2-Thiopheneboronic acid
- CAS No.
- 6165-68-0
- Chemical Name:
- 2-Thiopheneboronic acid
- Synonyms
- THIOPHEN-2-YLBORONIC ACID;THIOPHENE-2-BORONIC ACID;2-THIENYLBORONIC ACID;2-thiophenylboric acid;AKOS BRN-0022;BUTTPARK 98\04-23;2-Boronothiophene;Thienylboronic aci;RARECHEM AH PB 0243;TIMTEC-BB SBB004243
- CBNumber:
- CB6273875
- Molecular Formula:
- C4H5BO2S
- Molecular Weight:
- 127.96
- MDL Number:
- MFCD00151850
- MOL File:
- 6165-68-0.mol
- MSDS File:
- SDS
| Product description | Number | Pack Size | Price |
| 2-Thienylboronic acid ≥95.0% | 436836 | 1g | $50.4 |
| 2-Thienylboronic acid ≥95.0% | 436836 | 5g | $82.8 |
| 2-Thiopheneboronic Acid (contains varying amounts of Anhydride) | T1772 | 1g | $23 |
| 2-Thiopheneboronic Acid (contains varying amounts of Anhydride) | T1772 | 5g | $71 |
| 2-Thiopheneboronic acid, min. 97% | 05-1040 | 5g | $85 |
| More product size | |||
| Melting point | 138-140 °C (lit.) |
|---|---|
| Boiling point | 287.9±32.0 °C(Predicted) |
| Density | 1.32±0.1 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| solubility | Soluble in methanol. |
| pka | 8.41±0.53(Predicted) |
| form | Powder |
| color | Off-white to beige |
| BRN | 112375 |
| Stability | store cold |
| InChI | InChI=1S/C4H5BO2S/c6-5(7)4-2-1-3-8-4/h1-3,6-7H |
| InChIKey | ARYHTUPFQTUBBG-UHFFFAOYSA-N |
| SMILES | C1(B(O)O)SC=CC=1 |
| CAS DataBase Reference | 6165-68-0(CAS DataBase Reference) |
| UNSPSC Code | 12352103 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302-H315-H319-H335 | |||||||||
| Precautionary statements | P261-P264-P270-P301+P312-P302+P352-P305+P351+P338 | |||||||||
| Hazard Codes | Xn,Xi | |||||||||
| Risk Statements | 22-36/37/38 | |||||||||
| Safety Statements | 26-36/37-37/39-36 | |||||||||
| WGK Germany | 3 | |||||||||
| Hazard Note | Harmful/Irritant/Keep Cold | |||||||||
| HazardClass | IRRITANT, IRRITANT-HARMFUL, KEEP COLD | |||||||||
| HS Code | 29339900 | |||||||||
| NFPA 704 |
|
2-Thiopheneboronic acid price More Price(36)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 436836 | 2-Thienylboronic acid ≥95.0% | 6165-68-0 | 1g | $50.4 | 2025-07-31 | Buy |
| Sigma-Aldrich | 436836 | 2-Thienylboronic acid ≥95.0% | 6165-68-0 | 5g | $82.8 | 2025-07-31 | Buy |
| TCI Chemical | T1772 | 2-Thiopheneboronic Acid (contains varying amounts of Anhydride) | 6165-68-0 | 1g | $23 | 2025-07-31 | Buy |
| TCI Chemical | T1772 | 2-Thiopheneboronic Acid (contains varying amounts of Anhydride) | 6165-68-0 | 5g | $71 | 2025-07-31 | Buy |
| Strem Chemicals | 05-1040 | 2-Thiopheneboronic acid, min. 97% | 6165-68-0 | 5g | $85 | 2024-03-01 | Buy |
2-Thiopheneboronic acid Chemical Properties,Uses,Production
Chemical Properties
white to light yellow crystal powder
Uses
2-Thiopheneboronic acid can be used as reagent used for Palladium-catalyzed Suzuki-Miyaura cross-couplings; Alkylation, boration, coupling reaction, Suzuki coupling, and halogenation of fluorenyl bromide ;Chain-growth catalyst transfer polycondensation of conjugated alternating copolymer; Ferric perchlorate-promoted reaction of fullerene to give fullerenyl boronic esters.
Uses
suzuki reaction
Uses
2-Thienylboronic Acid is a reagent used for palladium-catalyzed Suzuki-Miyaura cross-couplings. It is also used in preparation of photophysical properties of oxygen-containing polycyclic aromatic triptycenes.
