Name | Copper(I) thiophene-2-carboxylate |
Synonyms | (2-Thiophenecarboxylato)copper Copper(Ⅰ) thiophene-2-carboxylate Copper(I) thiophene-2-carboxylate Copper(1+) thiophene-2-carboxylate Copper(I) thiophene-2-carboxylate,Cu (TC) 2-Thiophenecarboxylic acid, copper complex |
CAS | 68986-76-5 |
EINECS | 350-745-9 |
InChI | InChI=1/C5H4O2S.Cu/c6-5(7)4-2-1-3-8-4;/h1-3H,(H,6,7);/q;+1/p-1 |
InChIKey | SFJMFSWCBVEHBA-UHFFFAOYSA-M |
Molecular Formula | C5H4CuO2S |
Molar Mass | 191.69 |
Boling Point | 260°C at 760 mmHg |
Flash Point | 117.8°C |
Vapor Presure | 0.00639mmHg at 25°C |
Appearance | Brown crystal |
Color | Red to brown |
Exposure Limit | ACGIH: TWA 1 mg/m3NIOSH: IDLH 100 mg/m3; TWA 1 mg/m3 |
Merck | 14,2521 |
Storage Condition | under inert gas (nitrogen or Argon) at 2–8 °C |
Sensitive | Air & Light Sensitive |
MDL | MFCD02183524 |
Use | 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 c |
Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
UN IDs | 3077 |
WGK Germany | 3 |
HS Code | 29349990 |
Hazard Class | IRRITANT, AIR SENSIT |
Introduction | copper (I) thiophene-2-carboxylate is an organic intermediate, it can be obtained by reacting 2-thiophenecarboxylic acid with Cu2O. It has been reported in the literature to be useful in the preparation of 4-allylacetate substituted N-sulfonyl 1,2, 3-triazoles. |
Use | copper (II) thiophene-2-carboxylate is an organo-copper catalyst, there is some damage to the respiratory system and skin. It can be prepared from thiophene-2-carboxylic acid in one step. |
preparation | 2-thiophenecarboxylic acid (100g, 780 mmol), Cu2O (28g, 196 mmol) and toluene (300 mL) was added to a 500 mL three-necked round bottom flask. The flask was charged with Dean-Stark and a condenser. The mixture was then refluxed for 3 days with azeotropic removal of water. The tan suspension was then cooled to -60°C and the product was collected on a glass sinter funnel (D-frit). Under a nitrogen stream, the filter cake was washed with 300 mL of methanol and then with Et2O until the filtrate was colorless and then with 75 mL of hexane. The product was dried under a stream of N2 and then transferred to a flask and dried under vacuum to give Copper (I) thiophene-2-carboxylate (70g, 94%) as a light brown powder. |