4-(Methylsulfonyl)phenylboronic acid

Base Information

• Chemical Name: 4-(Methylsulfonyl)phenylboronic acid
• CAS No.: 149104-88-1
• Molecular Formula: C7H9BO4S
• Molecular Weight: 200.023
• Hs Code.: 29163990
• European Community (EC) Number: 677-559-8
• DSSTox Substance ID: DTXSID40370254
• Nikkaji Number: J2.058.405J
• Wikidata: Q72488920
• ChEMBL ID: CHEMBL4084348
• Mol file: 149104-88-1.mol

Synonyms:149104-88-1;4-(Methylsulfonyl)phenylboronic acid;4-(Methanesulfonyl)phenylboronic acid;4-Methylsulfonylphenylboronic acid;(4-(methylsulfonyl)phenyl)boronic acid;4-(Methanesulfonyl)benzeneboronic Acid;(4-methylsulfonylphenyl)boronic Acid;4-Methanesulfonylphenylboronic acid;MFCD01630820;(4-methanesulfonylphenyl)boronic acid;Boronic acid, [4-(methylsulfonyl)phenyl]-;4-(METHYLSULPHONYL)PHENYLBORONIC ACID;CHEMBL4084348;4-methylsulfonyl phenylboronic acid;[4-(methylsulfonyl)phenyl]boronic acid;4-(Methylsulfonyl)phenylboronicacid;4-phenyl sulfone acid;SCHEMBL8675;DTXSID40370254;VDUKDQTYMWUSAC-UHFFFAOYSA-N;4-methylsulfonyl-phenylboronic acid;4-methylsulfonylphenyl boronic acid;4-methanesulfonyl phenylboronic acid;4-methanesulfonyl-phenylboronic acid;4-methanesulfonylbenzeneboronic acid;4-methanesulfonylphenyl boronic acid;4-methanesulfonylphenyl-boronic acid;BCP07510;CS-D0920;4-(methansulfonyl)phenylboronic acid;4-methylsulfonyl phenyl boronic acid;4-methylsulfonyl-phenyl boronic acid;4-methanesulfonyl-phenyl boronic acid;4-methanesulfonylbenzene boronic acid;BDBM50266955;(4-methylsulfonyl-phenyl)boronic acid;4-(methylsulfonyl)-phenylboronic acid;4-(methylsulfonyl)phenyl boronic acid;4-(methylsulfonyl)phenyl-boronic acid;(4-methane-sulfonylphenyl)boronic acid;(4-methanesulfonyl-phenyl)boronic acid;4-(methanesulfonyl)-phenylboronic acid;4-(methanesulfonyl)phenyl boronic acid;4-(methylsulphonyl)-phenylboronic acid;AKOS004116034;4-(methylsulfonyl)-phenyl boronic acid;4-methanesulphonyl benzene boronic acid;AB09317;AS-2524;4-(methanesulfonyl)-benzeneboronic acid;4-(methanesulfonyl)-phenyl boronic acid;4-(methanesulfonyl)benzene boronic acid;4-(methylsulphonyl)-benzeneboronic acid;[4-(methyl sulfonyl)phenyl]boronic acid;[4-(methylsulfonyl)phenyl]-boronic acid;4-METHANSULFONYLPHENYLBORONIC ACID;NCGC00249481-01;AC-24825;SY018061;(4-methane sulphonyl phenyl) boronic Acid;AM20050271;FT-0616798;M1972;4-(METHYLSULPHONYL)BENZENEBORONIC ACID;4-(METHANESULPHONYL)BENZENEBORONIC ACID;EN300-213845;4-(Methanesulfonyl)phenylboronic acid, >=95.0%;J-515827;BORONIC ACID, B-[4-(METHYLSULFONYL)PHENYL]-;Z1269221371

Chemical Property of 4-(Methylsulfonyl)phenylboronic acid

Chemical Property:

