6-methoxy-1,3-dihydro-2,1-benzoxaborol-1-ol


Chemical Name: 6-methoxy-1,3-dihydro-2,1-benzoxaborol-1-ol
CAS Number: 947163-26-0
Product Number: AG01C59M(AG01C59M)
Synonyms:
MDL No:
Molecular Formula: C8H9BO3
Molecular Weight: 163.9663

Identification/Properties


Computed Properties
Molecular Weight:
163.967g/mol
Hydrogen Bond Donor Count:
1
Hydrogen Bond Acceptor Count:
3
Rotatable Bond Count:
1
Exact Mass:
164.064g/mol
Monoisotopic Mass:
164.064g/mol
Topological Polar Surface Area:
38.7A^2
Heavy Atom Count:
12
Formal Charge:
0
Complexity:
164
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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Chemical Structure



6-Methoxybenzo[c][1,2]oxaborol-1(3H)-ol is a versatile compound widely utilized in chemical synthesis due to its unique reactivity and structural properties. This compound serves as a valuable building block in the synthesis of various organic molecules, particularly in the formation of boron-containing compounds.One key application of 6-Methoxybenzo[c][1,2]oxaborol-1(3H)-ol is its use as a boron reagent in Suzuki-Miyaura cross-coupling reactions. In this widely employed organic transformation, the boron atom of 6-Methoxybenzo[c][1,2]oxaborol-1(3H)-ol acts as a nucleophilic partner with aryl or vinyl halides, facilitating the formation of carbon-carbon bonds under mild reaction conditions. This reaction has been pivotal in the synthesis of pharmaceuticals, agrochemicals, and materials science.Furthermore, the presence of the methoxy group in 6-Methoxybenzo[c][1,2]oxaborol-1(3H)-ol provides additional versatility in chemical synthesis. The methoxy group can undergo various functional group transformations, enabling the introduction of diverse molecular functionalities to the synthesized compounds.Overall, 6-Methoxybenzo[c][1,2]oxaborol-1(3H)-ol plays a crucial role in modern organic synthesis, offering chemists a powerful tool for the construction of structurally complex and biologically active molecules.