CAS RN: 13965-03-2 | Product Number: B1667
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|Purity / Analysis Method||>98.0%(T)|
|Molecular Formula / Molecular Weight||C__3__6H__3__0Cl__2P__2Pd = 701.90|
|Physical State (20 deg.C)||Solid|
|Store Under Inert Gas||Store under inert gas|
|Condition to Avoid||Moisture Sensitive,Heat Sensitive|
|Packaging and Container||1G-Glass Bottle with Plastic Insert (View image)|
|Reaxys Registry Number||13172189|
|PubChem Substance ID||87564568|
|SDBS (AIST Spectral DB)||27199|
|Appearance||Light yellow to Brown powder to crystal|
|Purity(Chelometric Titration)||min. 98.0 %|
To a two-necked flask was charged with iodobenzene (1.09 mL, 9.80 mmol, 1.0 equiv.), ethynylbenzene (1.18 mL, 10.7 mmol, 1.1 equiv.), bis(triphenylphosphine)palladium(II) dichloride (137 mg, 0.195 mmol 2.0 mol%), copper(I) iodide (40 mg, 0.210 mmol, 2.1 mol%), tetrahydrofuran anhydrous (40 mL), triethylamine (1.90 mL, 14.7 mmol, 1.5 equiv.) under nitrogen atmosphere. The mixture was stirred at room temperature for 1.5 h. The reaction mixture was quenched with water (20 mL). The organic layer was washed with brine (10 mL), dried over Na2SO4 and then concentrated under reduce pressure. The crude was purified by column chromatography on silica gel (hexane) to afford diphenylacetylene as a white powder (1.70 g, 97 %).
The reaction mixture was monitored by GC.
1H NMR (400 MHz, CDCl3); δ 7.51-7.54 (m, 4H), 7.31-7.35 (m, 6H).
13C NMR (101 MHz, CDCl3); δ 131.6, 128.3, 128.2, 123.2, 89.3.
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