Pyridine-4-boronic acid
Synonym(s):4-Pyridineboronic acid;4-Pyridylboronic acid
- CAS NO.:1692-15-5
- Empirical Formula: C5H6BNO2
- Molecular Weight: 122.92
- MDL number: MFCD01074545
- EINECS: 671-679-4
- SAFETY DATA SHEET (SDS)
- Update Date: 2025-07-24 18:13:44
What is Pyridine-4-boronic acid?
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
The Uses of Pyridine-4-boronic acid
suzuki reaction
The Uses of Pyridine-4-boronic acid
Boronic acid derivatives and their binding affinities with diols.
The Uses of Pyridine-4-boronic acid
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
What are the applications of Application
4-Pyridineboronic Acid is a boronic acid derivative
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.
Properties of Pyridine-4-boronic acid
| 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 |
| CAS DataBase Reference | 1692-15-5(CAS DataBase Reference) |
Safety information for Pyridine-4-boronic acid
| Signal word | Warning |
| Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up. |
Computed Descriptors for Pyridine-4-boronic acid
| InChIKey | QLULGIRFKAWHOJ-UHFFFAOYSA-N |
Pyridine-4-boronic acid manufacturer
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