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HomeProduct name listPyridine-4-boronic acid

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: 2023-11-27 13:03:33
Pyridine-4-boronic acid Structural

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

Boronic acid derivatives and their binding affinities with diols.

The Uses of Pyridine-4-boronic acid

suzuki reaction

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)
ghs
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

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