Trifluoromethylthio-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzene

Base Information

• Chemical Name: Trifluoromethylthio-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzene
• CAS No.: 1005206-25-6
• Molecular Formula: C13H16BF3O2S
• Molecular Weight: 304.141
• Hs Code.: 2934999090
• Mol file: 1005206-25-6.mol

Synonyms:Trifluoromethylthio-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzene ;4-trifluoromethylthiophenylboronic acid pinacol ester;4,4,5,5-TetraMethyl-2-(4-((trifluoroMethyl)thio)phenyl)-1,3,2-dioxaborolane

Chemical Property of Trifluoromethylthio-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzene

Chemical Property:

• PSA: 43.76000
• LogP: 3.59770
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

4,4,5,5-Tetramethyl-2-(4-((trifluoromethyl)thio)phenyl)-1,3,2-dioxaborolane 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Use Description: Trifluoromethylthio-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzene, a complex chemical compound, finds applications in various fields. In the realm of organic chemistry and materials science, it serves as a valuable building block for the synthesis of organic molecules with specific functional groups and properties. This compound's versatility allows for the creation of novel materials, including polymers and pharmaceutical intermediates, contributing to advancements in material design and drug discovery. In the field of chemical research, it can be employed as a reagent for various reactions, aiding in the development of new chemical processes and the exploration of novel compounds. Its multifaceted role as a chemical building block underscores its significance in organic synthesis, materials science, and chemical research, playing crucial roles in advancing research and innovation in these diverse fields.

Technology Process of Trifluoromethylthio-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzene

There total 9 articles about Trifluoromethylthio-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzene 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: 68.0%

1,3-dioxoisoindolin-2-yl 4-((trifluoromethyl)thio)benzoate + bis(pinacol)diborane (73183-34-3) → (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)(trifluoromethylsulfane)benzene (1005206-25-6)

Guidance literature:

With isonicotinate tert-butyl ester; at 110 ℃; for 15h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.7b01950

Reference yield: 64.0%

1-bromo-4-(trifluoromethyl)thiobenzene (333-47-1) + bis(pinacol)diborane (73183-34-3) → (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)(trifluoromethylsulfane)benzene (1005206-25-6)

Guidance literature:

With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In N,N-dimethyl-formamide; at 90 ℃; for 3.5h; Inert atmosphere;

Reference yield:

2,3-dimethyl-2,3-butane diol (76-09-5) + C13H8BF3O2S → (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)(trifluoromethylsulfane)benzene (1005206-25-6)

Guidance literature:

In ethanol; at 20 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2012.10.118

upstream raw materials:

1-bromo-4-(trifluoromethyl)thiobenzene

bis(pinacol)diborane

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

phenyl trifluoromethylsulfide

Downstream raw materials:

(4-((trifluoromethyl)thio)phenyl)boronic acid

Refernces

• 1、 Kuninobu, Yoichiro,Naito, Morio,Torigoe, Takeru,Yamanaka, Masahiro,Zeng, Jialin. "Iridium-Catalyzed ortho-C-H Borylation of Thioanisole Derivatives Using Bipyridine-Type Ligand". supporting information. . Retrieved 2020/05/08.
• 2、 Cheng, Wan-Min,Shang, Rui,Zhao, Bin,Xing, Wei-Long,Fu, Yao. "Isonicotinate Ester Catalyzed Decarboxylative Borylation of (Hetero)Aryl and Alkenyl Carboxylic Acids through N-Hydroxyphthalimide Esters". supporting information. p. 4291 - 4294. Retrieved 2017/08/23.