4-Chlorocarbonylphenylboronic acid

Base Information

• Chemical Name: 4-Chlorocarbonylphenylboronic acid
• CAS No.: 332154-57-1
• Molecular Formula: C7H6BClO3
• Molecular Weight: 184.387
• Hs Code.: 2931900090
• European Community (EC) Number: 691-377-6
• DSSTox Substance ID: DTXSID50571795
• Nikkaji Number: J1.333.753E
• Wikidata: Q82459970
• Mol file: 332154-57-1.mol

Synonyms:332154-57-1;4-Chlorocarbonylphenylboronic acid;Benzoylchloride-4-boronic acid;(4-(Chlorocarbonyl)phenyl)boronic acid;4-Chlorocarbonylphenylboronic boronic acid;(4-carbonochloridoylphenyl)boronic acid;4-(chlorocarbonyl)phenylboronic acid;[4-(Chlorocarbonyl)phenyl]boronic acid;MFCD08062416;p-chlorocarbonylphenylboronic acid;SCHEMBL211132;DTXSID50571795;ARKQVAQLGLIPAU-UHFFFAOYSA-N;(4-chlorocarbonylphenyl)boronic acid;MFCD06801674;AKOS005254358;AM86868;AS-17815;B-[4-(Chlorocarbonyl)phenyl]-boronic acid;A821669;J-519929;4-Chlorocarbonylphenylboronic acid (contains varying amounts of Anhydride)

Chemical Property of 4-Chlorocarbonylphenylboronic acid

Chemical Property:

• Melting Point: >300℃
• Boiling Point: 350.943 °C at 760 mmHg
• PKA: 7.08±0.10(Predicted)
• Flash Point: 166.045 °C
• PSA: 34.14000
• Density: 1.397 g/cm³
• LogP: 0.47290
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 184.0098519
• Heavy Atom Count: 12
• Complexity: 166

Purity/Quality:

99% ^*data from raw suppliers

4-Chlorocarbonylphenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)C(=O)Cl)(O)O
• Uses: suzuki reaction

Technology Process of 4-Chlorocarbonylphenylboronic acid

There total 3 articles about 4-Chlorocarbonylphenylboronic 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:

4-carboxyphenylboronic acid (14047-29-1) → (4-(chlorocarbonyl)phenyl)boronic acid (332154-57-1)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; for 2h; Heating;

Reference yield:

oxalyl dichloride (79-37-8) + 4-carboxyphenylboronic acid (14047-29-1) → (4-(chlorocarbonyl)phenyl)boronic acid (332154-57-1)

Guidance literature:

In dichloromethane; N,N-dimethyl-formamide; at 0 - 20 ℃;

Reference yield:

4-methylphenylboronic acid (5720-05-8) → (4-(chlorocarbonyl)phenyl)boronic acid (332154-57-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide; potassium permanganate / water / 72 h / 20 °C

2: thionyl chloride / Heating / reflux

With sodium hydroxide; potassium permanganate; thionyl chloride; In water;

upstream raw materials:

4-carboxyphenylboronic acid

oxalyl dichloride

4-methylphenylboronic acid

Downstream raw materials:

4-(morpholine-4-carbonyl)phenylboronic acid

4'-amino-3'-cyano-biphenyl-4-carboxylic acid dimethylamide

4'-amino-3'-(1H-tetrazol-5-yl)-biphenyl-4-carboxylic acid dimethylamide

4-(N-ethylaminocarbonyl)phenylboronic acid

Refernces

• 1、 Dikmen, G?khan,Hür, Deniz. "Synthesis, spectroscopic characterization and theoretical studies of (4-boronobenzoyl)serine". . . Retrieved 2020.
• 2、 -. "INDOLINONE COMPOUNDS FOR USE AS MAP4K1 INHIBITORS". Page/Page column 53-54. . Retrieved 2020/05/15.