Pyridin-4-boronic acid

Details:

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
pka    7.59±0.10(Predicted)
BRN     471944
InChIKey    QLULGIRFKAWHOJ-UHFFFAOYSA-N
CAS DataBase Reference    1692-15-5(CAS DataBase Reference)
Safety Information
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
MSDS Information
Provider    Language
SigmaAldrich    English
ACROS    English
ALFA    English
Pyridine-4-boronic acid Usage And Synthesis
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    Boronic acid derivatives and their binding affinities with diols.
References    #
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
Preparation Products    3-PYRIDIN-4-YL-BENZOIC ACID-->Paraquat dichloride-->PYRIDINE, 4,4'-[1,1'-BIPHENYL]-4,4'-DIYLBIS--->2-(4-Pyridyl)benzaldehyde-->1,4-bis(pyrid-4-yl)benzene-->4-(5-isopropoxy-2-Methyl-4-nitrophenyl)pyridine-->PIPERIDINE-4-BORONIC ACID-->4-Phenylpyridine