1,3,2-Dioxaborolane, 2,2'-(2,5-furandiyl)bis[4,4,5,5-tetramethyl-


Chemical Name: 1,3,2-Dioxaborolane, 2,2'-(2,5-furandiyl)bis[4,4,5,5-tetramethyl-
CAS Number: 476004-83-8
Product Number: AG00DACX(AGN-PC-0NHX0A)
Synonyms:
MDL No:
Molecular Formula: C16H26B2O5
Molecular Weight: 319.9966

Identification/Properties


Computed Properties
Molecular Weight:
320g/mol
Hydrogen Bond Donor Count:
0
Hydrogen Bond Acceptor Count:
5
Rotatable Bond Count:
2
Exact Mass:
320.196634g/mol
Monoisotopic Mass:
320.196634g/mol
Topological Polar Surface Area:
50.1Ų
Heavy Atom Count:
23
Formal Charge:
0
Complexity:
403
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:
H317-H319
Precautionary Statements:
P280-P305+P351+P338
Class:
-
Packing Group:
-

NMR Spectrum


Other Analytical Data


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Chemical Structure



In chemical synthesis, 2,2′-(2,5-Furandiyl)bis[4,4,5,5-tetramethyl-1,3,2-dioxaborolane] serves as an essential boron-containing reagent with versatile applications. This compound is commonly used as a cross-coupling agent in various organic reactions, particularly in the formation of carbon-carbon and carbon-heteroatom bonds. Its unique structure featuring boron and furan moieties allows for selective and efficient bond formation under mild reaction conditions.The functional groups present in 2,2′-(2,5-Furandiyl)bis[4,4,5,5-tetramethyl-1,3,2-dioxaborolane] enable it to participate in Suzuki-Miyaura cross-coupling reactions, which are widely employed in the synthesis of pharmaceuticals, agrochemicals, materials science, and other important organic compounds. By facilitating the coupling of aryl halides or pseudohalides with various nucleophiles, this reagent contributes significantly to the construction of complex molecular structures with high efficiency and selectivity.Furthermore, the use of 2,2′-(2,5-Furandiyl)bis[4,4,5,5-tetramethyl-1,3,2-dioxaborolane] in chemical synthesis offers advantages such as good functional group compatibility, air and moisture stability, and broad substrate scope. Its incorporation into synthetic pathways enables chemists to access diverse chemical building blocks and intermediates, thereby enhancing the efficiency and versatility of organic synthesis strategies.