2-(2-((4-bromophenoxy)methyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane


Chemical Name: 2-(2-((4-bromophenoxy)methyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS Number: 2246758-17-6
Product Number: AG01FPKZ(AGN-PC-3H5P0M)
Synonyms:
MDL No:
Molecular Formula: C19H22BBrO3
Molecular Weight: 389.0912

Identification/Properties


Computed Properties
Molecular Weight:
389.1g/mol
Hydrogen Bond Donor Count:
0
Hydrogen Bond Acceptor Count:
3
Rotatable Bond Count:
4
Exact Mass:
388.08454g/mol
Monoisotopic Mass:
388.08454g/mol
Topological Polar Surface Area:
27.7Ų
Heavy Atom Count:
24
Formal Charge:
0
Complexity:
405
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



2-(2-((4-Bromophenoxy)methyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a versatile compound utilized in organic synthesis as a boronic ester reagent. This compound plays a crucial role in Suzuki-Miyaura cross-coupling reactions, a widely-used method in synthetic chemistry for forming carbon-carbon bonds. During this reaction, 2-(2-((4-Bromophenoxy)methyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane acts as a boron source, enabling the coupling of the boronic ester with various aryl or heteroaryl halides under palladium catalysis. This process allows for the efficient construction of complex organic molecules with high stereochemical control, making it a valuable tool for the synthesis of pharmaceuticals, agrochemicals, and materials science.