(2,6-dichlorophenyl)methylboronic acid


Chemical Name: (2,6-dichlorophenyl)methylboronic acid
CAS Number: 1072946-39-4
Product Number: AG003BL4(AGN-PC-07XTXM)
Synonyms:
MDL No:
Molecular Formula: C7H7BCl2O2
Molecular Weight: 204.8463

Identification/Properties


Properties
Storage:
Keep in dry area;2-8℃;
Computed Properties
Molecular Weight:
204.841g/mol
Hydrogen Bond Donor Count:
2
Hydrogen Bond Acceptor Count:
2
Rotatable Bond Count:
2
Exact Mass:
203.992g/mol
Monoisotopic Mass:
203.992g/mol
Topological Polar Surface Area:
40.5A^2
Heavy Atom Count:
12
Formal Charge:
0
Complexity:
135
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-H315-H319-H335
Precautionary Statements:
P261-P305+P351+P338
Class:
-
Packing Group:
-

NMR Spectrum


Other Analytical Data


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Chemical Structure



(2,6-Dichlorobenzyl)boronic acid is a powerful reagent commonly used in organic synthesis for the formation of carbon-carbon and carbon-heteroatom bonds. It acts as a versatile building block in the construction of complex organic molecules due to its unique reactivity and ability to participate in various transformations.This compound is frequently employed in Suzuki-Miyaura cross-coupling reactions, a widely utilized method for the synthesis of biaryls, which are core structures found in many pharmaceuticals, agrochemicals, and materials. By serving as a boron source, (2,6-Dichlorobenzyl)boronic acid facilitates the coupling of aryl halides or pseudohalides with aryl boronic acids or esters under the catalysis of palladium complexes. This reaction enables the rapid and efficient creation of new carbon-carbon bonds, allowing for the incorporation of diverse functional groups and substitution patterns into the final products.Furthermore, (2,6-Dichlorobenzyl)boronic acid can also participate in other transformations such as halogenation, reduction, and nucleophilic additions, broadening its utility in the synthesis of pharmaceutical intermediates, natural products, and materials with specific properties. Its controlled reactivity and compatibility with a wide range of functional groups make it a valuable tool for chemists aiming to construct intricate molecular architectures in a predictable and efficient manner.