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

• ChemBase ID: 147392
• Molecular Formular: C6H12O2
• Molecular Mass: 116.15828
• Monoisotopic Mass: 116.08372962
• SMILES: C1CC[C@H]([C@@H](C1)O)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-/m1/s1
• InChIKey: PFURGBBHAOXLIO-PHDIDXHHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R)-cyclohexane-1,2-diol
• IUPAC Traditional name: trans-cyclohexane-1,2-diol
• Synonyms: (1R)-trans-1,2-Cyclohexanediol; (1R,2R)-trans-1,2-Cyclohexanediol; trans-Cyclohexane-1,2-diol; (±)-trans-1,2-Cyclohexanediol; trans-1,2-Cyclohexanediol; (1R)-反-1,2-环己二醇; (1R,2R)-反-1,2-环己二醇; (±)-反-1,2-环己二醇; 反-1,2-环己二醇

Database IDs

• CAS Number: 1460-57-7; 1072-86-2
• EC Number: 215-956-6
• MDL Number: MFCD00066430; MFCD00063611
• Beilstein Number: 3193810; 4780913
• PubChem SID: 24866401; 24848511; 162241580
• PubChem CID: 92886

CALCULATED PROPERTIES

• Rotatable Bonds: 0
• Lipinski's Rule of Five: true
• 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

PROPERTIES

Physical Property

• Melting Point: 100-103 °C; 101-104 °C(lit.); 106-109 °C; 107-109 °C(lit.)
• Flash Point: 134 °C; 273.2 °F
• Optical Rotation: [α]20/D -39±1°, c = 1.6% in H2O; [α]20/D -39°, c = 1.6 in H2O

Safety Information

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

Product Information

• Purity: ≥96.0% (GC); ≥99.0% (sum of enantiomers, GC); 95+%; 98%; 99%
• Grade: puriss.; purum
• Optical Purity: ee: 99% (HPLC); enantiomeric ratio: ≥99:1 (GC)
• Linear Formula: C6H10(OH)2
• Empirical Formula (Hill Notation): C6H12O2

DETAILS

Sigma Aldrich - 141712

Packaging
10, 50 g in poly bottle

Sigma Aldrich - 421790

Packaging
1 g in glass bottle

Sigma Aldrich - 29002

Other Notes
Chiral auxiliary for conjugate addition reactions1,2; Asymmetric alkylation via chiral acetals3,4