3-Quinolineboronic acid
- Product Name
- 3-Quinolineboronic acid
- CAS No.
- 191162-39-7
- Chemical Name
- 3-Quinolineboronic acid
- Synonyms
- AKOS BRN-0151;CAS:191162-39-7;3-Boronoquinoline;3-Quinolineboronic;RARECHEM AK VD 0023;CHEMBRDG-BB 4003837;3-Quinolineboronica;3-QUINOLINYLBORONI ACID;3-QUINOLYL BORONIC ACID;3-QUINOLINEBORONIC ACID
- CBNumber
- CB6285069
- Molecular Formula
- C9H8BNO2
- Formula Weight
- 172.98
- MOL File
- 191162-39-7.mol
3-Quinolineboronic acid Property
- 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)
Safety
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 691909
- Product name
- 3-Quinolineboronic acid
- Purity
- technical grade
- Packaging
- 1g
- Price
- $79.6
- Updated
- 2023/06/20
- Product number
- 691909
- Product name
- 3-Quinolineboronic acid
- Purity
- technical grade
- Packaging
- 5g
- Price
- $254
- Updated
- 2023/06/20
- Product number
- Q0080
- Product name
- Quinoline-3-boronic Acid (contains varying amounts of Anhydride)
- Packaging
- 1g
- Price
- $53
- Updated
- 2025/07/31
- Product number
- Q0080
- Product name
- Quinoline-3-boronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $212
- Updated
- 2025/07/31
- Product number
- 709522
- Product name
- 3-Quinolineboronic acid
- Packaging
- 1g
- Price
- $113
- Updated
- 2023/06/20
3-Quinolineboronic acid Chemical Properties,Usage,Production
Chemical Properties
light pink or orange to light brown powder
Uses
May contain varying amounts of anhydride.
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.
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
General Description
May contain varying amounts of anhydride
Synthesis
5332-24-1
191162-39-7
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
Raw materials
Preparation Products
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View Lastest Price from 3-Quinolineboronic acid manufacturers
- Product
- 3-Quinolineboronic acid 191162-39-7
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1ton
- Release date
- 2022-10-09
- Product
- 3-Quinolineboronic acid 191162-39-7
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98.0%
- Supply Ability
- 10000KGS
- Release date
- 2025-03-19
- Product
- Quinoline-3-boronic acid 191162-39-7
- Price
- US $2100.00/Kg
- Min. Order
- 1Kg
- Purity
- 98
- Supply Ability
- 500 Kg
- Release date
- 2024-04-07