Copper(I) thiophene-2-carboxylate

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Copper(I) thiophene-2-carboxylate[1]
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Names
IUPAC name
Copper(I) thiophene-2-carboxylate
Other names
CuTC
Identifiers
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3D model (JSmol)
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  • InChI=1S/C5H4O2S.Cu/c6-5(7)4-2-1-3-8-4;/h1-3H,(H,6,7);/q;+1/p-1 checkY
    Key: SFJMFSWCBVEHBA-UHFFFAOYSA-M checkY
  • InChI=1/C5H4O2S.Cu/c6-5(7)4-2-1-3-8-4;/h1-3H,(H,6,7);/q;+1/p-1
    Key: SFJMFSWCBVEHBA-REWHXWOFAY
  • O=C([O-])C1=CC=CS1.[Cu+]
  • [Cu+].[O-]C(=O)c1sccc1
Properties
C5H3CuO2S
Molar mass 190.68 g·mol−1
Hazards
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 1 mg/m3 (as Cu)[2]
REL (Recommended)
 TWA 1 mg/m3 (as Cu)[2]
IDLH (Immediate danger)
 TWA 100 mg/m3 (as Cu)[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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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.[3]

CuTC catalyzed Ullmann coupling
CuTC catalyzed Ullmann coupling

References

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  1. ^ Copper(I) thiophene-2-carboxylate at Sigma-Aldrich
  2. ^ a b c Page Module:Citation/CS1/styles.css has no content.NIOSH Pocket Guide to Chemical Hazards. "#0150". National Institute for Occupational Safety and Health (NIOSH).
  3. ^ Page Module:Citation/CS1/styles.css has no content.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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