(1S,2R)-2-(2-phenylpropan-2-yl)cyclohexan-1-ol

• ChemBase ID: 151038
• Molecular Formular: C15H22O
• Molecular Mass: 218.33458
• Monoisotopic Mass: 218.16706532
• SMILES: CC(C)(c1ccccc1)[C@H]1CCCC[C@@H]1O
• Canonical SMILES: O[C@H]1CCCC[C@@H]1C(c1ccccc1)(C)C
• InChI: InChI=1S/C15H22O/c1-15(2,12-8-4-3-5-9-12)13-10-6-7-11-14(13)16/h3-5,8-9,13-14,16H,6-7,10-11H2,1-2H3/t13-,14-/m0/s1
• InChIKey: CTYOSJAXQPHWCK-KBPBESRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R)-2-(2-phenylpropan-2-yl)cyclohexan-1-ol
• IUPAC Traditional name: (1S,2R)-2-(2-phenylpropan-2-yl)cyclohexan-1-ol
• Synonyms: (1S,2R)-(+)-trans-2-(1-Methyl-1-phenylethyl)cyclohexanol; (1S,2R)-(+)-反-2-(1-甲基-1-苯乙基)环己醇

Database IDs

• CAS Number: 109527-45-9
• PubChem SID: 24868803; 162245197
• PubChem CID: 10976936

CALCULATED PROPERTIES

• Acid pKa: 14.923468
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 3.8111053
• LogD (pH = 7.4): 3.811105
• Log P: 3.8111053
• Molar Refractivity: 67.4668 cm^3
• Polarizability: 26.748734 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 300 °C(lit.)
• Flash Point: >113 °C; >235.4 °F
• Density: 1.008 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.541(lit.)
• Optical Rotation: [α]24/D +29°, c = 1.7 in methanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves

Product Information

• Purity: 98%
• Linear Formula: C6H5C(CH3)2C6H10OH

DETAILS

Sigma Aldrich - 453404

Packaging
1 g in glass bottle
Application
Cyclohexyl-based chiral auxiliary that provides equal or greater levels of asymmetric induction when compared to menthol or 8-phenylmenthol in a variety of reactions.1,2,3,4