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


Chemical Name: 3-chloro-2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
CAS Number: 1083168-91-5
Product Number: AG008SWM(AGN-PC-09SIGF)
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

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NMR Spectrum


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Chemical Structure



3-Chloro-2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is a versatile compound widely used in chemical synthesis. This specific molecule plays a crucial role in various organic reactions due to its unique structure and reactivity. One common application of this compound is as a key building block in cross-coupling reactions, particularly in Suzuki-Miyaura coupling reactions.In the realm of chemical synthesis, 3-Chloro-2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine serves as a valuable coupling partner with different aryl or heteroaryl halides or pseudohalides. Through the Suzuki-Miyaura coupling process, this compound facilitates the formation of carbon-carbon bonds under mild and selective conditions. This reaction has found widespread use in the synthesis of pharmaceuticals, agrochemicals, and materials science.Moreover, the presence of the boronic ester moiety in this compound imparts stability and compatibility with various reaction conditions, making it a preferred choice in complex synthetic sequences. Overall, the strategic incorporation of 3-Chloro-2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine in chemical synthesis enables chemists to access diverse molecular architectures efficiently and contributes significantly to the advancement of organic chemistry.