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Chemical compound From Wikipedia, the free encyclopedia
Triphenylbismuthine is an organobismuth compound with the formula Bi(C6H5)3. It is a white, air-stable solid that is soluble in organic solvents. It is prepared by treatment of bismuth trichloride with phenylmagnesium bromide.[2]
Names | |
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Other names
Triphenylbismuth | |
Identifiers | |
3D model (JSmol) |
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ChemSpider | |
ECHA InfoCard | 100.009.122 |
EC Number |
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PubChem CID |
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UNII | |
CompTox Dashboard (EPA) |
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Properties | |
C18H15Bi | |
Molar mass | 440.298 g·mol−1 |
Appearance | white solid |
Density | 1.585 g/cm³ |
Melting point | 77.6 °C (171.7 °F; 350.8 K) |
Hazards | |
GHS labelling:[1] | |
Warning | |
H302, H312, H332 | |
P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, P501 | |
Related compounds | |
Other cations |
triphenylphosphine triphenylarsine triphenylstibine |
Related compounds |
pentaphenylbismuth |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Structurally it resembles related compounds such as triphenylstibine. The C-Bi-C angles are 94°.[3]
Triphenylbismuthine serves as a phenyl donor in some cross coupling reactions catalyzed by Pd(0) complexes.[4] It reacts with trifluoromethanesulfonic acid to give bismuth triflate:[5]
Triphenylbismuthine readily undergoes oxidative addition to form Bi(V) derivatives such as triphenylbismuthine dichloride.[6]
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