Phenylsilver

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Phenylsilver
File:Phenylsilver Polymer.svg
Identifiers
3D model (JSmol)
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  • InChI=1S/C6H5.Ag/c1-2-4-6-5-3-1;/h1-5H;/q-1;+1
    Key: APUVPJCKRFJPND-UHFFFAOYSA-N
  • c1ccccc1[Ag]
Properties
C6H5Ag
Molar mass 184.974 g·mol−1
Appearance white solid[1]
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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.[2]

Synthesis

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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.[1] 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.[3] Earlier syntheses using phenyl magnesium bromide will produce phenylsilver that contains silver or magnesium salt impurities, which destabilize it.[3][4]

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.[1]

2 C6H5Ag → C6H5−C6H5 + 2 Ag[3]

References

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  1. ^ a b c Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
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  4. ^ Reich, Rene. New organometallic compounds: Copper phenyl and silver phenyl. Compt. rend., 1923. 177: 322-324. CAN18: 2618.

Further reading

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  • Error creating thumbnail: File missing Media related to Lua error in Module:Commons_link at line 62: attempt to index field 'wikibase' (a nil value). at Wikimedia Commons