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

• ChemBase ID: 147066
• 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-/m0/s1
• InChIKey: PFURGBBHAOXLIO-WDSKDSINSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S)-cyclohexane-1,2-diol
• IUPAC Traditional name: trans-1,2-cyclohexanediol
• Synonyms: (1S)-trans-1,2-Cyclohexanediol; (1S,2S)-trans-1,2-Cyclohexanediol; trans-Hexahydrocatechol; trans-1,2-Cyclohexanediol; (1R,2R)-rel-1,2-Cyclohexanediol; trans-2-Hydroxycyclohexanol; NSC 150568; NSC 34836; trans-1,2-Cyclohexanediol; (1S)-反-1,2-环己二醇; (1S,2S)-反式-1,2-环己二醇; 反-1,2-环己二醇

Database IDs

• CAS Number: 57794-08-8; 1460-57-7
• EC Number: 215-956-6
• MDL Number: MFCD00066431; MFCD00063611
• Beilstein Number: 3193810; 1901343
• PubChem SID: 162241258; 24857421; 24866402
• PubChem CID: 7057110

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

• Solubility: Chloroform; Methanol
• Apperance: Off-White SOlid
• Melting Point: 101-104°C; 101-106°C; 106-109 °C; 107-109 °C(lit.)
• Boiling Point: 231-233°C
• Flash Point: 134 °C; 134°C(273°F); 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

• Storage Condition: -20°C Freezer
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37-41
• Safety Statements: 26-39
• TSCA Listed: 否
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H318-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥99.0% (sum of enantiomers, GC); 98%; 99%
• Grade: puriss.
• Optical Purity: ee: 99% (GLC); enantiomeric ratio: ≥99:1 (GC)
• Linear Formula: C6H10(OH)2

DETAILS

Sigma Aldrich - 421804

Application
C2-symmetric chiral diol with versatile applications as a chiral auxiliary,1,2 building block,3,4,5 and chiral ligand.6,7
Packaging
1 g in glass bottle
250 mg in glass bottle