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Copper(I) thiophene-2-carboxylate

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(Redirected from Copper(I)-thiophene-2-carboxylate) "CuTC" redirects here. For other uses, see CUTC (disambiguation).
Copper(I) thiophene-2-carboxylate
Names
IUPAC name Copper(I) thiophene-2-carboxylate
Other names CuTC
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.161.358 Edit this at Wikidata
EC Number
  • 633-277-7
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C5H4O2S.Cu/c6-5(7)4-2-1-3-8-4;/h1-3H,(H,6,7);/q;+1/p-1Key: SFJMFSWCBVEHBA-UHFFFAOYSA-M
  • InChI=1/C5H4O2S.Cu/c6-5(7)4-2-1-3-8-4;/h1-3H,(H,6,7);/q;+1/p-1Key: SFJMFSWCBVEHBA-REWHXWOFAY
SMILES
  • O=C()C1=CC=CS1.
  • .C(=O)c1sccc1
Properties
Chemical formula C5H3CuO2S
Molar mass 190.68 g·mol
Hazards
Occupational safety and health (OHS/OSH):
Main hazards Irritant
GHS labelling:
Pictograms GHS07: Exclamation mark
Signal word Warning
Hazard statements H315, H319, H335
Precautionary statements P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
NIOSH (US health exposure limits):
PEL (Permissible) TWA 1 mg/m (as Cu)
REL (Recommended) TWA 1 mg/m (as Cu)
IDLH (Immediate danger) TWA 100 mg/m (as Cu)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Copper(I) thiophene-2-carboxylate or CuTC is a coordination complex derived from copper and thiophene-2-carboxylic acid. It is used as a reagent to promote the Ullmann reaction between aryl halides.

CuTC catalyzed Ullmann coupling
CuTC catalyzed Ullmann coupling

References

  1. Copper(I) thiophene-2-carboxylate at Sigma-Aldrich
  2. ^ NIOSH Pocket Guide to Chemical Hazards. "#0150". National Institute for Occupational Safety and Health (NIOSH).
  3. Shijie Zhang; Dawei Zhang; Lanny S. Liebeskind (1997). "Ambient Temperature, Ullmann-like Reductive Coupling of Aryl, Heteroaryl, and Alkenyl Halides". J. Org. Chem. 62 (8): 2312–2313. doi:10.1021/jo9700078. PMID 11671553.
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