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211346

Sigma-Aldrich

(S)-(+)-1-(9-Anthryl)-2,2,2-trifluoroethanol

≥98%

Synonym(s):

(S)-(+)-α-(Trifluoromethyl)anthracene-9-methanol, (S)-(+)-2,2,2-Trifluoro-1-(9-anthryl)ethanol

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About This Item

Empirical Formula (Hill Notation):
C16H11F3O
CAS Number:
60646-30-2
Molecular Weight:
276.25
Beilstein/REAXYS Number:
4695162
EC Number:
262-348-1
MDL number:
MFCD00062968
UNSPSC Code:
12352005
PubChem Substance ID:
24852670
NACRES:
NA.22

assay

≥98%

optical activity

[α]25/D +29°, c = 6.3 in chloroform

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-/m0/s1

InChI key

ICZHJFWIOPYQCA-HNNXBMFYSA-N

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General description

(S)-(+)-1-(9-Anthryl)-2,2,2-trifluoroethanol is a chiral solvating agent (CSA).[1]

Application

(S)-(+)-1-(9-Anthryl)-2,2,2-trifluoroethanol has been used for the NMR spectral determination of optical purity (and in some cases, absolute configuration) of a wide variety of sulfoxides,[2] lactones,[3][4] amines,[5] sulfinate esters,[6] oxaziridines[7] and allenes.[8]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBR9512V
MKBC2891V
MKBC2891
19029KE
17013LH

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A Simple 13C NMR Method for the Discrimination of Complex Mixtures of Stereoisomers: All Eight Stereoisomers of a-Tocopherol Resolved.
Lankhorst PP, et al.
Chirality, 27(11), 850-855 (2015)
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
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
The Journal of Organic Chemistry, 42, 2436-2436 (1977)
Journal of the American Chemical Society, 98, 1832-1832 (1976)
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