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164747

Sigma-Aldrich

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

98%

Synonym(s):

Eu(hfc)3, Europium(III) tris[3-(heptafluoropropylhydroxymethylene)-d-camphorate], Tris[3-(heptafluoropropylhydroxymethylene)-d-camphorato]europium(III)

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About This Item

Empirical Formula (Hill Notation):
C42H42EuF21O6
CAS Number:
34788-82-4
Molecular Weight:
1193.71
EC Number:
252-214-0
MDL number:
MFCD00151059
UNSPSC Code:
12352115
PubChem Substance ID:
24850099
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

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 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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Pirkle et al.
The Journal of Organic Chemistry, 44, 1025-1025 (1979)
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)
Enantioselective synthesis of the white key intermediate for the synthesis of trisporic acids.
Bacigaluppo JA, et al.
Tetrahedron Asymmetry, 5(10), 1877-1880 (1994)
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)

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