3-Bromothiophene-2-carboxylic acid
- CAS No.
- 7311-64-0
- Chemical Name:
- 3-Bromothiophene-2-carboxylic acid
- Synonyms
- 3-Bromothiophene-2-carboxylic acid ,98%;THCOOH-Br;BUTTPARK 97\04-30;RARECHEM AL BO 2385;3-Bromothiophene-2-c;3-Bromothiophene-2-carboxyL;3-BROMOTHIOPHENE-2-CARBOXYLIC ACID;3-BROMO-2-THIOPHENECARBOXYLIC ACID;3-BroMothiophene-2-carboxylic acid3;2-Thiophenecarboxylicacid, 3-bromo-
- CBNumber:
- CB8483698
- Molecular Formula:
- C5H3BrO2S
- Molecular Weight:
- 207.05
- MDL Number:
- MFCD00052291
- MOL File:
- 7311-64-0.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 197-201 °C(lit.) |
|---|---|
| Boiling point | 318.0±27.0 °C(Predicted) |
| Density | 1.923±0.06 g/cm3(Predicted) |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| solubility | soluble in Methanol |
| form | powder to crystal |
| pka | 3.09±0.10(Predicted) |
| color | White to Almost white |
| BRN | 121585 |
| InChI | 1S/C5H3BrO2S/c6-3-1-2-9-4(3)5(7)8/h1-2H,(H,7,8) |
| InChIKey | VQQLWBUTTMNMFT-UHFFFAOYSA-N |
| SMILES | OC(=O)c1sccc1Br |
| CAS DataBase Reference | 7311-64-0(CAS DataBase Reference) |
| UNSPSC Code | 12352100 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H317 | |||||||||
| Precautionary statements | P280 | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Faceshields, Gloves | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 43-36/37/38 | |||||||||
| Safety Statements | 36/37-37/39-26 | |||||||||
| WGK Germany | 3 | |||||||||
| HazardClass | IRRITANT | |||||||||
| HS Code | 29349990 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Skin Sens. 1 | |||||||||
| NFPA 704 |
|
3-Bromothiophene-2-carboxylic acid price More Price(73)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 633011 | 3-Bromothiophene-2-carboxylic acid 97% | 7311-64-0 | 5g | $29 | 2023-06-20 | Buy |
| Sigma-Aldrich | 633011 | 3-Bromothiophene-2-carboxylic acid 97% | 7311-64-0 | 25g | $129 | 2023-06-20 | Buy |
| TCI Chemical | B4605 | 3-Bromothiophene-2-carboxylic Acid >98.0%(GC)(T) | 7311-64-0 | 1g | $17 | 2026-04-30 | Buy |
| TCI Chemical | B4605 | 3-Bromothiophene-2-carboxylic Acid >98.0%(GC)(T) | 7311-64-0 | 5g | $45 | 2026-04-30 | Buy |
| Usbiological | 261757 | 3-Bromothiophene-2-carboxylic acid Asreported | 7311-64-0 | 10g | $359 | 2026-06-03 | Buy |
3-Bromothiophene-2-carboxylic acid Chemical Properties, Uses, Production
Chemical Properties
white to light yellow crystal powder
Uses
3-Bromothiophene-2-carboxylic acid serves as a reactant in continuous flow synthesis with boronic acids to produce 3-phenylthiophene-2-carboxylic acid, and acts as a precursor for generating dianions via metal-halogen exchange with tert-butyllithium for the preparation of chalcogenorhodamines[5][6].
