Zinc, bromophenyl-

Base Information

• Chemical Name: Zinc, bromophenyl-
• CAS No.: 38111-44-3
• Molecular Formula: C6H5 Br Zn
• Molecular Weight: 222.4
• Hs Code.: 29319090
• DSSTox Substance ID: DTXSID60456640
• Mol file: 38111-44-3.mol

Synonyms:Zinc, bromophenyl-;benzene;bromozinc(1+);DTXSID60456640

Chemical Property of Zinc, bromophenyl-

Chemical Property:

• Boiling Point: 65 °C
• Flash Point: 1 °F
• PSA: 0.00000
• Density: 0.99 g/mL at 25 °C
• LogP: 2.32990
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Water Solubility.: Reacts with water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 219.88660
• Heavy Atom Count: 8
• Complexity: 93.7

Purity/Quality:

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

Phenylzinc bromide solution 0.5 M in THF ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,C
• Statements: 11-14-19-34-40-37
• Safety Statements: 16-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=[C-]C=C1.[Zn+]Br
• Uses: It is used in the cross-coupling reaction.

Technology Process of Zinc, bromophenyl-

There total 14 articles about Zinc, bromophenyl- 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: 77.0%

bromobenzene (108-86-1,52753-63-6) + zinc (7440-66-6) → biphenyl (92-52-4,1594-86-1) + phenylzinc(II) bromide (38111-44-3) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1)

Guidance literature:

With trifluoroacetic acid; cobalt(II) bromide; zinc dibromide; In acetonitrile; byproducts: benzene, biphenyl; the mixt. in CH3CN was stirred at room temp., then arylbromide was added, stirred at room temp.; GC analysis;

DOI:10.1021/ja0289494

Reference yield: 68.0%

1-bromo-4-methoxy-benzene (104-92-7) → phenylzinc(II) bromide (38111-44-3) + (4-methoxyphenyl)zinc(II) bromide (82303-13-7)

Guidance literature:

With bromobenzene; trifluoroacetic acid; cobalt(II) bromide; zinc dibromide; zinc; In hexanedinitrile; acetonitrile; Product distribution / selectivity;

Reference yield: 59.0%

diphenylzinc (1078-58-6) + zinc dibromide (7699-45-8) → phenylzinc(II) bromide (38111-44-3)

Guidance literature:

In toluene; for 48h; Reflux; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201805758

upstream raw materials:

1-bromo-4-methoxy-benzene

bromobenzene

zinc

phenylmagnesium bromide

Downstream raw materials:

1-phenyl-4-[2]thienyl-butan-1-one

4-chloro-1-phenylpentan-1-one

2,2-dimethyl-3-hydroxy-1-phenylpropan-1-one

3-acetoxy-2,2-dimethyl-1-phenyl-propan-1-one

Refernces

• 1、 Estrada, Jesús G.,Williams, Wendy L.,Ting, Stephen I.,Doyle, Abigail G.. "Role of Electron-Deficient Olefin Ligands in a Ni-Catalyzed Aziridine Cross-Coupling to Generate Quaternary Carbons". supporting information. p. 8928 - 8937. Retrieved 2020/05/13.
• 2、 Tang, Shuang-Qi,Bricard, Jacques,Schmitt, Martine,Bihel, Frédéric. "Fukuyama Cross-Coupling Approach to Isoprekinamycin: Discovery of the Highly Active and Bench-Stable Palladium Precatalyst POxAP". supporting information. p. 844 - 848. Retrieved 2019/01/30.