2-[2-fluoro-4-(trifluoromethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane


Chemical Name: 2-[2-fluoro-4-(trifluoromethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS Number: 1073353-68-0
Product Number: AG008SIP(AGN-PC-01LR1B)
Synonyms:
MDL No:
Molecular Formula: C13H15BF4O2
Molecular Weight: 290.0616

Identification/Properties


Computed Properties
Molecular Weight:
290.065g/mol
Hydrogen Bond Donor Count:
0
Hydrogen Bond Acceptor Count:
6
Rotatable Bond Count:
1
Exact Mass:
290.11g/mol
Monoisotopic Mass:
290.11g/mol
Topological Polar Surface Area:
18.5A^2
Heavy Atom Count:
20
Formal Charge:
0
Complexity:
354
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#:
N/A
Hazard Statements:
H302
Precautionary Statements:
P280-P305+P351+P338
Class:
N/A
Packing Group:
N/A

NMR Spectrum


Other Analytical Data


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Chemical Structure



2-(2-Fluoro-4-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a versatile reagent commonly employed in chemical synthesis processes. This compound is particularly valuable in the field of organic chemistry due to its unique structural properties and reactivity.In chemical synthesis, this boronic ester derivative acts as a key building block for constructing complex organic molecules through cross-coupling reactions, specifically in palladium-catalyzed coupling reactions such as Suzuki-Miyaura and Heck reactions. The fluoro and trifluoromethyl substituents enhance the reactivity and stability of the molecule, allowing for efficient and selective bond formation with a variety of functional groups.Additionally, the tetramethyl substituents on the boron atom provide steric hindrance, which can influence the selectivity of the coupling reactions and prevent undesired side reactions. This compound is a valuable tool for the synthesis of pharmaceuticals, agrochemicals, and materials science due to its ability to introduce fluorine and trifluoromethyl groups into organic molecules, which are important for enhancing biological activity and chemical properties.