(1S)-1-(anthracen-9-yl)-2,2,2-trifluoroethan-1-ol

• ChemBase ID: 150913
• Molecular Formular: C16H11F3O
• Molecular Mass: 276.2531496
• Monoisotopic Mass: 276.07619963
• SMILES: c1ccc2c(c1)cc1ccccc1c2[C@@H](C(F)(F)F)O
• Canonical SMILES: O[C@H](C(F)(F)F)c1c2ccccc2cc2c1cccc2
• InChI: InChI=1S/C16H11F3O/c17-16(18,19)15(20)14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-9,15,20H/t15-/m0/s1
• InChIKey: ICZHJFWIOPYQCA-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S)-1-(anthracen-9-yl)-2,2,2-trifluoroethan-1-ol
• IUPAC Traditional name: (1S)-1-(anthracen-9-yl)-2,2,2-trifluoroethanol
• Synonyms: (S)-(+)-α-(Trifluoromethyl)anthracene-9-methanol; (S)-(+)-2,2,2-Trifluoro-1-(9-anthryl)ethanol; (S)-(+)-1-(9-Anthryl)-2,2,2-trifluoroethanol; (S)-(+)-α-(三氟甲基)蒽-9-甲醇; (S)-(+)-2,2,2-三氟-1-(9-蒽基)乙醇; (S)-(+)-1-(9-蒽基)-2,2,2-三氟乙醇

Database IDs

• CAS Number: 60646-30-2
• EC Number: 262-348-1
• MDL Number: MFCD00062968
• Beilstein Number: 4695162
• PubChem SID: 162245073; 24852670
• PubChem CID: 2724111

CALCULATED PROPERTIES

• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true
• Acid pKa: 10.948515
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 4.1997113
• LogD (pH = 7.4): 4.19959
• Log P: 4.1997128
• Molar Refractivity: 70.8946 cm^3
• Polarizability: 28.685133 Å^3

PROPERTIES

Physical Property

• Melting Point: 132-135 °C; 132-135 °C(lit.)
• Optical Rotation: [α]20/D +28.0±1°, c = 6% in chloroform; [α]25/D +29°, c = 6.3 in chloroform

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98%; ≥98.0% (sum of enantiomers, HPLC)
• Grade: purum
• Optical Purity: ee: 98% (HPLC); enantiomeric ratio: ≥99.5:0.5 (HPLC)
• Empirical Formula (Hill Notation): C16H11F3O

DETAILS

Sigma Aldrich - 211346

Packaging
25, 100 mg in glass bottle
Application
These enantiomerically pure (+)- and (-)-2,2,2-trifluoro-1-(9-anthryl)ethanols have been used for the NMR spectral determination of optical purity (and in some cases, absolute configuration) of a wide variety of sulfoxides,1 lactones,2,3 amines,4 sulfinate esters,5 oxaziridines6 and allenes.7