Quinoline-5-boronic acid
- CAS No.
- 355386-94-6
- Chemical Name:
- Quinoline-5-boronic acid
- Synonyms
- QUINOLIN-5-YLBORONIC ACID;AKOS BRN-0681;5-Boronoquinoline;CHEMBRDG-BB 4202092;5-QUINOLINBORONIC ACID;5-Quinolylboronic Acid;5-QUINOLINEBORONIC ACID;5-Quinolinylboronic acid;QUINOLINE-5-BORONIC ACID;Quionoline-5-Boronic Acid
- CBNumber:
- CB9704024
- Molecular Formula:
- C9H8BNO2
- Molecular Weight:
- 172.98
- MDL Number:
- MFCD03095058
- MOL File:
- 355386-94-6.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 144-148°C |
|---|---|
| Boiling point | 400.3±37.0 °C(Predicted) |
| Density | 1.28±0.1 g/cm3(Predicted) |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| form | powder to crystal |
| pka | 7.46±0.30(Predicted) |
| color | White to Light yellow to Light orange |
| InChI | InChI=1S/C9H8BNO2/c12-10(13)8-4-1-5-9-7(8)3-2-6-11-9/h1-6,12-13H |
| InChIKey | NWIJBOCPTGHGIK-UHFFFAOYSA-N |
| SMILES | B(C1=CC=CC2N=CC=CC1=2)(O)O |
| CAS DataBase Reference | 355386-94-6(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
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|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P280a-P304+P340-P305+P351+P338-P405-P501a | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38-36/38 | |||||||||
| Safety Statements | 26-36-37/39-37 | |||||||||
| HazardClass | IRRITANT | |||||||||
| HS Code | 29334900 | |||||||||
| NFPA 704 |
|
Quinoline-5-boronic acid price More Price(62)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TCI Chemical | Q0087 | Quinoline-5-boronic Acid (contains varying amounts of Anhydride) | 355386-94-6 | 200mg | $155 | 2026-04-30 | Buy |
| Usbiological | 288556 | Quinoline-5-boronic acid Asreported | 355386-94-6 | 250mg | $368 | 2026-06-03 | Buy |
| Usbiological | 288556 | Quinoline-5-boronic acid Asreported | 355386-94-6 | 500mg | $509 | 2026-06-03 | Buy |
| Usbiological | 288556 | Quinoline-5-boronic acid Asreported | 355386-94-6 | 1g | $701 | 2026-06-03 | Buy |
| Usbiological | 288556 | Quinoline-5-boronic acid Asreported | 355386-94-6 | 2g | $958 | 2026-06-03 | Buy |
Quinoline-5-boronic acid Chemical Properties,Uses,Production
Uses
Quinoline-5-boronic acid is a fluorescent reporter compound that exhibits significant fluorescence property changes via a pKa-switching mechanism upon binding diols and carbohydrates in aqueous solutions at physiological pH[2]. Quinoline-5-boronic acid is used for monitoring sugars across a wide pH range, differentiating D-fructose from inulin, and functioning as a fluorescent probe for diols[2][3]. Quinoline-5-boronic acid is applied in fluorometric determination methods by combining with a phosphate buffer at neutral pH for selective D-fructose detection[3].
Synthesis
4964-71-0
5419-55-6
355386-94-6
In a 100 mL three-necked flask, 5-bromoquinoline (10 mmol, 2.08 g) and anhydrous THF (50 mL) were added and n-butyllithium (11 mmol, 1.6 M, 6.88 mL) was added slowly and dropwise at -78 °C under nitrogen protection. After keeping the reaction at -78 °C for 2 h, a THF solution (5 mL) of triisopropyl borate (15 mmol, 3.03 g) was added slowly dropwise. After the dropwise addition, the reaction mixture was slowly warmed to room temperature and stirred overnight. The reaction was monitored by TLC to confirm the disappearance of the feedstock, then the reaction was quenched with 20% dilute hydrochloric acid (20 mL) and stirred at room temperature for 3 hours. Subsequently, the reaction mixture was extracted with ethyl acetate (50 mL x 3), and the organic phases were combined, washed with saturated brine (100 mL x 3) and dried with anhydrous sodium sulfate. After concentrating the organic phase, it was purified by column chromatography to afford quinoline-5-boronic acid (7.6 mmol, 1.31 g, 76% yield).
References
[1] Patent: CN107814795, 2018, A. Location in patent: Paragraph 0014; 0016
[2]Yang, W., Lin, L., & Wang, B. (2005). A new type of boronic acid fluorescent reporter compound for sugar recognition. Tetrahedron Letters, 46(46), 7981–7984. https://doi.org/10.1016/j.tetlet.2005.09.074
[3]Rikita, T., Egawa, Y., & Seki, T. (2012). Fluorometric determination of inulin using 5-quinolineboronic acid and inulinase. Analytical Biochemistry, 426(1), 24–26. https://doi.org/10.1016/j.ab.2012.03.029
Quinoline-5-boronic acid Preparation Products And Raw materials
Raw materials
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Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Boron Technology (Beijing) Co., Ltd. | 010-15313962280 15313962280 | 3004509780@qq.com | China | 824 | 55 |
| 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 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| JinYan Chemicals(ShangHai) Co.,Ltd. | 13817811078 | sales@jingyan-chemical.com | China | 9963 | 60 |
| Adamas Reagent, Ltd. | 400-6009262 15618770481 | yhx@titansci.com | China | 14098 | 59 |
| Accela ChemBio Co.,Ltd. | 021-50795510 4000665055 | marketing@accelachem.com | China | 10972 | 64 |
View Lastest Price from Quinoline-5-boronic acid manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2025-04-04 | Quinoline-5-boronic acid
355386-94-6
|
1KG | 98% | 1ton | Henan Aochuang Chemical Co.,Ltd.
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2021-07-13 | Quinoline-5-boronic acid
355386-94-6
|
$10.00-15.00 | 1KG | 99%+ HPLC | Zhuozhou Wenxi import and Export Co., Ltd | ||
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2021-07-09 | Quinoline-5-boronic acid
355386-94-6
|
$10.00-15.00 | 1KG | 99%+ HPLC | Zhuozhou Wenxi import and Export Co., Ltd |
-
- Quinoline-5-boronic acid
355386-94-6
- 98%
- Henan Aochuang Chemical Co.,Ltd.
-
- Quinoline-5-boronic acid
355386-94-6
- $10.00-15.00
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
-
- Quinoline-5-boronic acid
355386-94-6
- $10.00-15.00
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
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