(1S,4R)-1,7,7-trimethylbicyclo[2.2.1]heptane-2,3-dione

• ChemBase ID: 132095
• Molecular Formular: C10H14O2
• Molecular Mass: 166.21696
• Monoisotopic Mass: 166.09937969
• SMILES: C[C@]12CC[C@H](C1(C)C)C(=O)C2=O
• Canonical SMILES: O=C1C(=O)[C@@]2(C([C@H]1CC2)(C)C)C
• InChI: InChI=1S/C10H14O2/c1-9(2)6-4-5-10(9,3)8(12)7(6)11/h6H,4-5H2,1-3H3/t6-,10+/m0/s1
• InChIKey: VNQXSTWCDUXYEZ-QUBYGPBYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4R)-1,7,7-trimethylbicyclo[2.2.1]heptane-2,3-dione
• IUPAC Traditional name: (1S)-bornane-2,3-dione
• Synonyms: (1S)-(+)-Bornanedione; (1S)-(+)-Camphorquinone; (1S)-(+)-2,3-Bornanedione; (1S)-(+)-莰烷二酮; (1S)-(+)-樟脑醌

Database IDs

• CAS Number: 2767-84-2
• EC Number: 220-446-1
• MDL Number: MFCD00064159
• Beilstein Number: 2613999
• PubChem SID: 24856452; 162226372
• PubChem CID: 1549179

CALCULATED PROPERTIES

• Acid pKa: 17.887276
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.6536038
• LogD (pH = 7.4): 2.6536038
• Log P: 2.6536038
• Molar Refractivity: 45.2629 cm^3
• Polarizability: 17.841835 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 197-200°C; 197-201 °C(lit.)
• Optical Rotation: [α]20/D +100°, c = 1.9 in toluene; +100 (c=2 in ethanol)

Safety Information

• German water hazard class: 3
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 98%; 99%
• Empirical Formula (Hill Notation): C10H14O2

DETAILS

Sigma Aldrich - 272078

Application
Bioreduction of quinones and other ketones by red algae.1
Chiral starting material.
Packaging
5 g in glass bottle