3-(Methylthio)phenylboronic acid

Base Information

• Chemical Name: 3-(Methylthio)phenylboronic acid
• CAS No.: 128312-11-8
• Molecular Formula: C7H9BO2S
• Molecular Weight: 168.024
• Hs Code.: 29309090
• European Community (EC) Number: 677-512-1
• DSSTox Substance ID: DTXSID20370272
• Nikkaji Number: J2.464.132E
• Wikidata: Q72491534
• Mol file: 128312-11-8.mol

Synonyms:3-(Methylthio)phenylboronic acid;128312-11-8;(3-(Methylthio)phenyl)boronic acid;3-METHYLTHIOPHENYLBORONIC ACID;3-(Meththio)phenylboronic acid;3-(Methylthio)benzeneboronic Acid;(3-methylsulfanylphenyl)boronic Acid;3-(methylsulfanyl)phenylboronic acid;3-THIOANISOLEBORONIC ACID;4-(Methylthiophenyl)boronic acid;3-(Methylthio)phenyl-boronic acid;Boronic acid, [3-(methylthio)phenyl]-;(3-methylthiophenyl)boronic acid;[3-(methylthio)phenyl]boronic acid;3-methylthiobenzeneboronic acid;3-BORONOTHIOANISOLE;MFCD01319105;SCHEMBL133330;3-methylthiophenyl boronic acid;DTXSID20370272;3-(methylthio)-phenylboronic acid;TYVPOLHSKGEXIH-UHFFFAOYSA-N;CS-D1040;3-(methylsulfanyl)phenyl-boronic acid;AKOS005255182;[3-(methylsulfanyl)phenyl]boronic acid;AB08890;AC-5359;3-(Methylthio)phenylboronic acid, 95%;AM803136;AS-11817;Boronic acid, B-[3-(methylthio)phenyl]-;FT-0613802;M1793;EN300-316739;Z381540936;3-(methylthio)phenylboronic acid;3-Methylthiobenzeneboronic acid;{[(3-THIOXOCYCLOHEXA-1,5-DIEN-1-YL)OXY]METHYL}BORONIC ACID

Chemical Property of 3-(Methylthio)phenylboronic acid

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 1.77E-08mmHg at 25°C
• Melting Point: 160-162 °C(lit.)
• Refractive Index: 1,423-1,425
• Boiling Point: 342.5 °C at 760 mmHg
• Flash Point: 160.9 °C
• PSA: 65.76000
• Density: 1.22 g/cm³
• LogP: 0.08830
• Storage Temp.: Keep Cold
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 168.0416309
• Heavy Atom Count: 11
• Complexity: 121

Purity/Quality:

99% ^*data from raw suppliers

3-(Methylthio)phenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-36-7/9-24/25

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-(Methylthio)phenylboronic acid

There total 1 articles about 3-(Methylthio)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: 100.0%

3-Bromothioanisole + Trimethyl borate (121-43-7,63156-11-6) → 3-methylthiophenylboronic acid (128312-11-8)

Guidance literature:

With sodium hydroxide; iodine; magnesium; In tetrahydrofuran;

Reference yield: 99.0%

ethyl 2-(5-(4-bromophenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetate (1454290-67-5) + 3-methylthiophenylboronic acid (128312-11-8) → ethyl 2-(5-(3'-(methylthio)-[1,1'-biphenyl]-4-yl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetate (1454290-69-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In N,N-dimethyl-formamide; at 90 ℃; for 3h; Inert atmosphere;

Reference yield: 92.0%

bromobenzene (108-86-1,52753-63-6) + 3-methylthiophenylboronic acid (128312-11-8) → methyl-phenyl-thioether (100-68-5) + 3-methylsulfanylbiphenyl (31477-46-0) + 3,3'-di(methylthio)biphenyl (10075-91-9)

Guidance literature:

With potassium carbonate; dihydrogendichlorobis(di-tert-butylphosphinito-κP)palladate; In 1,4-dioxane; for 5h; Further Variations:; Solvents; Product distribution; Heating;

DOI:10.1080/00397910601131049

upstream raw materials:

Trimethyl borate

Downstream raw materials:

2,2-Dimethoxy-5-(3-methylsulfanyl-phenyl)-indan-1,3-dione

2-(4-methylthiophenyl)-4-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-henicosafluorodecyl)-[1,3,2]dioxaborolane

methyl-phenyl-thioether

3-methylsulfanylbiphenyl

Refernces