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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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Pack SizeSKUAvailabilityPrice
50 mL

Available to ship TODAYfromMILWAUKEE

$236.00

About This Item

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

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Product Name

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

form

liquid

Quality Level

100

reaction suitability

core: copper, reagent type: catalyst

concentration

in anhydrous tetrahydrofuran

density

0.999 g/mL at 25 °C

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

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This Item
718114703559696307
Copper(I) cyanide di(lithium chloride) complex solution in anhydrous tetrahydrofuran

Sigma-Aldrich

697257

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

Manganese(II) chloride bis(lithium chloride) complex solution 0.5 M in THF, density: 0.956 g/mL at 25 °C

Sigma-Aldrich

718114

Manganese(II) chloride bis(lithium chloride) complex solution

Lanthanum(III) chloride bis(lithium chloride) complex solution 0.6 M in THF

Sigma-Aldrich

703559

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

Chloro[1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]copper(I)

Sigma-Aldrich

696307

Chloro[1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]copper(I)

reaction suitability

core: copper, reagent type: catalyst

reaction suitability

core: manganese, reagent type: catalyst

reaction suitability

-

reaction suitability

core: copper, reagent type: catalyst

form

liquid

form

liquid

form

liquid

form

powder

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

density

0.999 g/mL at 25 °C

density

0.956 g/mL at 25 °C

density

1.05 g/mL at 25 °C

density

-

concentration

in anhydrous tetrahydrofuran

concentration

0.5 M in THF

concentration

0.6 M in THF, 16 % (w/w)

concentration

-

Application

Copper(I) cyanide di(lithium chloride) complex can be used for the synthesis of organocopper(I) reagents by transmetalation with organozinc[1] and Grignard reagents. It is also a useful precursor to prepare organocuprate(I) reagents.

signalword

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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBT2339
SHBQ7138
SHBM7818
SHBL4583
SHBJ6193

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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)
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
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)
View All Related Papers

Global Trade Item Number

SKUGTIN
697257-50ML04061832786315

Questions

1–3 of 3 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. what is the concentration of the solution?

    1 answer

    1. The concentration specificastion for this solution is 0.95M - 1.10M. This value is lot specific and reported on the Certificate of Analysis. Please use the link below to access a sample or lot specific Certificate:
      https://www.sigmaaldrich.com/product/aldrich/697257#product-documentation

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