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Merck
CN

211354

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

≥98%

Synonym(s):

(R)-(−)-α-(Trifluoromethyl)anthracene-9-methanol, (R)-(−)-2,2,2-Trifluoro-1-(9-anthryl)ethanol

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About This Item

Empirical Formula (Hill Notation):
C16H11F3O
CAS Number:
Molecular Weight:
276.25
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
258-611-5
Beilstein/REAXYS Number:
4695163
MDL number:
Assay:
≥98%
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InChI key

ICZHJFWIOPYQCA-OAHLLOKOSA-N

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

SMILES string

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

assay

≥98%

optical activity

[α]25/D −30°, c = 6.0 in chloroform

optical purity

ee: 98% (HPLC)

Quality Level

functional group

fluoro, hydroxyl

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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
Journal of Chromatography A, 123, 400-400 (1976)
Journal of the American Chemical Society, 98, 1832-1832 (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.
The Journal of Organic Chemistry, 42, 3697-3697 (1977)

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