Copper(I) thiophene-2-carboxylate

Copper(I) thiophene-2-carboxylate or CuTC is a thiophene and a reagent in organic chemistry that especially promotes the Ullmann reaction between aryl halides.[3]

CuTC catalyzed Ullmann coupling

Copper(I) thiophene-2-carboxylate[1]

Names
IUPAC name Copper(I) thiophene-2-carboxylate
Other names CuTC
Identifiers
CAS Number	68986-76-5^Y
3D model (JSmol)	Interactive image Interactive image
ChemSpider	9369899^Y
ECHA InfoCard	100.161.358
EC Number	633-277-7
PubChem CID	11194830
UNII	7519WBL07L^Y
CompTox Dashboard (EPA)	DTXSID50894113
InChI InChI=1S/C5H4O2S.Cu/c6-5(7)4-2-1-3-8-4;/h1-3H,(H,6,7);/q;+1/p-1^Y Key: SFJMFSWCBVEHBA-UHFFFAOYSA-M^Y 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
SMILES O=C([O-])C1=CC=CS1.[Cu+] [Cu+].[O-]C(=O)c1sccc1
Properties
Chemical formula	C5H3CuO2S
Molar mass	190.68 g·mol^−1
Hazards
Main hazards	Irritant
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H315, H319, H335
GHS precautionary statements	P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405, P501
NIOSH (US health exposure limits):
PEL (Permissible)	TWA 1 mg/m^3 (as Cu)[2]
REL (Recommended)	TWA 1 mg/m^3 (as Cu)[2]
IDLH (Immediate danger)	TWA 100 mg/m^3 (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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Infobox references

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.