tris(2,2,2-trifluoro-1-{4,7,7-trimethyl-3-oxobicyclo[2.2.1]heptan-2-ylidene}ethoxy)europium

• ChemBase ID: 138941
• Molecular Formular: C36H42EuF9O6
• Molecular Mass: 893.6647088
• Monoisotopic Mass: 894.20499804
• SMILES: CC1(C2(C(=O)/C(=C(/O[Eu](O/C(=C\3/C(=O)C4(C(C3CC4)(C)C)C)/C(F)(F)F)O/C(=C\3/C(=O)C4(C(C3CC4)(C)C)C)/C(F)(F)F)\C(F)(F)F)/C1CC2)C)C
• Canonical SMILES: O=C1/C(=C(\C(F)(F)F)/O[Eu](O/C(=C\2/C(=O)C3(C(C2CC3)(C)C)C)/C(F)(F)F)O/C(=C\2/C(=O)C3(C(C2CC3)(C)C)C)/C(F)(F)F)/C2C(C1(C)CC2)(C)C
• InChI: InChI=1S/3C12H15F3O2.Eu/c3*1-10(2)6-4-5-11(10,3)8(16)7(6)9(17)12(13,14)15;/h3*6,17H,4-5H2,1-3H3;/q;;;+3/p-3
• InChIKey: BWIHMSGCCRUUCZ-UHFFFAOYSA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: tris(2,2,2-trifluoro-1-{4,7,7-trimethyl-3-oxobicyclo[2.2.1]heptan-2-ylidene}ethoxy)europium
• IUPAC Traditional name: tris(2,2,2-trifluoro-1-{4,7,7-trimethyl-3-oxobicyclo[2.2.1]heptan-2-ylidene}ethoxy)europium
• Synonyms: Europium tris[3-(trifluoromethylhydroxymethylene)-(-)-camphorate]; Europium(III) tris[3-(trifluoromethylhydroxymethylene)-d-camphorate]; Eu(facam)3; Eu(tfc)3; Europium(III) tris[3-(trifluoromethylhydroxymethylene)-d-camphorate]; Tris(3-trifluoroacetyl-d-camphorato)europium(III); Tris[3-(trifluoromethylhydroxymethylene)-d-camphorato]europium(III); Europium tris[3-(trifluoromethylhydroxymethylene)-(+)-camphorate]; 三[3-(三氟甲基羟亚甲基)-(-)-樟脑酸]铕; 三[3-(三氟甲基羟亚甲基)-d-樟脑酸]铕(III); 三(3-三氟乙酰基-d-樟脑)合铕(III); 三[3-(三氟甲基羟亚甲基))-d-樟脑酸]铕(III); 三[3-(三氟甲基羟亚甲基)-d-樟脑]合铕(III); 三[3-(三氟甲基羟亚甲基)-(+)-樟脑酸]铕

Database IDs

• CAS Number: 34830-11-0
• EC Number: 252-232-9
• MDL Number: MFCD00074803
• Beilstein Number: 7509819
• PubChem SID: 24850581; 24857448; 162233192; 24889871
• PubChem CID: 71310195

CALCULATED PROPERTIES

• LogD (pH = 7.4): 9.6135
• Log P: 9.6135
• Molar Refractivity: 168.4614 cm^3
• Polarizability: 68.947334 Å^3
• Polar Surface Area: 78.9 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 9.6135

PROPERTIES

Physical Property

• Melting Point: ~200 °C (dec.); 195-198 °C(lit.)
• Optical Rotation: [α]18/D -156°, c = 1 in chloroform; [α]20/D +165°, c = 1% in chloroform (solvent is ethanol free)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥95.0% (CH)
• Grade: purum
• Empirical Formula (Hill Notation): C36H42EuF9O6

DETAILS

Sigma Aldrich - 176494

Application
Optically active NMR shift reagent. Used with Ag(fod) for the enantiomeric resolution of sec-butylisothiouronium chloride.3
Reactant involved in:
• The synthesis of europium acetylcamphorate phosphine oxide complexes1
• Reactions with 1,10-N,N′-phenanthroline dioxide derivatives2
Packaging
1 g in glass bottle
100 mg in glass bottle

Sigma Aldrich - 296597

Application
Optically active NMR shift reagent

Sigma Aldrich - 93387

Other Notes
Chiral shift reagent for the determination of enantiomer ratios by NMR1,2,3,4