(1R,2S)-cyclohexane-1,2-diol

• ChemBase ID: 92089
• Molecular Formular: C6H12O2
• Molecular Mass: 116.15828
• Monoisotopic Mass: 116.08372962
• SMILES: O[C@@H]1[C@@H](CCCC1)O
• Canonical SMILES: O[C@@H]1CCCC[C@@H]1O
• InChI: InChI=1S/C6H12O2/c7-5-3-1-2-4-6(5)8/h5-8H,1-4H2/t5-,6+
• InChIKey: PFURGBBHAOXLIO-OLQVQODUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S)-cyclohexane-1,2-diol
• IUPAC Traditional name: cis-1,2-cyclohexanediol
• Synonyms: cis-1,2-Cyclohexanediol; trans-Cyclohexane-1,2-diol; 顺式-1,2-环己二醇

Database IDs

• CAS Number: 1792-81-0; 1460-57-7
• MDL Number: MFCD00064944; MFCD00063611
• Beilstein Number: 1340578
• PubChem SID: 162078787; 24862178
• PubChem CID: 92903

CALCULATED PROPERTIES

• Acid pKa: 13.909715
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.20578985
• LogD (pH = 7.4): 0.20578972
• Log P: 0.20578985
• Molar Refractivity: 30.637 cm^3
• Polarizability: 12.306064 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 101-104°C; 97-101 °C; 97-101 °C(lit.)

Safety Information

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

Product Information

• Purity: ≥99.0% (GC); 99%
• Grade: puriss.
• Linear Formula: C6H10(OH)2

DETAILS

Sigma Aldrich - 361267

Packaging
1 g in glass bottle

Sigma Aldrich - 28995

Other Notes
Starting material for several enantioselective enzymatic transformations, e.g. mono-acylation1; mono-oxidation2