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682500

Sigma-Aldrich

Copper(I) thiophene-2-carboxylate

Synonym(s):

(2-Thiophenecarboxylato)copper, 2-Thiophenecarboxylic acid, copper complex, Cu (TC), Cuprous 2-thiophenecarboxylate

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About This Item

Empirical Formula (Hill Notation):
C5H3CuO2S
CAS Number:
68986-76-5
Molecular Weight:
190.69
MDL number:
MFCD02183524
UNSPSC Code:
12161600
PubChem Substance ID:
24885718
NACRES:
NA.22

form

solid

reaction suitability

core: copper
reaction type: C-C Bond Formation
reagent type: catalyst

SMILES string

[Cu]OC(=O)c1cccs1

InChI

1S/C5H4O2S.Cu/c6-5(7)4-2-1-3-8-4;/h1-3H,(H,6,7);/q;+1/p-1

InChI key

SFJMFSWCBVEHBA-UHFFFAOYSA-M

Application

Copper(I) thiophene-2-carboxylate can be used as a reactant or reagent in:
  • Studies of xenobiotic response to herbicide safener derivatives.
  • Synthesis of functionalized BODIPY dye analogs.
  • Orthogonal cross-coupling reactions.
  • Preparation of parent borondipyrromethene system.
  • Copper mediated cross-coupling.

Reactant or reagent involved in:
  • Studies of xenobiotic response to herbicide safener derivatives
  • Synthesis of functionalized BODIPY dye analogs
  • Orthogonal cross-coupling reactions
  • Preparation of parent borondipyrromethene system
  • Copper mediated cross-coupling

Pictograms

Environment
GHS09

Signal Word

Warning

Hazard Statements

H410

Precautionary Statements

P273 - P391 - P501

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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N-Amidation by copper-mediated cross-coupling of organostannanes or boronic acids with O-acetyl hydroxamic acids.
Zhang Z, et al.
Organic Letters, 10(14), 3005-3008 (2008)
Xenobiotic responsiveness of Arabidopsis thaliana to a chemical series derived from a herbicide safener.
Skipsey M, et al.
The Journal of Biological Chemistry, 286(37), 32268-32276 (2011)
2?and 3?Monohalogenated BODIPY Dyes and Their Functionalized Analogues: Synthesis and Spectroscopy.
Leen V, et al.
European Journal of Organic Chemistry, 2011(23), 4386-4396 (2011)
Regioselective Syntheses of 2, 3?Substituted Pyridines by Orthogonal Cross?Coupling Strategies.
Koley M, et al.
European Journal of Organic Chemistry, 2011(10), 1972-1979 (2011)
The smallest and one of the brightest. Efficient preparation and optical description of the parent borondipyrromethene system.
Arroyo I J, et al.
The Journal of Organic Chemistry, 74(15), 5719-5722 (2009)
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