(1S,2S,5S)-2-hydroxy-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one

• ChemBase ID: 149854
• Molecular Formular: C10H16O2
• Molecular Mass: 168.23284
• Monoisotopic Mass: 168.11502975
• SMILES: C[C@@]1([C@H]2C[C@H](C2(C)C)CC1=O)O
• Canonical SMILES: O=C1C[C@@H]2C[C@H]([C@]1(C)O)C2(C)C
• InChI: InChI=1S/C10H16O2/c1-9(2)6-4-7(9)10(3,12)8(11)5-6/h6-7,12H,4-5H2,1-3H3/t6-,7-,10-/m0/s1
• InChIKey: VZRRCQOUNSHSGB-BYULHYEWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,5S)-2-hydroxy-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one
• IUPAC Traditional name: (1S,2S,5S)-2-hydroxy-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one
• Synonyms: (1S,2S,5S)-2-Hydroxy-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one; (1S,2S,5S)-(-)-2-Hydroxy-3-pinanone; (1S,2S,5S)-2-羟基-2,6,6-三甲基双环[3.1.1]庚-3-酮; (1S,2S,5S)-(-)-2-羟基-3-蒎烷酮

Database IDs

• CAS Number: 1845-25-6
• MDL Number: MFCD00040556
• Beilstein Number: 3196635
• PubChem SID: 24863734; 162244016
• PubChem CID: 11126668

CALCULATED PROPERTIES

• Acid pKa: 13.036358
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.3806578
• LogD (pH = 7.4): 1.3806568
• Log P: 1.3806578
• Molar Refractivity: 46.0936 cm^3
• Polarizability: 18.386003 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 36-38 °C(lit.)
• Boiling Point: 245 °C(lit.)
• Flash Point: 106 °C; 222.8 °F
• Density: 1.059 g/mL at 25 °C(lit.)
• Optical Rotation: [α]20/D -39°, c = 0.5 in chloroform

Safety Information

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

Product Information

• Purity: 99%
• Empirical Formula (Hill Notation): C10H16O2

DETAILS

Sigma Aldrich - 380342

Packaging
1, 5 g in glass bottle