Phenylsilver is an organosilver compound with the chemical formula C6H5Ag. It is a white solid. The structure is a one-dimensional coordination polymer of silver(I) tetrads.
Synthesis Phenylsilver can be produced by treating silver nitrate with trialkylphenyltin (or trialkylphenyllead at −10 °C). In the presence of excess silver nitrate, the reaction produces the bright yellow complex C6H5Ag·2AgNO3. Phenylsilver can also be produced by treating silver nitrate with diphenylzinc in a 1:2 molar ratio and 0 °C. If the molar ratio is 1:1, it will produce orange C6H5Ag·2AgNO3. Earlier syntheses using phenyl magnesium bromide will produce phenylsilver that contains silver or magnesium salt impurities, which destabilize it. When heating phenylsilver at a speed of 5 °C/min, it decomposes at 67 °C. If the heating speed is 10 °C/min, it will explode at 47 °C.
2 C6H5Ag → C6H5−C6H5 + 2 Ag
References
Further reading Nicole J. Rijs, Richard A. J. O’Hair (2010-05-24). "Unimolecular Reactions of Organocuprates and Organoargentates". Organometallics. 29 (10): 2282–2291. doi:10.1021/om1000875. ISSN 0276-7333. Retrieved 2020-12-09. John P. Fackler (2011-12-15). "Silver: Organometallic Chemistry". In Robert A. Scott (ed.). Encyclopedia of Inorganic and Bioinorganic Chemistry. Chichester, UK: John Wiley & Sons, Ltd. doi:10.1002/9781119951438.eibc0206. ISBN 9781119951438. Retrieved 2020-12-09.
External links Media related to Phenylsilver at Wikimedia Commons