Synthesis
3140-93-0
124-38-9
7311-64-0
Under nitrogen protection, 2,3-dibromothiophene (12.1 g, 0.025 mol) was dissolved in anhydrous ether (15 mL) and cooled to -78°C. A solution of n-butyllithium (2.5 M, 22 mL, 0.055 mol) in ether was slowly added dropwise. After the dropwise addition, stirring was continued at -78 °C for 10 minutes. Subsequently, gaseous carbon dioxide was passed into the reaction system and a white precipitate was immediately observed to form. After keeping the reaction at -78 °C for 30 min, the reaction was slowly warmed up to room temperature. Upon completion of the reaction, the reaction was quenched with Milli-Q water and the aqueous phase was extracted with 10% sodium hydroxide solution (3 x 50 mL). The aqueous phase was combined, acidified with 6 N hydrochloric acid and the precipitate precipitated was collected by filtration. The resulting solid was recrystallized with ethanol (50 mL) and water (200 mL) and dried in vacuum to give the white powdery product 3-bromothiophene-2-carboxylic acid (9.23 g). The product was analyzed by 19F NMR, mass spectrometry (70 eV, EI): m/z 208 (M-1), 1H NMR (CDCl3): δ 7.81 (d, 1H, J=5.2 Hz), 7.19 (d, 1H, J=5.2 Hz) and 13C NMR (CDCl3): δ 117.6, 133.8, 134.6, 162.6, 207.6 Confirmed structure.
References
[1] Chemical Communications, 2011, vol. 47, # 43, p. 11840 - 11842
[2] Patent: WO2012/156948, 2012, A1. Location in patent: Page/Page column 21-22
[3] Synthesis, 1980, # 4, p. 327 - 329
[4] Archiv der Pharmazie, 1998, vol. 331, # 12, p. 405 - 411
[5] Gannon, M. K., & Detty, M. R. (2007). Generation of 3- and 5-Lithiothiophene-2-carboxylates via Metal−Halogen Exchange and Their Addition Reactions to Chalcogenoxanthones. The Journal of Organic Chemistry, 72(7), 2647–2650. https://doi.org/10.1021/jo062370x
[6] Filipponi, P., Ostacolo, C., Novellino, E., Pellicciari, R., & Gioiello, A. (2014). Continuous Flow Synthesis of Thieno[2,3-c]isoquinolin-5(4H)-one Scaffold: A Valuable Source of PARP-1 Inhibitors. Organic Process Research & Development, 18(11), 1345–1353. https://doi.org/10.1021/op500074h
3-Bromothiophene-2-carboxylic acid Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Qingdao Frontierchem Co.,Ltd. | 0532-88320311 15966837432 | sales@qdfrontierchem.com | China | 14 | 57 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| New Energy Chemicals | 0515-82159099 13770142076 | info@njuchem.com | China | 251 | 65 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| ShangHai DEMO Chemical Co.,Ltd | 400-021-7337 2355568890 | sales@demochem.com | China | 2569 | 57 |
| 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 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| Shanghai Sinch Parmaceuticals Tech. Co. Ltd. | +86-21-54098501 | sales@sinch.com.cn | China | 11592 | 64 |
View Latest Price from 3-Bromothiophene-2-carboxylic acid manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-08-20 | 3-Bromothiophene-2-carboxylic acid
7311-64-0
|
$1.10 | 1g | 99.00% | 100 Tons | Dideu Industries Group Limited | |
 |
2024-02-19 | 3-Bromothiophene-2-carboxylic acid
7311-64-0
|
$560.00 | 1g | 98 | 500 Kg | R&D Scientific Inc. | |
 |
2019-07-06 | 3-Bromothiophene-2-carboxylic acid
7311-64-0
|
$1.00 | 1kg | 98% | 200KG | Career Henan Chemical Co |
-
- 3-Bromothiophene-2-carboxylic acid
7311-64-0
- $1.10
- 99.00%
- Dideu Industries Group Limited
-
- 3-Bromothiophene-2-carboxylic acid
7311-64-0
- $560.00
- 98
- R&D Scientific Inc.
-
- 3-Bromothiophene-2-carboxylic acid
7311-64-0
- $1.00
- 98%
- Career Henan Chemical Co
7311-64-0 (3-Bromothiophene-2-carboxylic acid) Related Search:
1of4
