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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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

682500-BULK:
682500-VAR:
682500-1G:4548173923352

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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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)
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)
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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