3-[[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazol-1-yl]methyl]pyridine


Chemical Name: 3-[[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazol-1-yl]methyl]pyridine
CAS Number: 864754-21-2
Product Number: AG004QPN(AGN-PC-01NP11)
Synonyms:
MDL No:
Molecular Formula: C15H20BN3O2
Molecular Weight: 285.1492

Identification/Properties


Properties
MP:
102-106℃
BP:
450.6°C at 760 mmHg
Storage:
2-8℃;Light sensitive;Keep in dry area;
Form:
Solid
Computed Properties
Molecular Weight:
285.154g/mol
Hydrogen Bond Donor Count:
0
Hydrogen Bond Acceptor Count:
4
Rotatable Bond Count:
3
Exact Mass:
285.165g/mol
Monoisotopic Mass:
285.165g/mol
Topological Polar Surface Area:
49.2A^2
Heavy Atom Count:
21
Formal Charge:
0
Complexity:
362
Isotope Atom Count:
0
Defined Atom Stereocenter Count:
0
Undefined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Covalently-Bonded Unit Count:
1
Compound Is Canonicalized:
Yes

Safety Information


GHS Pictogram:
Signal Word:
Warning
UN#:
-
Hazard Statements:
H302
Precautionary Statements:
P280-P305+P351+P338
Class:
-
Packing Group:
-

NMR Spectrum


Other Analytical Data


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Chemical Structure



The compound 3-((4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)methyl)pyridine is a versatile and valuable tool in chemical synthesis due to its unique structure and reactivity. This compound is commonly used as a ligand in transition metal-catalyzed cross-coupling reactions, particularly in Suzuki-Miyaura coupling reactions.In organic synthesis, this compound can act as a bidentate ligand, coordinating to transition metal catalysts such as palladium, nickel, or copper. This coordination enhances the reactivity of the metal center, facilitating the coupling of aryl halides or pseudohalides with organoboron reagents. The resulting products are valuable intermediates in the synthesis of pharmaceuticals, agrochemicals, and materials.Furthermore, the pyridine moiety in this compound enhances its solubility in organic solvents, making it easy to handle and manipulate in various synthetic transformations. Overall, 3-((4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)methyl)pyridine is a crucial component in the toolkit of synthetic chemists for the efficient construction of complex organic molecules.