(1S,3R,5S)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol

• ChemBase ID: 152421
• Molecular Formular: C10H16O
• Molecular Mass: 152.23344
• Monoisotopic Mass: 152.12011513
• SMILES: CC1([C@H]2C[C@@H]1C(=C)[C@@H](C2)O)C
• Canonical SMILES: C=C1[C@H](O)C[C@@H]2C[C@H]1C2(C)C
• InChI: InChI=1S/C10H16O/c1-6-8-4-7(5-9(6)11)10(8,2)3/h7-9,11H,1,4-5H2,2-3H3/t7-,8+,9+/m0/s1
• InChIKey: LCYXQUJDODZYIJ-DJLDLDEBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3R,5S)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol
• IUPAC Traditional name: (1S,3R,5S)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol
• Synonyms: (1S,3R,5S)-2(10)-Pinen-3-ol; (1S,3R,5S)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptan-3-ol; (-)-trans-Pinocarveol; (1S,3R,5S)-2(10)-蒎烯-3-醇; (1S,3R,5S)-6,6-二甲基-2-亚甲基二环[3.1.1]-3-庚醇; (-)-反式一松香芹醇

Database IDs

• CAS Number: 547-61-5
• EC Number: 208-927-4
• MDL Number: MFCD00210086
• Beilstein Number: 5730571
• PubChem SID: 162246566; 24887566
• PubChem CID: 1201530

CALCULATED PROPERTIES

• Acid pKa: 17.937418
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.6287841
• LogD (pH = 7.4): 1.6287841
• Log P: 1.6287841
• Molar Refractivity: 45.1653 cm^3
• Polarizability: 18.07373 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: opaque white liquid
• Density: 0.979 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.500
• Optical Rotation: [α]20/D -72±3°, neat

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves

Product Information

• Purity: ≥96.0% (sum of enantiomers, GC)
• Empirical Formula (Hill Notation): C10H16O

DETAILS

Sigma Aldrich - 80613

Other Notes
Volatile component of essential oils occurring in many plants. Starting material for highly pure (-)-nopinone1
Packaging
1 mL in glass bottle