3-Oxabicyclo(3.2.0)heptane-2,4-dione

HCID 138261

Notes Reactions

Substructure search Find similar structures

Basic information

CAS: 4462-96-8
Standard SMILES: O=C1OC(=O)C2CCC12
InChIKey: NMNZZIMBGSGRPN-UHFFFAOYSA-N
Molecular formula: C6H6O3
Average molar mass: 126.11 g/mol
Monoisotopic mass: 126.03169405

Names & identifiers

Preferred name: 3-Oxabicyclo(3.2.0)heptane-2,4-dione
IUPAC: 3-oxabicyclo[3.2.0]heptane-2,4-dione
English name: Cyclobutane-1,2-dicarboxylic anhydride
Molecular formula: C6H6O3
Molecular weight: 126.11

Names & synonyms

3-Oxabicyclo[3.2.0]heptane-2,4-dione4462-96-8DTXSID309632503-Oxabicyclo(3.2.0)heptane-2,4-dioneRefChem:1068385DTXCID901391015688-111-6Perhydrocyclobuta[c]furan-1,3-dioneCyclobutane-1,2-dicarboxylic anhydrideMFCD007993961,2-cyclobutanedicarboxylic anhydride1,2-Cyclobutanedicarboxylic anhydride, cis-,

Show more names

Cyclobutane 1,2-dicarboxlic anhydride(1R,5S)-3-Oxabicyclo[3.2.0]heptane-2,4-dioneCyclobutane-1,2-dimethylhydridecyclobutane-1,2-dicarboic anhydride3-Oxabicyclo[3.2.0]heptane-2,4-dione 0CYCLOBUTANE DICARBOXYLIC ACID ANHYDRIDE

NSC134999cyclobutane-1,2-dicarboxylic acid anhydride7687-27-6SCHEMBL1375390cis-3-Oxabicyclo[3.2.0]heptNMNZZIMBGSGRPN-UHFFFAOYSA-N118554-23-7NSC119923

Database identifiers

CAS: 4462-96-8、7687-27-6
PubChem CID: 138261
DTXSID: DTXSID30963250
EC Number: 688-111-6
Nikkaji: J1.492.880D

Properties

Computed structural properties

XLogP: 0.1
Topological polar surface area: 43.4 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 0
Heavy atoms: 9
Formal charge: 0
Complexity: 165

Physicochemical properties

Melting point: 73 °C · 73 °C
Boiling point: 90 · 90-100 °C(Press: 0.5 Torr)
Density: 1.412 · 1.412±0.06 g/cm3(Predicted)
storage temp.: 2 · under inert gas (nitrogen or Argon) at 2-8°C
form: solid
color: Pale yellow
InChI: InChI=1S/C6H6O3/c7-5-3-1-2-4(3)6(8)9-5/h3-4H,1-2H2
InChIKey: NMNZZIMBGSGRPN-UHFFFAOYSA-N
SMILES: C12C(CC1)C(=O)OC2=O
NIST Chemistry Reference: 1 · 1,2-Cyclobutanedicarboxylic anhydride, cis-,(4462-96-8)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-37/39
Hazard Note: Irritant
HS Code: 2914290090 · 2914290090

Safety & regulation

Safety data

hs_code: 2914290090
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-37/39
Hazard statements: H315-H319-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications · 1 item

UsesCyclobutane-1,2-dicarboxylic anhydride is a synthetic compound that has been shown to be an effective catalyst for the asymmetric synthesis of alcohols. It can be used for the stereoselective synthesis of cyclic compounds such as cyclobutane or cyclic ketones.