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224308

Sigma-Aldrich

Dilithium tetrachlorocuprate(II) solution

0.1 M in THF

Synonym(s):

Copper dilithium tetrachloride, Dilithium tetrachlorocuprate(2-), Lithium Tetrachlorocuprate

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About This Item

Linear Formula:
Li2CuCl4
CAS Number:
15489-27-7
Molecular Weight:
219.24
EC Number:
203-726-8
MDL number:
MFCD00011081
UNSPSC Code:
12352302
PubChem Substance ID:
24853427
NACRES:
NA.23

form

liquid

reaction suitability

reagent type: catalyst
core: copper

concentration

0.1 M in THF

density

0.91 g/mL at 25 °C

SMILES string

[Li+].[Li+].Cl[Cu--](Cl)(Cl)Cl

InChI

1S/4ClH.Cu.2Li/h4*1H;;;/q;;;;+2;2*+1/p-4

InChI key

HCJWWBBBSCXJMS-UHFFFAOYSA-J

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Application

Catalyst used to couple alkyl halides with alkyl Grignard reagents.

Signal Word

Danger

Hazard Statements

H225,H302,H319,H335,H351

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

EUH019

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

1.4 °F - closed cup

Flash Point(C)

-17 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A mixture of the four stereoisomers of 1,7-dimethylnonyl propanoate, the female sex pheromone of the western corn rootworm (Diabrotica virgifera virgifera LeConte), was synthesized in four different ways by employing one of the following four reactions as the key step:
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The reaction of 1-(2,3-anhydro-5-O-trityl-beta-D-lyxofuranosyl)-2-O-methyluracil (1a) and its thymine analogue (1b) with dilithium tetrahalocuprate (Li2CuX4) revealed excellent to perfect regioselectivity, yielding 2,2'-anhydro-3'-halonucleosides (2a-d), while the same reactions with 2,3-anhydro uracil and thymine nucleosides (4a,b) gave arabinosyl (5a-d) and xylosyl halohydrins (6a-d)
Tetrahedron, 62, 4851-4851 (2006)

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