methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)benzoate


Chemical Name: methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)benzoate
CAS Number: 1150271-61-6
Product Number: AG000FQR(AGN-PC-07XU9V)
Synonyms:
MDL No:
Molecular Formula: C15H18BF3O4
Molecular Weight: 330.1072

Identification/Properties


Computed Properties
Molecular Weight:
330.11g/mol
Hydrogen Bond Donor Count:
0
Hydrogen Bond Acceptor Count:
7
Rotatable Bond Count:
3
Exact Mass:
330.125g/mol
Monoisotopic Mass:
330.125g/mol
Topological Polar Surface Area:
44.8A^2
Heavy Atom Count:
23
Formal Charge:
0
Complexity:
448
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



Methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)benzoate is a key reagent utilized in organic synthesis for the efficient introduction of the versatile trifluoromethyl group into various compounds. This compound serves as a valuable building block in medicinal chemistry, agrochemicals, and materials science due to its unique trifluoromethyl functionality, which has been identified as a crucial structural motif in enhancing the biological activity and properties of diverse chemical entities.By employing Methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)benzoate in chemical transformations such as palladium-catalyzed cross-coupling reactions, researchers can access a wide array of trifluoromethylated organic molecules. This compound facilitates the installation of the trifluoromethyl group under mild reaction conditions, allowing for the rapid and efficient diversification of molecular structures with enhanced properties.Furthermore, the presence of the boron moiety in Methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)benzoate enables chemists to perform selective transformations through Suzuki-Miyaura coupling reactions, enabling the incorporation of the trifluoromethyl group into complex molecules with exquisite control over regio- and stereoselectivity.Overall, Methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)benzoate stands as a versatile and indispensable tool in the toolkit of synthetic chemists, offering a strategic route to access novel fluorinated compounds with enhanced properties and promising applications in various fields of chemical research.