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Sigma-Aldrich

Europium tris[3-(heptafluoropropylhydroxymethylene)-(+)-camphorate]

98%

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Synonym(s):
Eu(hfc)3, Europium(III) tris[3-(heptafluoropropylhydroxymethylene)-d-camphorate], Tris[3-(heptafluoropropylhydroxymethylene)-d-camphorato]europium(III)
Empirical Formula (Hill Notation):
C42H42EuF21O6
CAS Number:
Molecular Weight:
1193.71
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

assay

98%

form

powder

optical activity

[α]20/D +158.0°, c = 1 in chloroform

technique(s)

NMR: suitable

mp

156-158 °C (lit.)

SMILES string

CC1(C)C2CC[C@@]1(C)C(=O)\C2=C(\O[Eu](O\C(=C3\C4CC[C@@](C)(C3=O)C4(C)C)C(F)(F)C(F)(F)C(F)(F)F)O\C(=C5/C6CC[C@@](C)(C5=O)C6(C)C)C(F)(F)C(F)(F)C(F)(F)F)C(F)(F)C(F)(F)C(F)(F)F

InChI

1S/3C14H15F7O2.Eu/c3*1-10(2)6-4-5-11(10,3)8(22)7(6)9(23)12(15,16)13(17,18)14(19,20)21;/h3*6,23H,4-5H2,1-3H3;/q;;;+3/p-3/b3*9-7+;/t3*6-,11+;/m111./s1

InChI key

VGLKHVQPWGFXEG-PSMAIOHISA-K

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This Item
93335176494289221
vibrant-m

289221

Europium(III) oxide

form

powder

form

powder

form

-

form

powder

mp

156-158 °C (lit.)

mp

~160 °C (lit.)

mp

-

mp

-

optical activity

[α]20/D +158.0°, c = 1 in chloroform

optical activity

-

optical activity

[α]20/D +165°, c = 1% in chloroform (solvent is ethanol free)

optical activity

-

technique(s)

NMR: suitable

technique(s)

-

technique(s)

NMR: suitable

technique(s)

-

Application

Eu(hfc)3 may be used as an optically active NMR shift reagent in the 1H NMR analysis to determine the following:
  • Enantiomeric purities of the precursors of trisporic acids A, B and related products.
  • Optical purity of racemic 6,7-dichloro-5-methoxy-2-methyl-2-phenyl-1 indanone.
  • Epimeric purity of 4-methylsulfinylbutylglucosinolate.
For use as a Lanthanide shift reagent

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Enantioselective synthesis of the white key intermediate for the synthesis of trisporic acids.
Bacigaluppo JA, et al.
Tetrahedron Asymmetry, 5(10), 1877-1880 (1994)
Optical purity determination and 1H-NMR spectral simplification with lanthanide shift reagents-VIII. An indacrinone precursor, 6, 7-dichloro-5-methoxy-2-methyl-2-phenyl-1-indanone.
Hatzis A and Rothchild R.
Journal of Pharmaceutical and Biomedical Analysis, 4(4), 443-449 (1986)
Determination of the absolute configuration of the glucosinolate methyl sulfoxide group reveals a stereospecific biosynthesis of the side chain.
Vergara F, et al.
Phytochemistry, 69(15), 2737-2742 (2008)
Pirkle et al.
The Journal of Organic Chemistry, 44, 1025-1025 (1979)

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