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665193

Sigma-Aldrich

Lanthanum(III) isopropoxide

98%

Synonym(s):

Lanthanum isopropylate, Lanthanum(III) tri-isopropoxide, Tris(isopropoxy)lanthanum(III)

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About This Item

Empirical Formula (Hill Notation):
C9H21LaO3
CAS Number:
Molecular Weight:
316.17
MDL number:
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

solid

reaction suitability

core: lanthanum
reagent type: catalyst

SMILES string

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

InChI

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

InChI key

SORGMJIXNUWMMR-UHFFFAOYSA-N

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Application

Complex with an (S,S)-phenyl-linked-binaphthol which promotes a catalytic 1,4-addition of malonate to cyclic and acyclic enones. Co-catalyst with CuF-triphenylphosphine in a general catalytic allylation of ketoimines.
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

FlameExclamation mark

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Danger

Hazard Classifications

Eye Irrit. 2 - Flam. Sol. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

4.1B - Flammable solid hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


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Tetrahedron Letters, 48, 2815-2815 (2007)
Reiko Wada et al.
Journal of the American Chemical Society, 128(23), 7687-7691 (2006-06-08)
A general catalytic allylation of simple ketoimines was developed using 1 mol % of CuF.3PPh(3) as catalyst, 1.5 mol % of La(O(i)Pr)(3) as the cocatalyst, and stable and nontoxic allylboronic acid pinacol ester as the nucleophile. This reaction constituted a

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