(1S,2R)-2-(hydroxymethyl)-6,6-dimethylbicyclo[3.1.1]heptan-1-ol

• ChemBase ID: 156107
• Molecular Formular: C10H18O2
• Molecular Mass: 170.24872
• Monoisotopic Mass: 170.13067982
• SMILES: CC1(C2CC[C@H]([C@]1(C2)O)CO)C
• Canonical SMILES: OC[C@@H]1CCC2C[C@@]1(O)C2(C)C
• InChI: InChI=1S/C10H18O2/c1-9(2)7-3-4-8(6-11)10(9,12)5-7/h7-8,11-12H,3-6H2,1-2H3/t7?,8-,10+/m1/s1
• InChIKey: YXPRXLGCXIMBPD-VWHDNNRLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R)-2-(hydroxymethyl)-6,6-dimethylbicyclo[3.1.1]heptan-1-ol
• IUPAC Traditional name: (1S,2R)-2-(hydroxymethyl)-6,6-dimethylbicyclo[3.1.1]heptan-1-ol
• Synonyms: (1R)-(-)-trans-Pinane-1,10-diol; (1R,2R,5S)-6,6-Dimethyl-2-hydroxymethylbicyclo[3.1.1]heptan-1-ol; (1R,2R,5S)-6,6-二甲基-2-羟甲基双环[3.1.1]庚烷-1-醇; (1R)-(-)-反式蒎烷-1,10-二醇

Database IDs

• CAS Number: 53312-42-8
• MDL Number: MFCD00077852
• Beilstein Number: 2515022
• PubChem SID: 162250245
• PubChem CID: 45052269

CALCULATED PROPERTIES

• Acid pKa: 14.166983
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.73077303
• LogD (pH = 7.4): 0.7307729
• Log P: 0.73077303
• Molar Refractivity: 47.1533 cm^3
• Polarizability: 18.930742 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 87-89 °C
• Optical Rotation: [α]20/D -0.8±0.2°, c = 6.6% 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: ≥99.0% (sum of enantiomers, GC)
• Grade: puriss. p.a.; terpene standard for GC
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C10H18O2

DETAILS

Sigma Aldrich - 80598

Other Notes
Terpenoid 1,3-diol derived from β-pinene1