Cyclobutanon
Cyclobutanone
Grundinformationen
- CAS
1191-95-3- Standard-SMILES
O=C1CCC1- InChIKey
SHQSVMDWKBRBGB-UHFFFAOYSA-N- Summenformel
- C4H6O
- Durchschnittliche Molmasse
- 70,09 g/mol
- Monoisotopische Masse
- 70,04186481
Namen und Bezeichner
- Bevorzugter Name
- Cyclobutanone
- IUPAC
- cyclobutanone
- Lokaler Name
- Cyclobutanon
- Englischer Name
- Cyclobutanone
- Summenformel
- C4H6O
- Molmasse
- 70.09
Namen und Synonyme
CYCLOBUTANONE1191-95-3cyclobutanoncylcobutanonecylobutanoneMFCD000013323-cyclobutanoneNSC 876326PF2SH405UNSC-87632Cyclobutanone (stabilized with Na2CO3)UNII-6PF2SH405U
Weitere Namen anzeigen
CBONobutanoneOxocyclobutane1-OxocyclobutaneCyclobutanone 98%Cyclobutanone, 97%Cyclobutanone, 98+%OS-7558Cyclobutanonecyclobutanone(SALTDATA: FREE)
EINECS 214-745-6Cyclobutanone, 99%AI3-37787SCHEMBL276387SCHEMBL290757SCHEMBL388722SCHEMBL9323692DTXSID9061592
Datenbank-Bezeichner
- CAS
1191-95-3- PubChem CID
- 14496
- DTXSID
DTXSID9061592- UNII
- 6PF2SH405U
- EC Number
- 214-745-6
- Nikkaji
- J80.072D
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 0
- Polarare Oberfläche (TPSA)
- 17,1 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 1
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 5
- Formalladung
- 0
- Komplexität
- 50,7
Experimentelle und physikochemische Eigenschaften
SolventsSolvents -> Ketones (<C12)
SpringerMaterials PropertiesSchoenflies notation
Vapor Pressure43.0 [mmHg]
Physical DescriptionColorless liquid; [MSDSonline]
Physikochemische Eigenschaften
- Schmelzpunkt
- -50.9 °C · -50.9 °C
- Siedepunkt
- 99 °C · 99 °C (lit.)
- Dichte
- 0.938 g/mL · 0.938 g/mL at 25 °C (lit.)
- Brechungsindex
- 20 · n20/D 1.421(lit.)
- Flammpunkt
- 50 °F · 50 °F
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- soluble in Dichloromethane
- Aggregatzustand
- Liquid
- Wichte
- 0.938 · 0.938
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Danger
H225 (23.2%): Highly Flammable liquid and vapor [Danger Flammable liquids]
P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 56 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
REACH registered substance: Cyclobutanone (EC: 214-745-6)
Cyclobutanone: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryMay cause irritation; [MSDSonline] See Cyclohexanone and Cyclopentanone.
Hazard Classes and CategoriesFlam. Liq. 2 (23.2%)
Toxikologische Informationen
Adverse EffectsNeurotoxin - Acute solvent syndrome
Sicherheitsdaten
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 1224 3/PG 3
- hs_code
- 29142900
- risk_code
- 10-11
- hazard_code
- F,F+
- safety_code
Chemie und Industrie
Verwendung und Herstellung
General Manufacturing InformationCyclobutanone: ACTIVE
Anwendungen
VerwendenCyclobutanone is used in preparation of cyclobutane derivatives. It is used as a starting material for aminocyclobutanecarboxylic acid through sulfonyloxiranes. It is also used to prepare dihydro-furan-2-one in presence of polystyrene-bound phenylselenic acid as catalyst. Further, it is involved in the photochemical synthesis of nucleoside analogues such as bicyclic nucleosides and isonucleosides.
Darstellung
synthetischeThe Russian chemist Nikolai Kischner first prepared cyclobutanone in 1905. He synthesized cyclobutanone in a low yield from cyclobutanecarboxylic acid in several reaction steps.Another synthesis of cyclobutanone involves lithium-catalyzed rearrangement of oxaspiropentane, which is formed by epoxidation of the easily accessible methylenecyclopropane.
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