- 3-Quinolineboronic acid
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- $0.00 / 25KG
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2025-12-01
- CAS:191162-39-7
- Min. Order: 1KG
- Purity: 98.0%
- Supply Ability: 10000KGS
- 3-Quinolineboronic acid
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- $1.10 / 1g
-
2025-11-18
- CAS:191162-39-7
- Min. Order: 1g
- Purity: 99.00%
- Supply Ability: 100 Tons
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| | 3-Quinolineboronic acid Basic information |
| | 3-Quinolineboronic acid Chemical Properties |
| Melting point | 148-155°C | | Boiling point | 400.3±37.0 °C(Predicted) | | density | 1.28±0.1 g/cm3(Predicted) | | storage temp. | 2-8°C | | solubility | DMSO (Slightly), Methanol (Slightly) | | form | Powder | | pka | 4.61±0.30(Predicted) | | color | Light pink or orange to light brown | | BRN | 8764547 | | InChI | InChI=1S/C9H8BNO2/c12-10(13)8-5-7-3-1-2-4-9(7)11-6-8/h1-6,12-13H | | InChIKey | YGDICLRMNDWZAK-UHFFFAOYSA-N | | SMILES | N1C2C(=CC=CC=2)C=C(B(O)O)C=1 | | CAS DataBase Reference | 191162-39-7(CAS DataBase Reference) |
| Hazard Codes | Xn,Xi | | Risk Statements | 36/37/38-22 | | Safety Statements | 36/37/39-26-22-37-36 | | WGK Germany | 3 | | Hazard Note | Irritant | | HazardClass | IRRITANT, KEEP COLD | | HS Code | 29334900 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 3-Quinolineboronic acid Usage And Synthesis |
| Chemical Properties | light pink or orange to light brown powder | | Uses | May contain varying amounts of anhydride. | | Uses | 3-Quinolineboronic acid can be used as a reactant for: Preparation of P1-substituted symmetry-based human immunodeficiency virus protease inhibitors with antiviral activity against drug-resistant viruses Preparation of heterobiaryls via Suzuki-Miyaura cross-coupling with heteroaryl halides in co | | Uses | 3-Quinolineboronic acid is a member of a group of boronic acid derivatives that change fluorescence properties once they are bound to sugar molecules. 3-Quinolineboronic acid is also a potential inhibitor of the Staphylococcus aureus NorA efflux pump. | | General Description | May contain varying amounts of anhydride | | Synthesis | General procedure for the synthesis of quinoline-3-boronic acid from 3-bromoquinoline: triisopropyl borate (3.30 mL, 29.06 mmol) and 3-bromoquinoline (3.00 g, 14.49 mmol) were added to a 250 mL two-necked round-bottomed flask under nitrogen protection and dissolved in anhydrous tetrahydrofuran (100 mL). The reaction system was cooled to -78 °C and a 2M hexane solution of n-butyllithium (14.50 mL, 29.00 mmol) was slowly added dropwise through a dropping funnel over a controlled period of 1 hour. After the dropwise addition, the reaction was kept at -78 °C for 2 hours. Subsequently, the acetone/dry ice bath was removed and the reaction system was slowly warmed to 0 °C. The reaction was quenched with 2 M hydrochloric acid solution, followed by adjusting the pH with 2 M sodium bicarbonate solution to 7. The reaction mixture was extracted with ethyl acetate (3 x 100 mL). The organic phases were combined, dried over anhydrous magnesium sulfate and concentrated to dryness under reduced pressure. The product was precipitated by addition of hexane to give a white solid in 80% yield. | | References | [1] Dyes and Pigments, 2013, vol. 99, # 1, p. 105 - 115
[2] Synthetic Communications, 2003, vol. 33, # 5, p. 795 - 800
[3] Journal of Organic Chemistry, 2002, vol. 67, # 15, p. 5394 - 5397
[4] Patent: US2009/181941, 2009, A1. Location in patent: Page/Page column 49-50
[5] Journal of the American Chemical Society, 2012, vol. 134, # 28, p. 11667 - 11673 |
| | 3-Quinolineboronic acid Preparation Products And Raw materials |
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