(4-(Phenylcarbamoyl)phenyl)boronic acid

Base Information

• Chemical Name: (4-(Phenylcarbamoyl)phenyl)boronic acid
• CAS No.: 330793-45-8
• Molecular Formula: C13H12BNO3
• Molecular Weight: 241.054
• Hs Code.: 2931900090
• European Community (EC) Number: 811-914-1
• DSSTox Substance ID: DTXSID60455113
• Wikidata: Q82276983
• Mol file: 330793-45-8.mol

Synonyms:330793-45-8;(4-(Phenylcarbamoyl)phenyl)boronic acid;4-Phenylaminocarbonylphenylboronic acid;4-(phenylcarbamoyl)phenylboronic acid;[4-(phenylcarbamoyl)phenyl]boronic Acid;(4-PHENYLAMINOCARBONYLPHENYL)BORONIC ACID;4-(Phenylaminocarbonyl)benzeneboronic acid;[4-[(Phenylamino)carbonyl]phenyl]boronic acid;{4-[(phenylamino)carbonyl]phenyl}boronic acid;N-PHENYL 4-BORONOBENZAMIDE;(4-(Phenylcarbamoyl)phenyl)boronicacid;(4-PHENYLAMINOCARBONYLPHENYL)BORONICACID;SCHEMBL387376;DTXSID60455113;DAUSGSRIYCUJDK-UHFFFAOYSA-N;4-(anilinocarbonyl)phenylboronic acid;MFCD04115683;AKOS015840718;AB20387;[4-(anilinocarbonyl)phenyl]boronic acid;NCGC00249560-01;AS-55289;FT-0726385;D71350;(4-phenylaminocarbonylphenyl)boronic acid, AldrichCPR

Chemical Property of (4-(Phenylcarbamoyl)phenyl)boronic acid

Chemical Property:

• Melting Point: 210-216 °C
• Refractive Index: 1.623
• PKA: 8.33±0.17(Predicted)
• PSA: 69.56000
• Density: 1.281 g/cm³
• LogP: 0.69170
• Storage Temp.: Keep Cold
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 241.0910234
• Heavy Atom Count: 18
• Complexity: 271

Purity/Quality:

98%min ^*data from raw suppliers

(4-(Phenylcarbamoyl)phenyl)boronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)C(=O)NC2=CC=CC=C2)(O)O

Technology Process of (4-(Phenylcarbamoyl)phenyl)boronic acid

There total 3 articles about (4-(Phenylcarbamoyl)phenyl)boronic 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: 67.0%

4-carboxyphenylboronic acid (14047-29-1) + aniline (62-53-3) → (4-(phenylcarbamoyl)phenyl)boronic acid (330793-45-8)

Guidance literature:

4-carboxyphenylboronic acid; With N,N-diethanolaminomethyl polystyrene; In tetrahydrofuran; at 20 ℃; for 1h;

aniline; With water; benzotriazol-1-ol; diisopropyl-carbodiimide; at 20 ℃; for 18h;

In tetrahydrofuran; water; at 20 ℃; for 0.0166667h; Further stages.;

DOI:10.1021/jo0106501

Reference yield: 67.0%

→ (4-(phenylcarbamoyl)phenyl)boronic acid (330793-45-8)

Guidance literature:

Reference yield: 40.0%

n-butyllithium (109-72-8,29786-93-4) + N1-phenyl-4-bromo-2-methoxybenzamide (330793-39-0) + Triisopropyl borate (5419-55-6) → (4-(phenylcarbamoyl)phenyl)boronic acid (330793-45-8)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; hexane;

upstream raw materials:

4-carboxyphenylboronic acid

aniline

n-butyllithium

N₁-phenyl-4-bromo-2-methoxybenzamide

Refernces

• 1、 Nowak-Jary, Julia. "Convenient amidation of carboxyl group of carboxyphenylboronic acids". . p. 658 - 662. Retrieved 2016.
• 2、 Zheng, Xiaozhang,Hodgetts, Kevin J.,Brielmann, Harry,Hutchison, Alan,Burkamp, Frank,Brian Jones,Blurton, Peter,Clarkson, Robert,Chandrasekhar, Jayaraman,Bakthavatchalam, Rajagopal,De Lombaert, Stephane,Crandall, Marci,Cortright, Daniel,Blum, Charles A.. "From arylureas to biarylamides to aminoquinazolines: Discovery of a novel, potent TRPV1 antagonist". . p. 5217 - 5221. Retrieved 2007/10/03.