3-(METHYLTHIO)PHENYLBORONIC ACID PINACOLATE

Base Information

• Chemical Name: 3-(METHYLTHIO)PHENYLBORONIC ACID PINACOLATE
• CAS No.: 710348-63-3
• Molecular Formula: C13H19BO2S
• Molecular Weight: 250.17
• Hs Code.: 2931900090
• Mol file: 710348-63-3.mol

Synonyms:3-(METHYLTHIO)PHENYLBORONIC ACID PINACOL ESTER;4,4,5,5-tetramethyl-2-(3-(methylthio)phenyl)-1,3,2-dioxaborolane;REF DUPL: 3-(methylthio)phenylboronic acid pinacolate;

Chemical Property of 3-(METHYLTHIO)PHENYLBORONIC ACID PINACOLATE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 392.681°C at 760 mmHg
• Flash Point: 191.287°C
• PSA: 143.52000
• Density: 1.105g/cm³
• LogP: -0.31880
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

3-(Methylthio)phenylboronicAcidPinacolate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(METHYLTHIO)PHENYLBORONIC ACID PINACOLATE

There total 7 articles about 3-(METHYLTHIO)PHENYLBORONIC ACID PINACOLATE 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:

2,3-dimethyl-2,3-butane diol (76-09-5) + 3-thiomethoxyphenyl-N,N-diisopropylaminoborane → 4,4,5,5‐tetramethyl‐2‐[3‐(methylsulfanyl)phenyl]‐1,3,2‐dioxaborolane (710348-63-3)

Guidance literature:

3-thiomethoxyphenyl-N,N-diisopropylaminoborane; With methanol; In ethyl acetate; at -5 - 20 ℃; for 1h; Inert atmosphere; Schlenk technique;

2,3-dimethyl-2,3-butane diol; In diethyl ether; at 20 ℃; for 4h; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201304861

Reference yield:

methyl-phenyl-thioether (100-68-5) + bis(pinacol)diborane (73183-34-3) → 4,4,5,5-tetramethyl-2-(2-(methylthio)phenyl)-1,3,2-dioxaborolane (1072945-09-5) + 4,4,5,5‐tetramethyl‐2‐[3‐(methylsulfanyl)phenyl]‐1,3,2‐dioxaborolane (710348-63-3) + 4,4,5,5-tetramethyl-2-(4-methylsulfanylphenyl)-[1,3,2]-dioxaborolane (190788-58-0)

Guidance literature:

With 4,4'-dimethyl-2,2'-bipyridines; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; In para-xylene; at 55 ℃; for 24h; Solvent; Overall yield = 70 %; Overall yield = 88 mg; regioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201610041

Reference yield:

2,3-dimethyl-2,3-butane diol (76-09-5) + C9H13BO2S → 4,4,5,5‐tetramethyl‐2‐[3‐(methylsulfanyl)phenyl]‐1,3,2‐dioxaborolane (710348-63-3)

Guidance literature:

at 20 ℃; for 4h; Inert atmosphere;

upstream raw materials:

1-chloro-3-methylsulfanylbenzene

2,3-dimethyl-2,3-butane diol

methyl-phenyl-thioether

bis(pinacol)diborane

Downstream raw materials:

2,2,2-trifluoro-N-(3-(methylthio)phenyl)acetamide

Refernces

• 1、 Li, Hong Liang,Kuninobu, Yoichiro,Kanai, Motomu. "Lewis Acid–Base Interaction-Controlled ortho-Selective C?H Borylation of Aryl Sulfides". supporting information. p. 1495 - 1499. Retrieved 2017/02/05.
• 2、 -. "Method for preparing aminoarylborane compounds or derivatives thereof". . . Retrieved 2015/06/17.