4,4,5,5-tetramethyl-2-(2-phenylmethoxyphenyl)-1,3,2-dioxaborolane


Chemical Name: 4,4,5,5-tetramethyl-2-(2-phenylmethoxyphenyl)-1,3,2-dioxaborolane
CAS Number: 1027757-13-6
Product Number: AG0008C6(AGN-PC-0KVVMS)
Synonyms:
MDL No:
Molecular Formula: C19H23BO3
Molecular Weight: 310.1951

Identification/Properties


Computed Properties
Molecular Weight:
310.2g/mol
Hydrogen Bond Donor Count:
0
Hydrogen Bond Acceptor Count:
3
Rotatable Bond Count:
4
Exact Mass:
310.174g/mol
Monoisotopic Mass:
310.174g/mol
Topological Polar Surface Area:
27.7A^2
Heavy Atom Count:
23
Formal Charge:
0
Complexity:
374
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-(2-(Benzyloxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a versatile compound commonly used in chemical synthesis as a boronic ester reagent. This compound plays a crucial role in organic chemistry as a building block for the preparation of various functional molecules and pharmaceutical intermediates.In chemical synthesis, 2-(2-(Benzyloxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane acts as a valuable tool for C-C bond formation through palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura coupling, Heck reaction, and Stille coupling. These reactions enable the selective and efficient construction of complex organic compounds with high stereo- and regioselectivity.Furthermore, the presence of the boron atom in 2-(2-(Benzyloxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane facilitates its use in chemoselective transformations, site-selective functionalization, and late-stage modification of biologically active molecules. This compound's unique reactivity and compatibility with various functional groups make it an indispensable tool in the synthesis of natural products, pharmaceuticals, agrochemicals, and materials science.Overall, the application of 2-(2-(Benzyloxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane in chemical synthesis offers chemists a powerful strategy for the efficient and sustainable construction of diverse molecular architectures with broad applications in drug discovery, materials development, and chemical biology.