Diphenylzinc
Encyclopedia
Diphenylzinc is an organozinc compound
. It is commonly used as the synthetic equivalent of a a Ph− synthon
. Solvent-free diphenylzinc exists as dimeric PhZn(μ-Ph)2ZnPh molecules in solid state.
Diphenylzinc is commercially available. It may be prepared by reaction of phenyllithium
with zinc bromide
:
It may also be prepared by the reaction of diphenylmercury
with zinc metal.
Organozinc compound
Organozinc compounds in organic chemistry contain carbon to zinc chemical bonds. Organozinc chemistry is the science of organozinc compounds describing their physical properties, synthesis and reactions....
. It is commonly used as the synthetic equivalent of a a Ph− synthon
Synthon
A synthon is a concept in retrosynthetic analysis. It is defined as a structural unit within a molecule which is related to a possible synthetic operation. The term was coined by E.J. Corey...
. Solvent-free diphenylzinc exists as dimeric PhZn(μ-Ph)2ZnPh molecules in solid state.
Diphenylzinc is commercially available. It may be prepared by reaction of phenyllithium
Phenyllithium
Phenyllithium is an organometallic agent with the empirical formula C6H5Li. It is most commonly used as a metalating agent in organic syntheses and a substitute for Grignard reagents for introducing phenyl groups in organic syntheses...
with zinc bromide
Zinc bromide
Zinc bromide is a inorganic compound with the chemical formula ZnBr2. It is a colourless salt that shares many properties with zinc chloride , namely a high solubility in water forming acidic solutions, and solubility in organic solvents...
:
- 2 PhLi + ZnBr2 → Ph2Zn + 2 LiBr
It may also be prepared by the reaction of diphenylmercury
Diphenylmercury
Diphenylmercury is a colourless, crystalline organomercury compound with the chemical formula C12H10Hg. It can be synthesised by the reaction of a 2:1 molar ratio of mercury chloride and methyltriphenyltin in ethanol...
with zinc metal.