ChemicalBook > CAS DataBase List > 2-(1-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

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

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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

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Safety

HS Code: 2934999090

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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.

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N-Bromosuccinimide Price

AK Scientific

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

American Custom Chemicals Corporation

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

American Custom Chemicals Corporation

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

American Custom Chemicals Corporation

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

Crysdot

Product number: CD11115291
Product name: 2-(Benzo[b]thiophen-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Purity: 95+%
Packaging: 10g
Price: $926
Updated: 2021/12/16

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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

Trimethyl borate Pinacol Ethanol 4-Bromothiophenol Sodium sulfate Sodium chloride Toluene Sodium Polyphosphoric acid Tetrahydrofuran Diethyl ether Bromoacetaldehyde dimethyl acetal Chlorobenzene Ethyl acetate Methanol PETROLEUM ETHER n-Butyllithium

Preparation Products

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2-(1-BENZOTHIOPHEN-5-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE Suppliers

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501945-71-7, 2-(1-BENZOTHIOPHEN-5-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANERelated Search:

Boron Thianaphthene 2-(1-BENZOTHIOPHEN-5-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE METHYL 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1-BENZOTHIOPHENE-2-CARBOXYLATE 1-Benzothien-5-ylboronic acid DIBENZOTHIOPHENE-2-BORONIC ACID PINACOL ESTER

2-(1-BENZOTHIOPHEN-5-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE

2-(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

2-(1-Benzothiophen-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane ,95%

2-(1-benzothiophen-5-yl)-4

2-dioxaborolane

Benzo[b]thiophene, 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-

Benzo[b]thiophene-5-boronic Acid Pinacol Ester

501945-71-7

C14H17BO2S