Pyridine-4-boronic acid
Uses- Product Name
- Pyridine-4-boronic acid
- CAS No.
- 1692-15-5
- Chemical Name
- Pyridine-4-boronic acid
- Synonyms
- PYRIDIN-4-YLBORONIC ACID;4-PYRIDYLBORONIC ACID;4-PYRIDINYLBORONIC ACID;4-PYRIDINEBORONIC ACID;Pyridin-4-ylboronic acid, 97%, May contain varying aMounts of anhydride;AKOS BRN-0273;4-Boronopyridine;BUTTPARK 43\57-08;4-Pyridineboronic;TIMTEC-BB SBB004280
- CBNumber
- CB7220144
- Molecular Formula
- C5H6BNO2
- Formula Weight
- 122.92
- MOL File
- 1692-15-5.mol
Pyridine-4-boronic acid Property
- Melting point:
- >300 °C (lit.)
- Boiling point:
- 308.8±34.0 °C(Predicted)
- Density
- 1.22±0.1 g/cm3(Predicted)
- storage temp.
- -20°C
- solubility
- Aqueous Acid (Slightly), Water (Slightly)
- form
- Solid
- pka
- 7.59±0.10(Predicted)
- color
- White to Off-White
- BRN
- 471944
- InChI
- InChI=1S/C5H6BNO2/c8-6(9)5-1-3-7-4-2-5/h1-4,8-9H
- InChIKey
- QLULGIRFKAWHOJ-UHFFFAOYSA-N
- SMILES
- C1=NC=CC(B(O)O)=C1
- CAS DataBase Reference
- 1692-15-5(CAS DataBase Reference)
Safety
- Hazard Codes
- Xn,Xi,C,F
- Risk Statements
- 36/37/38-22-34-11
- Safety Statements
- 22-24/25-36/37/39-26-45-16
- WGK Germany
- 3
- Hazard Note
- Irritant
- HazardClass
- IRRITANT, KEEP COLD
- HS Code
- 29339900
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
- 634492
- Product name
- 4-Pyridinylboronic acid
- Purity
- 90%
- Packaging
- 1g
- Price
- $44.4
- Updated
- 2025/07/31
- Product number
- 634492
- Product name
- 4-Pyridinylboronic acid
- Purity
- 90%
- Packaging
- 5g
- Price
- $105.8
- Updated
- 2025/07/31
- Product number
- P1594
- Product name
- 4-Pyridylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 1g
- Price
- $20
- Updated
- 2025/07/31
- Product number
- P1594
- Product name
- 4-Pyridylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $64
- Updated
- 2025/07/31
- Product number
- 634492
- Product name
- 4-Pyridinylboronic acid
- Purity
- 90%
- Packaging
- 25g
- Price
- $137
- Updated
- 2025/07/31
Pyridine-4-boronic acid Chemical Properties,Usage,Production
Uses
Pyridine-4-boronic acid can be used as a candidate for Suzuki-Miyaura coupling reaction. Especially, as a N-containing building blocks, pyridine-4-boronic acid was employed to construct some heterocyclic compounds with superior biological activities.
Description
Pyridine-4-boronic acid is a kind of boronic acid derivative. It is useful building blocks in crystal engineering. It can also be used as a catalyst to act as a dehydrative condensation agent to synthesize amides using carboxylic acid and amines as raw materials. Its derivative, polystyrene-bound 4-pyridineboronic acid, is a useful catalyst for amidation reaction and esterification of alpha-hydrocarboxylic acids.
Chemical Properties
light orange granular powder
Uses
suzuki reaction
Uses
Reagent used for
- Palladium-catalyzed Suzuki-Miyaura coupling reactions
- Ligand-free palladium-catalyzed Suzuki coupling reaction under microwave irradation
Reagent used in Preparation of
- HIV-1 protease inhibitors
- Potential cancer threapeutics, such as PDK1 and protein kinase CK2 inhibitors
Uses
Boronic acid derivatives and their binding affinities with diols.
Synthesis
1120-87-2
121-43-7
7732-18-5
1692-15-5
Under argon protection, 4-bromopyridine (1.5 g, 10 mmol) was placed in a 200 mL Schlenk flask and 40 mL of anhydrous deoxytetrahydrofuran was added. After cooling the reaction mixture to -78 °C, 5 mL (2.2 M, 11 mmol) of n-butyllithium solution was slowly added dropwise and the reaction was maintained at this temperature for 1 hour. Subsequently, 4 mL of trimethyl borate was added and the reaction continued at -78 °C for 1 hour. Upon completion of the reaction, the mixture was slowly warmed to room temperature and stirred overnight. The reaction was quenched with 2 mol/L hydrochloric acid solution and purified by recrystallization from hexane to give pyridine-4-boronic acid hydrochloride (0.8 g, 65% yield).
References
http://www.wako-chem.co.jp/english/labchem/product/Org/pyridineboronic/
José J. CamposGaxiola et al. "Pyridineboronic Acids as Useful Building Blocks in Combination with Perchloroplatinate(II) and -(IV) Salts: 1D, 2D, and 3D Hydrogen-Bonded Networks Containing X-H•••Cl2Pt− (X = C, N+), B(OH)2•••Cl2Pt−, and B(OH)2•••(HO)2B Synthons." Crystal Growth & Design 10.7(2010).
Kara, H., A. G. Orpen, and T. J. Podesta. "Pyridine boronic acids as building blocks in crystal engineering." Acta Crystallographica 61.Suppl (2001): C357.
Pyridine-4-boronic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Pyridine-4-boronic acid manufacturers
- Product
- Pyridine-4-boronic acid 1692-15-5
- Price
- US $10.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20 ton
- Release date
- 2024-11-27
- Product
- 3-Pyridylboronic acid 1692-15-5
- Price
- US $35.00-25.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20 Ton
- Release date
- 2023-10-27
- Product
- Pyridine-4-boronic acid 1692-15-5
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 99.9%
- Supply Ability
- 30000 Kg
- Release date
- 2023-11-27