NAVIGATION


Diphenylzinc

Catalog Number
ACM1078586
CAS Number
1078-58-6
Product Name
Diphenylzinc
Structure
Category
Salt; Vapor Deposition Precursors
IUPAC Name
zinc;benzene
Molecular Weight
219.6g/mol
Molecular Formula
C12H10Zn
Canonical SMILES
C1=CC=[C-]C=C1.C1=CC=[C-]C=C1.[Zn+2]
InChI
InChI=1S/2C6H5.Zn/c2*1-2-4-6-5-3-1;/h2*1-5H;/q2*-1;+2
InChI Key
BUNROVZNGITPIX-UHFFFAOYSA-N
Application
Diphenylzinc serves multiple roles in synthetic chemistry as a versatile reagent. Primarily, it acts as a synthetic equivalent of the ph- synthon, facilitating the creation of complex organic structures. It is instrumental in Michael 1,4-addition reactions and also functions as a catalyst in the polymerization of propylene oxide when used in a benzene medium. Moreover, as a reactive coupling agent, it is essential in Negishi cross-coupling reactions, aiding in the formation of carbon-carbon bonds. Additionally, diphenylzinc is pivotal in synthesizing arylcopper, arylsilver, and arylgold compounds, showcasing its utility in various organometallic transformations.
Complexity
219
Covalently-Bonded Unit Count
3
EC Number
214-082-2
Exact Mass
218.007392g/mol
Formal Charge
0
Heavy Atom Count
13
MeSH Entry Terms
diphenylzinc
Monoisotopic Mass
218.007392g/mol
Rotatable Bond Count
0
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