Synthesis
1003-09-4
6165-68-0
General procedure for the synthesis of 2-thiophene boronic acid from 2-bromothiophene: Triphenylphosphine (0.131 g, 0.5 mmol, 20 mol%), p-iodoanisole (0.585 g, 2.5 mmol), and triethylamine (1.78 mL, 12.5 mmol) were added sequentially to a 50 mL round-bottomed flask (equipped with a side arm, condenser, and stirring bar). The reaction system was degassed three times by alternating vacuum and argon displacement. Palladium dichloride (0.023 g, 0.13 mmol, 5 mol%) was added under positive argon pressure. After stirring at room temperature for 15 minutes, diisopropylaminoborane (5 mL, 1 M THF solution, 5 mmol) was added and again degassed three times by alternating vacuum and argon displacement. The reaction mixture was heated to reflux and kept at reflux for 12 hours. Upon completion of the reaction, the mixture was cooled to 0°C and 6 mL of methanol was slowly added (note: this process is exothermic and accompanied by hydrogen release). After stirring for 15 minutes, all solvent was removed by distillation under reduced pressure to give a black solid. The solid was dissolved with 3M sodium hydroxide solution (8 mL) and subsequently washed with hexane (3 x 10 mL). The aqueous layer was cooled to 0°C (ice bath) and acidified with concentrated hydrochloric acid to pH ≤ 1, at which point 2-thiopheneboronic acid precipitated as a white solid. The aqueous layer was extracted with ether (3 x 10 mL), the organic phases were combined, dried with magnesium sulfate and filtered. Finally, the solvent was removed by distillation under reduced pressure to obtain 2-thiopheneboronic acid as a white solid.
References
[1] Tetrahedron, 2011, vol. 67, # 3, p. 576 - 583
[2] Arkiv foer Kemi, 1957, vol. 11, p. 373,379, 380
[3] New Journal of Chemistry, 2002, vol. 26, # 4, p. 373 - 375
[4] Patent: EP674635, 2001, B1
2-Thiopheneboronic acid Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
1of3
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Henan Fengda Chemical Co., Ltd | +86-371-86557731 +86-13613820652 | info@fdachem.com | China | 20176 | 58 |
| Capot Chemical Co.,Ltd. | +86-（0）57185586718; +8613336195806 | sales@capot.com | China | 29734 | 60 |
| Shanghai Daken Advanced Materials Co.,Ltd | +86-2158073036 | info@dakenam.com | China | 13469 | 58 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21620 | 55 |
| Shanghai Time Chemicals CO., Ltd. | +86-021-57951555 +8617317452075 | jack.li@time-chemicals.com | China | 1803 | 55 |
| Nanjing ChemLin Chemical Industry Co., Ltd. | 025-83697070 | product@chemlin.com.cn | CHINA | 3009 | 60 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29852 | 58 |
| Shanghai Arbor Chemical Co., Ltd. | 021-60451682 | act@arborchemical.com | CHINA | 904 | 58 |
| Shenzhen Nexconn Pharmatechs Ltd | +86-755-89396905 +86-15013857715 | admin@nexconn.com | China | 10405 | 58 |
| BAYNOE CHEM CO.,LTD | +86-21-34783353 +8615000719740 | baynoe@baynoe.com | CHINA | 934 | 58 |
View Lastest Price from 2-Thiopheneboronic acid manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2025-10-15 | 2-Thiopheneboronic acid
6165-68-0
|
0.99 | RongNa Biotechnology Co.,Ltd | ||||
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2025-09-25 | 2-Thiopheneboronic acid
6165-68-0
|
US $8.00-6.00 / kg | 1kg | 99% | g-kg-tons, free sample is available | Henan Fengda Chemical Co., Ltd | |
 |
2025-08-08 | 2-Thiopheneboronic acid
6165-68-0
|
US $0.00 / Kg/Drum | 1Kg/Drum | 99% | 5000KG | Sichuan Zhuoyu Yantang Technology Co., Ltd. |
-
- 2-Thiopheneboronic acid
6165-68-0
- 0.99
- RongNa Biotechnology Co.,Ltd
-
- 2-Thiopheneboronic acid
6165-68-0
- US $8.00-6.00 / kg
- 99%
- Henan Fengda Chemical Co., Ltd
-
- 2-Thiopheneboronic acid
6165-68-0
- US $0.00 / Kg/Drum
- 99%
- Sichuan Zhuoyu Yantang Technology Co., Ltd.
