(1R,2S,4R)-2-(2-phenylpropan-2-yl)-4-(propan-2-yl)cyclohexan-1-ol

• ChemBase ID: 150775
• Molecular Formular: C18H28O
• Molecular Mass: 260.41432
• Monoisotopic Mass: 260.21401552
• SMILES: CC(C)[C@@H]1CC[C@H]([C@@H](C1)C(C)(C)c1ccccc1)O
• Canonical SMILES: CC([C@@H]1CC[C@H]([C@@H](C1)C(c1ccccc1)(C)C)O)C
• InChI: InChI=1S/C18H28O/c1-13(2)14-10-11-17(19)16(12-14)18(3,4)15-8-6-5-7-9-15/h5-9,13-14,16-17,19H,10-12H2,1-4H3/t14-,16-,17-/m1/s1
• InChIKey: ZJHNUUVRRFRSFM-DJIMGWMZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,4R)-2-(2-phenylpropan-2-yl)-4-(propan-2-yl)cyclohexan-1-ol
• IUPAC Traditional name: (1R,2S,4R)-4-isopropyl-2-(2-phenylpropan-2-yl)cyclohexan-1-ol
• Synonyms: (1R,2S,4R)-(-)-4-(1-Methylethyl)-2-(1-methyl-1-phenylethyl)cyclohexanol; (1R,2S,4R)-(-)-4-(1-甲基乙基)-2-(1-甲基-1-苯基乙基)环己醇

Database IDs

• CAS Number: 167752-95-6
• MDL Number: MFCD17976491
• PubChem SID: 162244935; 24868806
• PubChem CID: 10934232

CALCULATED PROPERTIES

• Acid pKa: 14.922459
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 4.829712
• LogD (pH = 7.4): 4.829712
• Log P: 4.829712
• Molar Refractivity: 81.165 cm^3
• Polarizability: 32.28846 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 68-71 °C(lit.)
• Optical Rotation: [α]20/D -35°, c = 1 in ethanol

Safety Information

• German water hazard class: 3

Product Information

• Purity: 98%
• Optical Purity: ee: 99% (HPLC)
• Linear Formula: (CH3)2CHC6H9[C(CH3)2C6H5]OH

DETAILS

Sigma Aldrich - 453412

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