(1R,4R)-bicyclo[2.2.2]octane-2,5-dione

• ChemBase ID: 140943
• Molecular Formular: C8H10O2
• Molecular Mass: 138.1638
• Monoisotopic Mass: 138.06807956
• SMILES: C1C[C@@H]2CC(=O)[C@H]1CC2=O
• Canonical SMILES: O=C1C[C@H]2CC[C@@H]1CC2=O
• InChI: InChI=1S/C8H10O2/c9-7-4-6-2-1-5(7)3-8(6)10/h5-6H,1-4H2/t5-,6-/m1/s1
• InChIKey: WMJKUNDVKHUCMV-PHDIDXHHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,4R)-bicyclo[2.2.2]octane-2,5-dione
• IUPAC Traditional name: (1R,4R)-bicyclo[2.2.2]octane-2,5-dione
• Synonyms: (1R,4R)-Bicyclo[2.2.2]octane-2,5-dione; Bicyclo[2.2.2]octane-2,5-dione; (1R,4R)-双环[2.2.2]辛烷-2,5-二酮; 双环[2.2.2]辛烷-2,5-二酮

Database IDs

• CAS Number: 57346-05-1; 76478-53-0
• MDL Number: MFCD11044857
• PubChem SID: 162235180
• PubChem CID: 13570061

CALCULATED PROPERTIES

• Acid pKa: 17.502707
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.9312232
• LogD (pH = 7.4): 0.9312232
• Log P: 0.9312232
• Molar Refractivity: 36.2356 cm^3
• Polarizability: 14.171939 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 202-206 °C
• Optical Rotation: [α]22/D -53.0°, c = 0.5 in chloroform

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-37/38-41; 22-41
• Safety Statements: 26-39
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H315-H318-H335; H302-H318
• GHS Precautionary statements: P261-P280-P305 + P351 + P338; P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 97%
• Empirical Formula (Hill Notation): C8H10O2

DETAILS

Sigma Aldrich - 679941

Packaging
100, 500 mg in glass bottle

Sigma Aldrich - 707392

Packaging
100, 500 mg in glass bottle