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663948

Sigma-Aldrich

Gadolinium(III) tris(isopropoxide)

99%

Synonym(s):

Tris(isopropoxy) gadolinium(III)

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About This Item

Empirical Formula (Hill Notation):
C9H21GdO3
CAS Number:
Molecular Weight:
334.51
MDL number:
UNSPSC Code:
12352300
PubChem Substance ID:
NACRES:
NA.22

assay

99%

form

solid

reaction suitability

core: gadolinium
reagent type: catalyst

mp

>300 °C

SMILES string

CC(C)O[Gd](OC(C)C)OC(C)C

InChI

1S/3C3H7O.Gd/c3*1-3(2)4;/h3*3H,1-2H3;/q3*-1;+3

InChI key

VJLSFXQJAXVOEQ-UHFFFAOYSA-N

Application

Catalyst for:
  • Enantioselective construction of beta-quaternary carbons via conjugate addition reactions
  • Generation of reactive enolates
  • Regioselective / stereoselective conjugate addition of cyanide to enones
  • Strecker reactions
  • Asymmetric ring-opening of meso-aziridines
Catalyst used in a ring opening of meso-aziridines with trimethylsilyl azide.
In many asymmetric catalysis applications, glove box and Schlenk techniques should be employed to prevent exposure of the rare earth catalyst to air and moisture, which can be detrimental to the reaction outcome. Solutions of the catalyst should be made using anhydrous solvents and used shortly after preparation.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Yuhei Fukuta et al.
Journal of the American Chemical Society, 128(19), 6312-6313 (2006-05-11)
An asymmetric ring-opening reaction of meso-aziridines with TMSN3 was developed using a catalyst prepared from Y(OiPr)3 and chiral ligand 2 in a 1:2 ratio. Excellent enantioselectivity was realized from a wide range of substrates with a practical catalyst loading. The

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