Gomberg's dimer
Names | |
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Preferred IUPAC name
1,1′,1′′-{[4-(Diphenylmethylidene)cyclohexa-2,5-dien-1-yl]methanetriyl}tribenzene | |
Other names
3-triphenylmethyl-6-diphenylmethylidene-1,4-cyclohexadiene
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Identifiers | |
3D model (
JSmol ) |
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ChemSpider | |
PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C38H30 | |
Molar mass | 486.658 g·mol−1 |
Appearance | Yellow solid |
Density | 1.16 g/cm3 |
Melting point | 140–144 °C; 284–291 °F; 413–417 K |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Gomberg's dimer is the organic compound with the formula Ph2C=C6H5-CPh3, where Ph =
dimer of triphenylmethyl radical, which was prepared by Moses Gomberg in his quest for hexaphenylethane
.
Its
picometers.[1]
Synthesis and reactions
Gomberg's dimer can be prepared quantitatively by treating trityl bromide with powdered copper or silver:[2]
- 2 Ph3CBr + 2 Cu → Ph2C=C6H5-CPh3 + 2 CuBr
Gomberg's dimer reversibly dissociates to the triphenylmethyl radical in organic solvents:[3]
See also
References
- ^ .
- .
- PMID 29537258.