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211354

Sigma-Aldrich

(R)-(−)-1-(9-Anthryl)-2,2,2-trifluoroethanol

≥98%

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Synonym(s):
(R)-(−)-α-(Trifluoromethyl)anthracene-9-methanol, (R)-(−)-2,2,2-Trifluoro-1-(9-anthryl)ethanol
Empirical Formula (Hill Notation):
C16H11F3O
CAS Number:
53531-34-3
Molecular Weight:
276.25
Beilstein:
4695163
EC Number:
258-611-5
MDL number:
MFCD00001260
UNSPSC Code:
12352005
PubChem Substance ID:
24852682
NACRES:
NA.22

Quality Level

100

Assay

≥98%

optical activity

[α]25/D −30°, c = 6.0 in chloroform

optical purity

ee: 98% (HPLC)

mp

132-135 °C (lit.)

SMILES string

O[C@H](c1c2ccccc2cc3ccccc13)C(F)(F)F

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-/m1/s1

InChI key

ICZHJFWIOPYQCA-OAHLLOKOSA-N

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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, lactones, amines, sulfinate esters, oxaziridines and allenes.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Journal of Chromatography A, 123, 400-400 (1976)
M J Zhao et al.
Journal of chromatography. B, Biomedical applications, 656(2), 441-446 (1994-06-17)
A relatively rapid, inexpensive, sensitive and stereospecific gas chromatographic-mass spectrometric method was developed for the quantification of S(+) and R(-)-ibuprofen in human plasma. This method uses a commercially available internal standard and has no interference from endogenous substances nor metabolites.
Journal of the American Chemical Society, 98, 1832-1832 (1976)
Leonid Asnin et al.
Journal of chromatography. A, 1091(1-2), 183-186 (2006-01-06)
The enantioseparation of 2,2,2-trifluoro-1-(9-anthryl)ethanol on silica-bonded quinidine carbamate was examined under linear chromatographic conditions. The significant impact of nonselective adsorption on the retention was demonstrated. The influences of a polar additive in the mobile phase on the retention, the selectivity
The Journal of Organic Chemistry, 42, 2436-2436 (1977)
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