4-CYANOPHENYLZINC BROMIDE

Base Information

• Chemical Name: 4-CYANOPHENYLZINC BROMIDE
• CAS No.: 131379-14-1
• Molecular Formula: C7H4BrNZn
• Molecular Weight: 247.409
• Mol file: 131379-14-1.mol

Synonyms:Benzonitrile,zinc complex;4-(Cyanophenyl)zinc bromide;Bromo(4-cyanophenyl)zinc;

Chemical Property of 4-CYANOPHENYLZINC BROMIDE

Chemical Property:

• Flash Point: 1 °F
• PSA: 23.79000
• Density: 0.98 g/mL at 25 °C
• LogP: 2.20158
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Water Solubility.: Reacts with water.

Purity/Quality:

99% ^*data from raw suppliers

4-Cyanophenylzinc bromide solution 0.5M in THF ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn; F
• Hazard Codes: F,Xn
• Statements: 19-22-36/38-40-36/37-14-11
• Safety Statements: 16-26-33-36-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Cyanophenylzinc bromide is used to produce biphenyl-4-carbonitrile.

Technology Process of 4-CYANOPHENYLZINC BROMIDE

There total 3 articles about 4-CYANOPHENYLZINC BROMIDE 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: 95.0%

4-bromobenzenecarbonitrile (623-00-7) + zinc (7440-66-6) → (1,1'-biphenyl)-4,4'-dicarbonitrile (1591-30-6) + 4-cyanophenylzinc bromide (131379-14-1) + benzonitrile (100-47-0)

Guidance literature:

With trifluoroacetic acid; cobalt(II) bromide; zinc dibromide; In acetonitrile; 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:

4-bromobenzenecarbonitrile (623-00-7) + zinc (7440-66-6) → 4-cyanophenylzinc bromide (131379-14-1)

Guidance literature:

In tetrahydrofuran; other Radiation; microwave-accelerated preparation of arylzinc bromide by Rieke zinc insertion into aryl bromide under sealed vessel conditions for 10 min; THF 180°C; HLPC or MS;

DOI:10.1039/b313887a

Reference yield:

4-bromobenzenecarbonitrile (623-00-7) + zinc dibromide (7699-45-8) → 4-cyanophenylzinc bromide (131379-14-1)

Guidance literature:

4-bromobenzenecarbonitrile; With n-butyllithium; In tetrahydrofuran; hexane; at -105 - -100 ℃; for 0.333333h; Inert atmosphere;

zinc dibromide; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1002/anie.201303994

upstream raw materials:

4-bromobenzenecarbonitrile

zinc

zinc dibromide

Downstream raw materials:

4'-methoxybiphenyl-4-carbonitrile

4-(piperidin-1-yl)benzonitrile

(E)-4-(1-butyl-hex-1-enyl)-benzonitrile

4-[(4,6-dichloro-3-pyridinyl)carbonyl]benzonitrile

Refernces

• 1、 Qian, Xin,Yu, Zailu,Auffrant, Audrey,Gosmini, Corinne. "Cobalt-catalyzed electrophilic amination of arylzincs with N-chloroamines". supporting information. p. 6225 - 6229. Retrieved 2013/07/05.
• 2、 Corpet, Martin,Gosmini, Corinne. "Cobalt-catalysed synthesis of highly substituted styrene derivatives via arylzincation of alkynes". supporting information. p. 11561 - 11563,3. Retrieved 2012/12/12.