(1R,2S)-2-phenylcyclohexan-1-ol

• ChemBase ID: 148719
• Molecular Formular: C12H16O
• Molecular Mass: 176.25484
• Monoisotopic Mass: 176.12011513
• SMILES: c1ccc(cc1)[C@@H]1CCCC[C@H]1O
• Canonical SMILES: O[C@@H]1CCCC[C@H]1c1ccccc1
• InChI: InChI=1S/C12H16O/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10/h1-3,6-7,11-13H,4-5,8-9H2/t11-,12+/m0/s1
• InChIKey: AAIBYZBZXNWTPP-NWDGAFQWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S)-2-phenylcyclohexan-1-ol
• IUPAC Traditional name: (1R,2S)-2-phenylcyclohexan-1-ol
• Synonyms: trans-2-Phenyl-1-cyclohexanol; (1R,2S)-2-Phenylcyclohexanol; (1R,2S)-trans-2-Phenyl-1-cyclohexanol; 反-2-苯基-1-环己醇; (1R,2S)-反式-2-苯基-1-环己醇

Database IDs

• CAS Number: 2362-61-0; 98919-68-7
• EC Number: 219-111-2
• MDL Number: MFCD00003865; MFCD00075488
• Beilstein Number: 2047602; 3198908
• PubChem SID: 24850795; 162242894; 24862733
• PubChem CID: 102793

CALCULATED PROPERTIES

• Acid pKa: 14.845837
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.7794702
• LogD (pH = 7.4): 2.7794702
• Log P: 2.7794702
• Molar Refractivity: 53.8421 cm^3
• Polarizability: 21.208944 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 53-55 °C(lit.); 63-66 °C(lit.)
• Boiling Point: 152-155 °C/16 mmHg(lit.); 276-281 °C(lit.)
• Flash Point: 113 °C; 235.4 °F
• Optical Rotation: [α]20/D -58°, c = 10 in methanol

Safety Information

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

Product Information

• Purity: 98%; 99%
• Optical Purity: ee: 99% (GLC)
• Linear Formula: C6H5C6H10OH

DETAILS

Sigma Aldrich - 367249

Packaging
1 g in glass bottle
250 mg in glass bottle
Application
Used to prepare chiral isoprenyl1 and vinyl2 ethers and chiral pyruvates.3

Sigma Aldrich - 179051

Packaging
5 g in glass bottle