• Appearance/Colour: off-white powder
• Vapor Pressure: 1.02E-08mmHg at 25°C
• Melting Point: 275-277 °C
• Refractive Index: 1.566
• Boiling Point: 445.5 °C at 760 mmHg
• PKA: 7.22±0.10(Predicted)
• Flash Point: 223.2 °C
• PSA: 82.98000
• Density: 1.39 g/cm³
• LogP: -0.14930
• Storage Temp.: 0-6°C
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 200.0314601
• Heavy Atom Count: 13
• Complexity: 248

Purity/Quality:

98% ^*data from raw suppliers

4-(Methylsulfonyl)phenylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-24/25-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)S(=O)(=O)C)(O)O
• Uses: suzuki reaction 4-(Methylsulfonyl)phenylboronic Acid is a heteroaryl boronic acid that was tested for their in vitro hormone-sensitive lipase inhibitory properties. 4-(Methanesulfonyl)phenylboronic acid may be used as reagent for:sequential Suzuki cross-coupling reactions Copper-catalyzed oxidative trifluoromethylthiolation of aryl boronic acids directed metalation and regioselective functionalization of 3-bromofuran and related heterocycles Barton-Zard pyrrole cyclocondensations and Baeyer-Villiger oxidations diplar cycloaddition and palladium-catalyzed cross-coupling processescontinuous flow Suzuki reactions for odanacatib intermediate synthesisReagent used in Preparation ofdiarylaminopyridines as potential anti-malarial agents hydropyranopyrazine via chloropyrazinecarboxaldehyde and olefination biaryl sulfone derivatives as antagonists of the histamine H3 receptor novel kinase inhibitor scaffolds with potential antitumor effects Hepatitis C virus inhibition activity of N-hydroxyisoquinoline di

Technology Process of 4-(Methylsulfonyl)phenylboronic acid

There total 2 articles about 4-(Methylsulfonyl)phenylboronic 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: 86.0%

(4-thiomethoxyphenyl)boronic acid (98546-51-1) → 4-methanesulphonylphenylboronic acid (149104-88-1)

Guidance literature:

With dihydrogen peroxide; In N,N-dimethyl-formamide; acetonitrile; at 40 ℃; for 1h;

DOI:10.1002/adma.201906437

Reference yield:

C7H7BF3O2S(1-) (850693-09-3) → 4-methanesulphonylphenylboronic acid (149104-88-1)

Guidance literature:

In phosphate buffer; pH=6.9 - 7.0; Kinetics;

DOI:10.1021/jo800681d

Reference yield: 96.0%

trifluoromethanesulfonic acid 6-methoxy-1-[4-(2-piperidin-1-ylethoxy)phenoxy]naphthalen-2-yl ester (648904-46-5) + 4-methanesulphonylphenylboronic acid (149104-88-1) → 1-(2-{4-[2-(4-methanesulfonylphenyl)-6-methoxynaphthalen-1-yloxy]phenoxy}ethyl)piperidine (648904-52-3)

Guidance literature:

With palladium diacetate; cesium fluoride; tricyclohexylphosphine; In acetonitrile; at 90 ℃; for 0.5h;

DOI:10.1021/jm050723z

upstream raw materials:

C₇H₇BF₃O₂S^(1-)

(4-thiomethoxyphenyl)boronic acid

Downstream raw materials:

5-(4-methanesulfonylphenyl)furan-2-carbaldehyde

5-(4-(methylsulfonyl)phenyl)thiophene-2-carbaldehyde

4-(4-(methylsulfonyl)phenyl)thiophene-2-carbaldehyde

4-(4-methylsulfonylphenyl)furan-2-carbaldehyde

Refernces

• 1、 Chen, Zhongxin,Liu, Cuibo,Liu, Jia,Li, Jing,Xi, Shibo,Chi, Xiao,Xu, Haisen,Park, In-Hyeok,Peng, Xinwen,Li, Xing,Yu, Wei,Liu, Xiaowang,Zhong, Linxin,Leng, Kai,Huang, Wei,Koh, Ming Joo,Loh, Kian Ping. "Cobalt Single-Atom-Intercalated Molybdenum Disulfide for Sulfide Oxidation with Exceptional Chemoselectivity". . . Retrieved 2019/12/03.