2-(1-BENZOTHIOPHEN-5-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE
- Product Name
- 2-(1-BENZOTHIOPHEN-5-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE
- CAS No.
- 501945-71-7
- Chemical Name
- 2-(1-BENZOTHIOPHEN-5-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE
- Synonyms
- 2-dioxaborolane;2-(1-benzothiophen-5-yl)-4;Benzo[b]thiophene-5-boronic Acid Pinacol Ester;2-(benzothiophen-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-(1-BENZOTHIOPHEN-5-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;2-(benzo[b]thiophen-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;Benzo[b]thiophene, 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-;2-(1-Benzothiophen-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane ,95%
- CBNumber
- CB7443174
- Molecular Formula
- C14H17BO2S
- Formula Weight
- 260.16
- MOL File
- 501945-71-7.mol
2-(1-BENZOTHIOPHEN-5-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE Property
- Melting point:
- 118 °C
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- Appearance
- White to off-white Solid
Safety
- HS Code
- 2934999090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- Y9245
- Product name
- 2-(Benzo[b]thiophen-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- Packaging
- 250mg
- Price
- $67
- Updated
- 2021/12/16
- Product number
- CHM0018495
- Product name
- 2-(1-BENZOTHIOPHEN-5-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE
- Purity
- 95.00%
- Packaging
- 250MG
- Price
- $664.59
- Updated
- 2021/12/16
- Product number
- CHM0018495
- Product name
- 2-(1-BENZOTHIOPHEN-5-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $945.95
- Updated
- 2021/12/16
- Product number
- CHM0018495
- Product name
- 2-(1-BENZOTHIOPHEN-5-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE
- Purity
- 95.00%
- Packaging
- 5G
- Price
- $1746.36
- Updated
- 2021/12/16
- Product number
- CM109691
- Product name
- 2-(Benzo[b]thiophen-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- Purity
- 95%+
- Packaging
- 100mg
- Price
- $51
- Updated
- 2021/12/16
2-(1-BENZOTHIOPHEN-5-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE Chemical Properties,Usage,Production
Synthesis
4923-87-9
73183-34-3
501945-71-7
5-Bromobenzo[b]thiophene (49 g, 7.0 mmol) was dissolved in DMSO (40 mL). To this solution, bis(pinacolato)diboron (7 mmol), PdCl2(dppf)-CH2Cl2 (0.33 mmol) and KOAc (20 mmol) were added sequentially. After displacement of the reaction system with nitrogen, the reaction mixture was heated to 80 °C with stirring. After maintaining the reaction at this temperature for 3 h, the reaction mixture was cooled to room temperature. Water (66 mL) was added to the reaction mixture and the aqueous layer was subsequently extracted with EtOAc (3 x 66 mL). The organic layers were combined, dried with anhydrous Na2SO4, filtered and concentrated. Finally, purification by fast column chromatography (silica gel, 0-5% Et2O/pentane as eluent) afforded 2-(1-benzothiophen-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 1.56 g in 86% yield.
References
[1] Patent: WO2004/9086, 2004, A1. Location in patent: Page/Page column 49
[2] Patent: US2006/52378, 2006, A1. Location in patent: Page/Page column 104
[3] Journal of the American Chemical Society, 2017, vol. 139, # 24, p. 8267 - 8276
[4] Angewandte Chemie - International Edition, 2018, vol. 57, # 34, p. 10999 - 11003
[5] Angew. Chem., 2018, # 130, p. 11165 - 11169,5
2-(1-BENZOTHIOPHEN-5-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE Preparation Products And Raw materials
Raw materials
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