2-(Methylthio)phenylboronic acid

Base Information

• Chemical Name: 2-(Methylthio)phenylboronic acid
• CAS No.: 168618-42-6
• Molecular Formula: C7H9BO2S
• Molecular Weight: 168.024
• Hs Code.: 29163990
• DSSTox Substance ID: DTXSID30378542
• Nikkaji Number: J1.281.213B
• Wikidata: Q72491530
• ChEMBL ID: CHEMBL352894
• Mol file: 168618-42-6.mol

Synonyms:2-(Methylthio)phenylboronic acid;168618-42-6;2-Methylthiophenylboronic acid;(2-(Methylthio)phenyl)boronic acid;2-(Methylthio)benzeneboronic Acid;(2-methylsulfanylphenyl)boronic Acid;[2-(methylsulfanyl)phenyl]boronic acid;MFCD01318165;168818-42-6;BORONIC ACID, [2-(METHYLTHIO)PHENYL]-;2-(methylthio)benzene boronic acid;[2-(methylthio)phenyl]boronic acid;C7H9BO2S;2-THIOANISOLEBORONIC ACID;2-BORONOTHIOANISOLE;2-Methylthiophenylboronicacid;SCHEMBL24389;2-methylthiophenyl boronic acid;CHEMBL352894;2-methylthiophenyldihydroxyborane;2-(Methylthio)phenylboranic acid;QXBWTYBCNFKURT-UHFFFAOYSA-;2-methylthiophenyl-dihydroxyborane;DTXSID30378542;2-(methylthio)-phenylboronic acid;2-(methylthio)phenyl-boronic acid;2-Methylsulfanylphenylboronic acid;QXBWTYBCNFKURT-UHFFFAOYSA-N;AMY13232;CS-D1039;2-methylmercapto phenyl boronic acid;2-(methylsulfanyl)benzeneboronic acid;BBL100654;STL554448;VT1354;AKOS005255174;AB08660;AC-5351;DS-1797;(2-methylsulphanyl-phenyl)-boronic acid;SY014952;Boronic acid, B-[2-(methylthio)phenyl]-;FT-0601056;M1570;EN300-152979;J-506499;J-510906;Z381540876;InChI=1/C7H9BO2S/c1-11-7-5-3-2-4-6(7)8(9)10/h2-5,9-10H,1H3

Chemical Property of 2-(Methylthio)phenylboronic acid

Chemical Property:

• Appearance/Colour: White crystalline powder
• Melting Point: 77-83 °C(lit.)
• Refractive Index: 1,423-1,425
• Boiling Point: 327.5 °C at 760 mmHg
• PKA: 8.50±0.58(Predicted)
• Flash Point: 151.9 °C
• PSA: 65.76000
• Density: 1.22 g/cm³
• LogP: 0.08830
• Storage Temp.: 0-6°C
• Water Solubility.: Slightly soluble in water
• 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

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39-36-7/9-37/39-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=CC=C1SC)(O)O
• Uses: suzuki reaction Reactant for:Palladium-catalyzed cross-coupling reactionsSuzuki-Miyaura coupling reactions

Technology Process of 2-(Methylthio)phenylboronic acid

There total 6 articles about 2-(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: 85.0%

Triisopropyl borate (5419-55-6) + 2-bromo-1-(methylsulfanyl)benzene (19614-16-5) → (2-methylsulfanylphenyl)boronic acid (168618-42-6)

Guidance literature:

2-bromo-1-(methylsulfanyl)benzene; With n-butyllithium; In tetrahydrofuran; hexane; at -75 ℃;

Triisopropyl borate; In tetrahydrofuran; hexane; at 20 ℃; Cooling;

With hydrogenchloride; water; In tetrahydrofuran; hexane; at 20 ℃; Cooling with ice;

Reference yield: 85.0%

n-butyllithium (109-72-8,29786-93-4) + 2-bromothioanisole + Triisopropyl borate (5419-55-6) → (2-methylsulfanylphenyl)boronic acid (168618-42-6)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; hexane;

Reference yield: 85.0%

2-bromothioanisole + Triisopropyl borate (5419-55-6) → (2-methylsulfanylphenyl)boronic acid (168618-42-6)

Guidance literature:

With hydrogenchloride; n-butyllithium; In tetrahydrofuran; hexane;

upstream raw materials:

Triisopropyl borate

2-bromo-1-(methylsulfanyl)benzene

n-butyllithium

Downstream raw materials:

3-(2-methylthiophenyl)benzo[b]selenophene-2-carbaldehyde

3-(2-methylthiophenyl)benzo[b]thiophene-2-carbaldehyde

5-methylthio-3-(2-methylthiophenyl)benzo[b]furane-2-carbaldehyde

5-Cyano-2-methoxy-N-[2-(3-methoxymethoxy-2'-methylthiobiphenyl-4-yl)ethyl]benzenesulfonamide