| Identification | Back Directory | [Name]
COPPER (I) PHENYLACETYLIDE | [CAS]
13146-23-1 | [Synonyms]
AKOS 89991
CID 6101206
Phenylacetyl copper
Copperphenylacetylide
CUPROUS PHENYLACETYLIDE
Phenyl(ethynyl)copper(II)
COPPER (I) PHENYLACETYLIDE
copper(I)phenylacetylenide
SFLVZUJLUPAJNE-UHFFFAOYSA-N
Copper(I)phenylacetylide,min.97%
Copper(I) phenylacetylide, min. 97%
Copper, (phenylethynyl)- (6CI,7CI,8CI,9CI) | [Molecular Formula]
C8H5Cu | [MDL Number]
MFCD00015578 | [MOL File]
13146-23-1.mol | [Molecular Weight]
164.67 |
| Chemical Properties | Back Directory | [solubility ]
sol pyridine, THF, ether, acetonitrile, hot cyclohexane, dioxane; insol water. | [form ]
crystal | [color ]
yellow | [Water Solubility ]
Soluble in acetone and acetonitrile. Insoluble in water | [Sensitive ]
Air & Moisture Sensitive | [CAS DataBase Reference]
13146-23-1 |
| Hazard Information | Back Directory | [Uses]
Copper(I) phenylacetylide participates in efficient coupling with a range of aryl iodides and bromides to give substituted tolanes?which, if possessing an?ortho?amino or hydroxy group, can be thermolyzed to yield 2-phenylbenzofurans, -indoles, and -furo[3,2-b]pyridines. | [Application]
Copper (i) phenylacetylide is a mild nucleophile used to introduce phenylethynyl groups to form phenylpropene and Glazer cross-coupling products. | [Preparation]
(i) Phenylacetylene is treated with either ammoniacal Copper(II) Sulfate and Hydroxylamine hydrochloride (reductant) or Copper(I) Iodide in ethanol; (ii) phenylacetylene is lithiated, then treated with copper(I) iodide; (iii) phenylacetylene is treated with Copper(I) t-Butoxide.
Drying: heat (65 °C) under vacuum. | [storage]
All copper(I) acetylides are potentially explosive in the solid state. Use in a fume hood. |
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