COPPER (I) PHENYLACETYLIDE Chemical Properties

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

Safety Information

Risk Statements 

20/21/22

Safety Statements 

22-36/37/39

RIDADR 

UN3088

HazardClass 

4.2

PackingGroup 

II

MSDS

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COPPER (I) PHENYLACETYLIDE Usage And Synthesis

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.

COPPER (I) PHENYLACETYLIDE(13146-23-1)Related Product Information

• ACETYL HEXAPEPTIDE-1
• Acetyl Tetrapeptide-5
• SALOR-INT L162523-1EA
• COPPER (I) PHENYLACETYLIDE
• ETHYNYL-BENZENE
• SALOR-INT L162515-1EA