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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:
19446-52-7
Molecular Weight:
316.17
MDL number:
MFCD00015305
UNSPSC Code:
12161600
PubChem Substance ID:
329760278
NACRES:
NA.22

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.

accessory

Product No.
Description
Pricing

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H228,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

4.1B - Flammable solid hazardous materials

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)

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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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