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211354

Sigma-Aldrich

(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:
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

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.

Storage Class Code

11 - Combustible Solids

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Gustaf Götmar et al.
Journal of chromatography. A, 1059(1-2), 43-52 (2005-01-05)
The adsorption isotherms of the enantiomers of 2,2,2-trifluoro-1-(9-anthryl)-ethanol from a toluene-acetonitrile solution onto a Chiris Chiral AX:QD1 column were measured using the pulse method. The isotherm data were modeled with a bi-Langmuir isotherm model, indicating the presence of two different
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