2,5-Bis-Thiopheneboronic acid pinacol ester
- CAS No.
- 175361-81-6
- Chemical Name:
- 2,5-Bis-Thiopheneboronic acid pinacol ester
- Synonyms
- Thienyl-2,5-diborate;Thiophene-2,5-diboronic acids pinacol ester;2,5-Bis-Thiopheneboronic acid pinacol ester;2,5-Thiophenediboronic acid bis(pinacol) ester;Thiophene-2,5-diboronic acid bis(pinacol) ester;2,5-Bis-thiopheneboronic acid, pinacol ester 98%;Bis(4,4,5,5-tetramethyl-1,3-dioxaborolane)-2,5-thiophene;Thiophene-2,5-diboronic acid bis(pinacol) ester 99% (GC);2,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene;2,2'-(2,5-Thiophenediyl)bis[4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- CBNumber:
- CB51177120
- Molecular Formula:
- C16H26B2O4S
- Molecular Weight:
- 336.06
- MDL Number:
- MFCD09800563
- MOL File:
- 175361-81-6.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 216-220℃ |
|---|---|
| Boiling point | 434.3±30.0 °C(Predicted) |
| Density | 1.08±0.1 g/cm3(Predicted) |
| storage temp. | Keep in dark place,Inert atmosphere,Store in freezer, under -20°C |
| form | powder |
| color | White to Almost white |
| InChI | InChI=1S/C16H26B2O4S/c1-13(2)14(3,4)20-17(19-13)11-9-10-12(23-11)18-21-15(5,6)16(7,8)22-18/h9-10H,1-8H3 |
| InChIKey | AOJXAKMKFDBHHT-UHFFFAOYSA-N |
| SMILES | C1(B2OC(C)(C)C(C)(C)O2)SC(B2OC(C)(C)C(C)(C)O2)=CC=1 |
| UNSPSC Code | 12352103 |
| NACRES | NA.23 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P280-P304+P340-P305+P351+P338 | |||||||||
| WGK Germany | 3 | |||||||||
| HS Code | 2934999090 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Aquatic Chronic 4 | |||||||||
| NFPA 704 |
|
2,5-Bis-Thiopheneboronic acid pinacol ester price More Price(40)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 776920 | Thiophene-2,5-diboronic acid bis(pinacol) ester 99% (GC) | 175361-81-6 | 1g | $70.6 | 2023-06-20 | Buy |
| Sigma-Aldrich | 776920 | Thiophene-2,5-diboronic acid bis(pinacol) ester 99% (GC) | 175361-81-6 | 5g | $281 | 2023-06-20 | Buy |
| TCI Chemical | B5871 | 2,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene >98.0%(GC)(T) | 175361-81-6 | 1g | $51 | 2026-04-30 | Buy |
| TCI Chemical | B5871 | 2,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene >98.0%(GC)(T) | 175361-81-6 | 5g | $181 | 2026-04-30 | Buy |
| Apolloscientific | OR360704 | 2,5-Bis-thiopheneboronic acid, pinacol ester 98% | 175361-81-6 | 5g | $24 | 2026-06-04 | Buy |
2,5-Bis-Thiopheneboronic acid pinacol ester Chemical Properties,Uses,Production
Uses
Diboronic acid ester thiophene monomer for polymerization by Suzuki coupling; used for OPV and OFET applications.
Synthesis
3141-27-3
76-09-5
688-74-4
175361-81-6
To a solution of 2,5-dibromothiophene (2.0 g, 8.3 mmol) in anhydrous THF (40 mL) was slowly added n-butyllithium (n-BuLi, 15 mL, 1.6 M hexanes solution, 25 mmol) dropwise at -78 °C and the reaction mixture was stirred for 1 hour keeping the temperature at -78 °C. Subsequently, tributyl borate (6.4 mL, 25 mmol) was added to the reaction mixture at the same temperature and the reaction system was gradually warmed to room temperature. After continued stirring for 2 hours, pinacol (3.8 g, 33 mmol) and acetic acid (1.4 mL, 25 mmol) were added sequentially and the resulting mixture was stirred and reacted for 14 hours at room temperature. After completion of the reaction, the reaction solution was filtered through a diatomaceous earth pad and the filtrate was concentrated under reduced pressure. The residue (brown solid) was purified by recrystallization from a solvent mixture of ethyl acetate and hexane to afford the target product dipinacol ester of thiophene-2,5-diboronic acid (2.0 g, 75% yield) as a white solid.
References
[1] Chem, 2016, vol. 1, # 1, p. 91 - 101
2,5-Bis-Thiopheneboronic acid pinacol ester Preparation Products And Raw materials
Raw materials
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Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| NanJing Xienuo bio Co.,Ltd. | 025-84112752 13805181430 | 154301870@qq.com | China | 999 | 55 |
| Shanghai Suweike New Materials Co., Ltd | 18896959461 | efp409@163.com | China | 500 | 58 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Wuhan Chemwish Technology Co., Ltd | 86-027-67849912 | sales@chemwish.com | China | 35884 | 56 |
| Nanjing Chemlin Chemical Co., Ltd | 025-83697070 13770331960 | info@chemlin.com.cn | China | 16305 | 64 |
| Jiangsu Aikon Biopharmaceutical R&D co.,Ltd. | 025-66113011 13913916777 | cfzhang@aikonchem.com | China | 19902 | 55 |
| TOKYO CHEMICAL INDUSTRY CO., LTD. | 03-36680489 | Sales-JP@TCIchemicals.com | Japan | 28364 | 80 |
| TCI Europe | 320-37350700 | sales@tcieurope.eu | Europe | 23654 | 75 |
| TCI AMERICA | 800-4238616 | sales@tciamerica.com | Americas | 23636 | 75 |
View Lastest Price from 2,5-Bis-Thiopheneboronic acid pinacol ester manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2019-12-23 | 2,5-Bis-Thiopheneboronic acid pinacol ester
175361-81-6
|
$1.00 | 1g | 99% | 1000KGS | Career Henan Chemical Co |
-
- 2,5-Bis-Thiopheneboronic acid pinacol ester
175361-81-6
- $1.00
- 99%
- Career Henan Chemical Co
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