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703559

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Lanthanum(III) chloride bis(lithium chloride) complex solution

0.6 M in THF

Synonym(s):

Lanthanum trichloride lithium chloride complex

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About This Item

Linear Formula:
LaCl3 · 2LiCl
CAS Number:
Molecular Weight:
330.05
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.22

form

liquid

Quality Level

reaction suitability

reagent type: catalyst
core: lanthanum

concentration

0.6 M in THF
16 % (w/w)

density

1.05 g/mL at 25 °C

SMILES string

[Li]Cl.[Li]Cl.Cl[La](Cl)Cl

InChI

1S/5ClH.La.2Li/h5*1H;;;/q;;;;;+3;2*+1/p-5

InChI key

YSKOYVQYUJUXCN-UHFFFAOYSA-I

Application

Selective 1,2-Additions with LaCl3•2LiCl

  • Mediates Grignard additions
  • Reagent for metal exchange reactions
  • Promoter for the addition of organometallic compounds to sterically hindered, enolizable or α,β-unsaturated ketones or imines

Legal Information

Product of Albemarle US Inc

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Met. Corr. 1 - Skin Sens. 1 - STOT SE 3

Target Organs

Central nervous system, Respiratory system

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

62.6 °F

Flash Point(C)

17 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Articles

While the 1,2-addition of Grignard reagents to ketones is undoubtedly a powerful transformation, oftentimes selectivity issues arising from competitive alpha-deprotonation detract from the use of these reagents.

Transformative reagents for selective metalation, deprotonation and nucleophilic additions have allowed for unprecedented selective converstions to reactive intermediates within a molecule which contains sensative functionalities under mild reactions.

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