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| | Benzo[b]thien-2-ylboronic acid Basic information | | Uses |
| | Benzo[b]thien-2-ylboronic acid Chemical Properties |
| Melting point | 254-256 °C | | Boiling point | 390.2±34.0 °C(Predicted) | | density | 1.35±0.1 g/cm3(Predicted) | | storage temp. | Inert atmosphere,Store in freezer, under -20°C | | solubility | soluble in Tetrahydrofuran | | form | Powder | | pka | 6.99±0.30(Predicted) | | color | White to off-white | | Water Solubility | Insoluble in water. | | BRN | 1637924 | | InChI | InChI=1S/C8H7BO2S/c10-9(11)8-5-6-3-1-2-4-7(6)12-8/h1-5,10-11H | | InChIKey | YNCYPMUJDDXIRH-UHFFFAOYSA-N | | SMILES | B(C1SC2=CC=CC=C2C=1)(O)O | | CAS DataBase Reference | 98437-23-1(CAS DataBase Reference) |
| Hazard Codes | Xi,Xn | | Risk Statements | 36/37/38-20/21/22 | | Safety Statements | 37/39-26-36 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29349990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Aquatic Chronic 3 |
| | Benzo[b]thien-2-ylboronic acid Usage And Synthesis |
| Uses | Thianaphthene-2-boronic Acid is used in the preparation of 3-(dihydroxyboryl)benzoic acids as D,D-carboxypeptidase R39 inhibitors. | | Chemical Properties | white tooff-whitepowder | | Uses | suzuki reaction | | Uses | Thianaphthene-2-boronic Acid is used in the preparation of 3-(dihydroxyboryl)benzoic acids as D,D-carboxypeptidase R39 inhibitors. | | Uses | Reactant involved in:
- PDE4 inhibitors
- Chemoselective modification of oncolytic adenovirus
- Synthesis of phosphorescent sensor for quantification of copper(II) ion
- UV promoted phenanthridine syntheses
- Preparation of CYP11B1 inhibitors for treatment of cortisol dependent diseases
- Suzuki-Miyaura cross-coupling reactions
| | Synthesis | The general procedure for the synthesis of benzothiophene-2-boronic acid from trimethyl borate and benzothiophene was as follows: 144 g (554 mmol) of benzothiophene and 1,000 mL of tetrahydrofuran were added to a 2L reactor and mixed with stirring. After cooling the reaction mixture to -78 °C, 415 mL of n-butyllithium (1.6 M hexane solution) was slowly added dropwise and stirred for 1 hour at this temperature. Subsequently, the temperature of the reaction mixture was gradually brought to room temperature and kept stirring for 12 hours. After cooling again to -78 °C, 80.3 mL (664 mmol) of trimethyl borate was slowly added dropwise and stirred at room temperature for 2 hours. After completion of the reaction, the mixture was cooled to 0°C and acidified by adding 2N aqueous hydrochloric acid. Extraction was separated with ethyl acetate and distilled water and the organic layer was collected. The organic layer was concentrated under reduced pressure and filtered to give 86 g of the intermediate benzothiophene-2-boronic acid in 87.3% yield. | | References | [1] Patent: KR2016/2328, 2016, A. Location in patent: Paragraph 0413-0415 |
| | Benzo[b]thien-2-ylboronic acid Preparation Products And Raw materials |
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