2-chloro-3-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine


Chemical Name: 2-chloro-3-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
CAS Number: 1256360-28-7
Product Number: AG000O7L(AGN-PC-09PZN6)
Synonyms:
MDL No:
Molecular Formula: C12H17BClNO3
Molecular Weight: 269.5323

Identification/Properties


Computed Properties
Molecular Weight:
269.532g/mol
Hydrogen Bond Donor Count:
0
Hydrogen Bond Acceptor Count:
4
Rotatable Bond Count:
2
Exact Mass:
269.099g/mol
Monoisotopic Mass:
269.099g/mol
Topological Polar Surface Area:
40.6A^2
Heavy Atom Count:
18
Formal Charge:
0
Complexity:
298
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:
N/A
Signal Word:
UN#:
-
Hazard Statements:
-
Precautionary Statements:
Class:
-
Packing Group:
-

NMR Spectrum


Other Analytical Data


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Chemical Structure



2-Chloro-3-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, commonly referred to as $name$, plays a crucial role in chemical synthesis as a versatile building block. This compound is utilized primarily in organic synthesis reactions, where its unique structure and reactivity allow for the efficient formation of complex molecules.In organic synthesis, $name$ serves as a key reagent in the construction of various pharmaceuticals, agrochemicals, and fine chemicals. Its ability to undergo selective cross-coupling reactions, particularly Suzuki-Miyaura coupling, enables the rapid assembly of intricate molecular frameworks with high precision and efficiency. Additionally, the presence of the methoxy and chloro substituents on the pyridine ring confers regioselectivity and imparts specific chemical properties to the final products.Furthermore, the boron-containing moiety in $name$ acts as a vital directing group in transition metal-catalyzed transformations, promoting selective functionalization at specific positions within the molecule. This feature enhances the synthetic utility of the compound by facilitating the introduction of diverse functional groups with excellent control over stereochemistry.Overall, the application of 2-Chloro-3-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine in chemical synthesis exemplifies its pivotal role in the construction of complex organic molecules with high efficiency, selectivity, and versatility.