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

• ChemBase ID: 148271
• Molecular Formular: C10H18O
• Molecular Mass: 154.24932
• Monoisotopic Mass: 154.1357652
• SMILES: C[C@H]1[C@@H]2C[C@@H](C2(C)C)C[C@@H]1O
• Canonical SMILES: O[C@H]1C[C@H]2C[C@@H]([C@@H]1C)C2(C)C
• InChI: InChI=1S/C10H18O/c1-6-8-4-7(5-9(6)11)10(8,2)3/h6-9,11H,4-5H2,1-3H3/t6-,7+,8-,9-/m0/s1
• InChIKey: REPVLJRCJUVQFA-KZVJFYERSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,3S,5R)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-ol
• IUPAC Traditional name: (1S,2S,3S,5R)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-ol
• Synonyms: (1S,2S,3S,5R)-3-Pinanol; (1S,2S,3S,5R)-2,6,6-Trimethylbicyclo[3.1.1]heptan-3-ol; 3-Pinanol; (1S,2S,3S,5R)-(+)-Isopinocampheol; (+)-Isopinocampheol; (1S,2S,3S,5R)-3-蒎烷醇; (1S,2S,3S,5R)-2,6,6-三甲基二环[3.1.1]庚烷-3-醇; 3-蒎烷醇; (1S,2S,3S,5R)-(+)-异松蒎醇; (+)-异松蒎醇

Database IDs

• CAS Number: 27779-29-9
• EC Number: 248-657-4
• MDL Number: MFCD00074780
• Beilstein Number: 2038104
• PubChem SID: 24855077; 162242447
• PubChem CID: 90350

CALCULATED PROPERTIES

• Acid pKa: 18.72712
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.8984761
• LogD (pH = 7.4): 1.8984761
• Log P: 1.8984761
• Molar Refractivity: 45.4648 cm^3
• Polarizability: 18.31186 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 51-53 °C(lit.); 52-55 °C
• Boiling Point: 219 °C(lit.)
• Flash Point: 199.4 °F; 93 °C
• Optical Rotation: [α]20/D +35.1°, c = 20 in ethanol; [α]20/D +36±2°, c = 20% in ethanol

Safety Information

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

Product Information

• Purity: ≥97.0% (sum of enantiomers, GC); 98%
• Grade: purum
• Empirical Formula (Hill Notation): C10H18O

DETAILS

Sigma Aldrich - 250856

Packaging
25 g in glass bottle

Sigma Aldrich - 59231

Application
Chiral secondary alcohol