyclobutane-1,1-dicarboxylate1,1-diethyl cyclobutane-1,1-dicarboxylateCyclobutane-1,1-dicarboxylic acid diethyl esterMFCD000192611,1-Cyclobutanedicarboxylic acid diethyl esterHMS1577C01AB89710

Datenbank-Bezeichner

CAS: 3779-29-1
PubChem CID: 77410
DTXSID: DTXSID2063189
UNII: S7BAH6Z7AN
EC Number: 223-239-4
Nikkaji: J150.347B

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1,8
Polarare Oberfläche (TPSA): 52,6 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 6
Schwere Atome: 14
Formalladung: 0
Komplexität: 210

Experimentelle und physikochemische Eigenschaften

SpringerMaterials PropertiesDiamagnetic susceptibility

Physikochemische Eigenschaften

Siedepunkt: 104 · 104-105 °C12 mm Hg(lit.)
Dichte: 1.05 g/mL · 1.05 g/mL at 20 °C(lit.)
Brechungsindex: 1.436 · 1.4360
Flammpunkt: 89 °C · 89°C
storage temp.: Sealed in dry,Room Temperature
Löslichkeit: Chloroform, Dichloromethane, Methanol,
Aggregatzustand: Oil
Wichte: 1.05 · 1.05
Farbe: Colourless
Wasserlöslichkeit: Insoluble in water.
BRN: 2050195 · 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 · 3779-29-1(CAS DataBase Reference)
NIST chemische Informationen: 1 · Diethyl 1,1-cyclobutanedicarboxylate(3779-29-1)
EPA chemische Informationen: 1 · 1,1-Cyclobutanedicarboxylic acid, diethyl ester (3779-29-1)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 71.4% (5 of 7) of all reports.

Warning

H315 (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.

Gefahrenhinweise

Regulatory InformationStatus: Active Update: 21-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/24432

Hazard Classes and CategoriesSkin Irrit. 2 (28.6%)

Sicherheitsdaten

wgk: 3
tsca: TSCA listed
hs_code: 38220090
risk_code: 36/37/38
safety_code: 23-24/25
Speicherklasse: 10 - Combustible liquids

Chemie und Industrie

Verwendung und Herstellung

General Manufacturing Information1,1-Cyclobutanedicarboxylic acid, 1,1-diethyl ester: ACTIVE

Anwendungen

VerwendenDiethyl 1,1-cyclobutanedicarboxylate is used as a pharmaceutical intermediate. Used as intermediate in the production of Carboplatin.

Darstellung · 1 Eintrag

synthetischeThe 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%.