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Copper(I) thiophene-2-carboxylate

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Copper(I) thiophene-2-carboxylate Basic information
Synthesis
Product Name:Copper(I) thiophene-2-carboxylate
Synonyms:Copper(I) thiophene-2-carboxylate, may contain approx. 20 wt.% Copper(I) oxide, 95%;Copper(I) thiophene-2-carboxylate,Cu (TC);Copper(I) thiophene-2-carboxylate, 95%, May contain approx. 20 wt.% Copper(I) oxide;Copper(I) thiophene-2-carboxylate, 90%, May contain approx. 20 wt.% Copper(I) oxide;Copper(Ⅰ) thiophene-2-carboxylate;(2-Thiophenecarboxylato)copper;2-Thiophenecarboxylic acid, copper complex;Cuprous 2-thiophenecarboxylate
CAS:68986-76-5
MF:C5H3CuO2S
MW:190.69
EINECS:350-745-9
Product Categories:Cu;Catalysts-Ligands
Mol File:68986-76-5.mol
Copper(I) thiophene-2-carboxylate Structure
Copper(I) thiophene-2-carboxylate Chemical Properties
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
form Powder
color Red to brown
Sensitive Air & Light Sensitive
Merck 14,2521
Exposure limitsACGIH: TWA 1 mg/m3
NIOSH: IDLH 100 mg/m3; TWA 1 mg/m3
InChIInChI=1S/C5H4O2S.Cu/c6-5(7)4-2-1-3-8-4;/h1-3H,(H,6,7);/q;+1/p-1
InChIKeySFJMFSWCBVEHBA-UHFFFAOYSA-M
SMILES[Cu+].C1(C([O-])=O)SC=CC=1
Safety Information
Hazard Codes Xi,N
Risk Statements 36/37/38-51/53
Safety Statements 26-61
RIDADR 3077
WGK Germany 3
HazardClass IRRITANT, AIR SENSITIVE, LIGHT SENSITIVE
HS Code 29349990
Storage Class11 - Combustible Solids
Hazard ClassificationsAquatic Acute 1
Aquatic Chronic 1
MSDS Information
Copper(I) thiophene-2-carboxylate Usage And Synthesis
Synthesis

Synthesis of 68986-76-5

100 g of thiophenic acid (780 mmol), 28 g of Cu2O (196 mmol), and 300 mL of toluene were added to a 500 mL three-necked round-bottom flask. The flask was fitted with a Dean-Stark condenser. The mixture was then refluxed for 3 days to remove water via azeotropic extraction. The yellowish-brown suspension was then cooled to ~60°C, and the product was collected in a glass sintered funnel (D-frit). The filter cake was washed with 300 mL of methanol under a nitrogen stream, followed by washing with Et2O until the filtrate was colorless, and then washed with 75 mL of hexane.

The product was dried under a nitrogen stream, then transferred to a flask and dried under vacuum to obtain COPPER(I) THIOPHENE-2-CARBOXYLATE (I) (70 g, 94%) as a light brown powder.
Chemical PropertiesCOPPER(I) THIOPHENE-2-CARBOXYLATE is Solid
UsesCOPPER(I) THIOPHENE-2-CARBOXYLATE is used for studies of xenobiotic response safener derivatives, synthesis of functionalized BODIPY dye analogs, orthogonal cross-coupling reactions, preparation of parent borondipyrromethene system and Copper mediated cross-coupling.
UsesReactant 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
UsesMediator in intermolecular cross-coupling reactions, asymmetric 1,4-additions, and allylation reactions.
reaction suitabilitycore: copper
reaction type: C-C Bond Formation
reagent type: catalyst
Copper(I) thiophene-2-carboxylate Preparation Products And Raw materials
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