(4-(Methylsulfinyl)phenyl)boronic acid

Base Information

• Chemical Name: (4-(Methylsulfinyl)phenyl)boronic acid
• CAS No.: 166386-48-7
• Molecular Formula: C7H9BO3S
• Molecular Weight: 184.024
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID60378530
• Nikkaji Number: J2.965.444A
• Mol file: 166386-48-7.mol

Synonyms:166386-48-7;(4-(Methylsulfinyl)phenyl)boronic acid;4-(Methanesulfinyl)benzeneboronic acid;(4-methylsulfinylphenyl)boronic Acid;4-(methylsulfinyl)phenylboronic acid;4-(Methylsulfinylphenyl)boronic acid;4-Methylsulfinylphenylboronic acid;Boronic acid, [4-(methylsulfinyl)phenyl]-;(4-methanesulfinylphenyl)boronic acid;4-(Methylsulphinyl)benzeneboronic acid;[4-(methylsulfinyl)phenyl]boronic acid;Boronic acid, B-[4-(methylsulfinyl)phenyl]-;4-Boronophenylmethylsulfoxide;SCHEMBL387447;DTXSID60378530;YOTGALZTDVXUKZ-UHFFFAOYSA-N;4-Methylsulfinylbenzene boronic acid;MFCD02093071;(4-(Methylsulfinyl)phenyl)boronicacid;4-(methylsulfinyl)phenyl boronic acid;4-Methylsulfinyl benzene boronic acid;AKOS004116476;AB10761;[4-(Methanesulfinyl)phenyl]boronic acid;[4-(Methylsulphinyl)phenyl]boronic acid;AS-66038;CS-0176168;FT-0616797;(+/-)-[4-(methylsulfinyl)phenyl]boronic acid;F87169;4-(Methylsulfinyl)phenylboronic acid, AldrichCPR;A810727;J-513771

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

Chemical Property:

• Vapor Pressure: 1.08E-07mmHg at 25°C
• Melting Point: 178-180°C
• Refractive Index: 1.616
• Boiling Point: 416.8 °C at 760 mmHg
• PKA: 7.72±0.10(Predicted)
• Flash Point: 205.9 °C
• PSA: 76.74000
• Density: 1.37 g/cm³
• LogP: -0.03050
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 184.0365455
• Heavy Atom Count: 12
• Complexity: 166

Purity/Quality:

99% ^*data from raw suppliers

4-(Methanesulphinyl)benzeneboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38-36
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)S(=O)C)(O)O
• Uses: 4-(Methanesulphinyl)benzeneboronic Acid is used in preparation of Macrocyclic Mcl-1 inhibitors for the treatment of multiple Myeloma.

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

There total 3 articles about (4-(Methylsulfinyl)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: 99.0%

(4-thiomethoxyphenyl)boronic acid (98546-51-1) → (4-(methylsulfinyl)phenyl)boronic acid (166386-48-7)

Guidance literature:

With dichlorodioxobis(triphenylphosphineoxide)molybdenum(VI); tetrabutylammonium nitrate; copper(II) nitrate; In acetonitrile; at 60 ℃; for 10h; chemoselective reaction;

DOI:10.1021/jo2001808

Reference yield:

(4-thiomethoxyphenyl)boronic acid (98546-51-1) → (4-(methylsulfinyl)phenyl)boronic acid (166386-48-7) + 4-(methylsulfinyl)phenol (14763-64-5) + 4-hydroxythioanisole (1073-72-9)

Guidance literature:

With urea hydrogen peroxide adduct; In methanol; at 27 - 29 ℃; chemoselective reaction; Green chemistry;

DOI:10.1016/j.tetlet.2016.04.099

Reference yield:

→ (4-(methylsulfinyl)phenyl)boronic acid (166386-48-7)

Guidance literature:

With dihydrogen peroxide;

upstream raw materials:

(4-thiomethoxyphenyl)boronic acid

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.
• 2、 Gupta, Surabhi,Chaudhary, Priyanka,Srivastava, Vandana,Kandasamy, Jeyakumar. "A chemoselective ipso-hydroxylation of arylboronic acids using urea-hydrogen peroxide under catalyst free condition". supporting information. p. 2506 - 2510. Retrieved 2016/05/24.