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Merck
CN

697257

Copper(I) cyanide di(lithium chloride) complex solution

in anhydrous tetrahydrofuran, liquid

Synonym(s):

Copper(I) cyanide di(lithium chloride)

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About This Item

Linear Formula:
CuCN · 2LiCl
Molecular Weight:
174.35
UNSPSC Code:
12161600
PubChem Substance ID:
329761902
NACRES:
NA.22

Key Documents

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Product Name

Copper(I) cyanide di(lithium chloride) complex solution, in anhydrous tetrahydrofuran

SMILES string

[Li]Cl.[Li]Cl.[Cu]C#N

InChI

1S/CN.2ClH.Cu.2Li/c1-2;;;;;/h;2*1H;;;/q;;;;2*+1/p-2

InChI key

QGXKBLXNBYNHBV-UHFFFAOYSA-L

form

liquid

reaction suitability

core: copper
reagent type: catalyst

concentration

in anhydrous tetrahydrofuran

density

0.999 g/mL at 25 °C

Quality Level

100

Related Categories

Application

Copper(I) cyanide di(lithium chloride) complex can be used for the synthesis of organocopper(I) reagents by transmetalation with organozinc and Grignard reagents. It is also a useful precursor to prepare organocuprate(I) reagents.

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Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Central nervous system, Respiratory system

supp_hazards

EUH019

Storage Class

3 - Flammable liquids

wgk

WGK 2

flash_point_f

1.4 °F - closed cup - Solvent

flash_point_c

-17 °C - closed cup - Solvent

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
SHBT2339
SHBQ7138
SHBM7818
SHBL4583
SHBJ6193

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Krause, N.; Gerold, A.
Angewandte Chemie (International Edition in English), 36, 186-186 (1997)
Regioselective functionalization of trisubstituted pyridines using a bromine-magnesium exchange.
Ren H and Knochel P
Chemical Communications (Cambridge, England), 11(7), 726-728 (2006)
Tomas Hudlicky et al.
The Journal of organic chemistry, 67(25), 8726-8743 (2002-12-07)
Biocatalytic approaches have yielded efficient total syntheses of the major Amaryllidaceae alkaloids, all based on the key enzymatic dioxygenation of suitable aromatic precursors. This paper discusses the logic of general synthetic design for lycoricidine, narciclasine, pancratistatin, and 7-deoxypancratistatin. Experimental details
Joel M Harris et al.
The Journal of organic chemistry, 68(11), 4371-4381 (2003-05-24)
2,5,6-Trisubstituted piperidines are readily prepared by a combination of an aza-Achmatowicz oxidation of a furyl-substituted benzenesulfonamide followed by a conjugate addition to the resulting 2H-pyridone and subsequent addition of various nucleophiles to a transient N-sulfonyliminium ion. The stereochemistry of the
TMPZnCl?LiCl: A new active selective base for the directed zincation of sensitive aromatics and heteroaromatics.
Mosrin M and Knochel P
Organic Letters, 11(8), 1837-1840 (2009)
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