5-bromo-2-cyanophenylboronic acid

Base Information

• Chemical Name: 5-bromo-2-cyanophenylboronic acid
• CAS No.: 1032231-30-3
• Molecular Formula: C₇H₅BBrNO₂
• Molecular Weight: 225.837
• Hs Code.: 2931900090
• Mol file: 1032231-30-3.mol

Synonyms:5-bromo-2-cyanophenylboronic acid

Chemical Property of 5-bromo-2-cyanophenylboronic acid

Chemical Property:

• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

5-Bromo-2-cyanophenylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Methanesulfonylaminophenylboronic acid, pinacol ester.

Technology Process of 5-bromo-2-cyanophenylboronic acid

There total 1 articles about 5-bromo-2-cyanophenylboronic acid 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: 65.0%

4-bromobenzenecarbonitrile (623-00-7) → 5-bromo-2-cyanophenylboronic acid (1032231-30-3)

Guidance literature:

4-bromobenzenecarbonitrile; With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; at -80 ℃; Inert atmosphere;

With Trimethyl borate; In tetrahydrofuran; at -75 - -20 ℃;

With water; In tetrahydrofuran;

DOI:10.1002/ejoc.200701126

Reference yield: 16.0%

5-bromo-2-cyanophenylboronic acid (1032231-30-3) + 2-(diacetoxyiodo)mesitylene (33035-41-5) → 5-bromo-2-cyanophenyl(mesityl)iodonium bromide

Guidance literature:

5-bromo-2-cyanophenylboronic acid; 2-(diacetoxyiodo)mesitylene; With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

With potassium bromide; In dichloromethane; water; at 20 ℃; for 0.5h;

DOI:10.1021/acs.joc.5b00907

Reference yield:

5-bromo-2-cyanophenylboronic acid (1032231-30-3) → 4-bromo-2-(sec-butoxy)benzonitrile

Guidance literature:

Multi-step reaction with 2 steps

1.1: boron trifluoride diethyl etherate / dichloromethane / 0 - 20 °C / Inert atmosphere

1.2: 0.5 h / 20 °C

2.1: sodium hydride / tert-butyl methyl ether; mineral oil / 0.25 h / 20 °C / Inert atmosphere; Sealed tube

2.2: 1 h / 50 °C / Inert atmosphere; Sealed tube

With boron trifluoride diethyl etherate; sodium hydride; In dichloromethane; tert-butyl methyl ether; mineral oil;

DOI:10.1021/acs.joc.5b00907

upstream raw materials:

4-bromobenzenecarbonitrile

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