[(1S,2R,5S)-6,6-dimethylbicyclo[3.1.1]heptan-2-yl]methanol

• ChemBase ID: 158048
• Molecular Formular: C10H18O
• Molecular Mass: 154.24932
• Monoisotopic Mass: 154.1357652
• SMILES: CC1([C@H]2CC[C@@H]([C@@H]1C2)CO)C
• Canonical SMILES: OC[C@H]1CC[C@H]2C[C@@H]1C2(C)C
• InChI: InChI=1S/C10H18O/c1-10(2)8-4-3-7(6-11)9(10)5-8/h7-9,11H,3-6H2,1-2H3/t7-,8-,9-/m0/s1
• InChIKey: LDWAIHWGMRVEFR-CIUDSAMLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1S,2R,5S)-6,6-dimethylbicyclo[3.1.1]heptan-2-yl]methanol
• IUPAC Traditional name: [(1S,2R,5S)-6,6-dimethylbicyclo[3.1.1]heptan-2-yl]methanol
• Synonyms: (1S,2R)-6,6-Dimethylbicyclo[3.1.1]heptane-2-methanol; (1S,2R)-10-Pinanol; (-)-cis-Myrtanol; (1S,2R)-10-蒎烷醇; (1S,2R)-6,6-二甲基二环[3.1.1]庚烷-2-甲醇; (-)-顺式-桃金娘烷醇

Database IDs

• CAS Number: 51152-12-6
• EC Number: 257-018-9
• MDL Number: MFCD00066424
• Beilstein Number: 2552096
• PubChem SID: 24886061; 162252184
• PubChem CID: 11084102

CALCULATED PROPERTIES

• Acid pKa: 17.905682
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.848516
• LogD (pH = 7.4): 1.848516
• Log P: 1.848516
• Molar Refractivity: 45.724 cm^3
• Polarizability: 18.31186 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 127 °C/22 mmHg(lit.)
• Flash Point: 154.4 °F; 68 °C
• Density: 0.977 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.492
• Optical Rotation: [α]20/D -19.5±1°, neat

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.5% (sum of enantiomers, GC)
• Grade: analytical standard, for terpene analysis
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C10H18O

DETAILS

Sigma Aldrich - 70154

Other Notes
Preparation of a chiral reducing agent1