ZINC bisbenzenide

Base Information

• Chemical Name: ZINC bisbenzenide
• CAS No.: 1078-58-6
• Molecular Formula: C12H10Zn
• Molecular Weight: 219.601
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID50910524
• Wikidata: Q769109
• Mol file: 1078-58-6.mol

Synonyms:zinc bisbenzenide;zinc;benzene;DTXSID50910524;EINECS 214-082-2;AKOS015915820;FT-0633309;Q769109

Chemical Property of ZINC bisbenzenide

Chemical Property:

• Appearance/Colour: white to light yellow crystalline powder.
• Melting Point: 102-106 °C
• Boiling Point: 78.8 °C at 760 mmHg
• Flash Point: 280-285°C
• PSA: 0.00000
• LogP: 2.97110
• Storage Temp.: Flammables area
• Sensitive.: Air & Moisture Sensitive
• Solubility.: Soluble in most organic solvents.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 218.007392
• Heavy Atom Count: 13
• Complexity: 91.7

Purity/Quality:

98%,99%, ^*data from raw suppliers

Diphenylzinc, 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T,F
• Statements: 45-46-37/38-41-48/20/21/22-17
• Safety Statements: 53-36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=[C-]C=C1.C1=CC=[C-]C=C1.[Zn+2]
• Uses: Diphenylzinc is used as the synthetic equivalent of ph- synthon. It is also useful in a Michael 1,4-addition reactions. It is used as a catalyst for propylene oxide polymerization in benzene medium. Further, it is a reactive coupling compound in Negishi cross-coupling reactions. In addition to this, it utilized in the preparation of arylcopper, arylsilver and arylgold compounds.

Technology Process of ZINC bisbenzenide

There total 23 articles about ZINC bisbenzenide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

diphenylmercury(II) (587-85-9,1337-09-3) + aluminium (7429-90-5) + zinc (7440-66-6) → diphenylzinc (1078-58-6) + triphenylaluminium (841-76-9)

Guidance literature:

In neat (no solvent);

Reference yield: 84.0%

iodobenzene (591-50-4) + zinc(II) chloride (7646-85-7,24359-56-6) → diphenylzinc (1078-58-6)

Guidance literature:

iodobenzene; With n-butyllithium; In diethyl ether; at -50 - 20 ℃; Schlenk technique; Inert atmosphere;

zinc(II) chloride; In diethyl ether; at 20 ℃; for 16h; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201805758

Reference yield: 55.0%

phenylmagnesium bromide (100-58-3) → diphenylzinc (1078-58-6)

Guidance literature:

With zinc dibromide; In tetrahydrofuran; at 0 - 80 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.201400459

upstream raw materials:

diethyl ether

(E)-3-Ureido-but-2-enoic acid ethyl ester

phenyllithium

diphenylmercury(II)

Downstream raw materials:

benzoic acid

triphenylmethyl alcohol

triphenylmethane

4-{[(E)-2,6-Dimethyl-phenylimino]-phenyl-methyl}-benzoic acid ethyl ester

Refernces

Synthesis and structure of half-sandwich zincocenes

10.1002/zaac.200700201

The research aims to synthesize and characterize half-sandwich zinc complexes of the form (η5-Cp*)ZnR, where Cp* represents a substituted cyclopentadienyl group and R represents various hydrocarbyl groups such as methyl (Me), ethyl (Et), phenyl (Ph), and mesityl (Mes). The purpose is to fill the gap in the literature regarding these compounds, which have sparse and outdated information. The researchers used Zn(C5Me5)2 and various ZnR2 reagents (such as ZnMe2, ZnEt2, ZnMes2, and ZnPh2) to prepare these complexes through conproportionation reactions. The new compounds were characterized using spectroscopy and X-ray crystallography for compounds 2 and 4. The study found that the half-sandwich complexes exhibited expected structural features, with Zn-Cp* and Zn-R bond lengths indicating strong interactions. The research concludes that the substitution of hydrogen atoms in the Cp ring with methyl groups does not significantly alter the strength of the Zn-Cp bonds, and the compounds are highly reactive but can be purified by sublimation. The findings provide valuable insights into the structural properties and synthesis methods for these half-sandwich zincocenes.