Boronic acid, (4-methoxy-1-naphthalenyl)-


Chemical Name: Boronic acid, (4-methoxy-1-naphthalenyl)-
CAS Number: 219834-95-4
Product Number: AG0037SV(AGN-PC-0L72FI)
Synonyms:
MDL No: MFCD03452757
Molecular Formula: C11H11BO3
Molecular Weight: 202.0142

Identification/Properties


Computed Properties
Molecular Weight:
202.016g/mol
Hydrogen Bond Donor Count:
2
Hydrogen Bond Acceptor Count:
3
Rotatable Bond Count:
2
Exact Mass:
202.08g/mol
Monoisotopic Mass:
202.08g/mol
Topological Polar Surface Area:
49.7A^2
Heavy Atom Count:
15
Formal Charge:
0
Complexity:
210
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



4-Methoxynaphthalen-1-ylboronic acid is a versatile organic compound that finds widespread application in chemical synthesis, particularly in the field of organic chemistry. This compound serves as a useful building block for the development of various organic molecules due to its unique chemical properties.One key application of (4-Methoxynaphthalen-1-yl)boronic acid is in Suzuki-Miyaura cross-coupling reactions. In this reaction, the boronic acid functionality facilitates the formation of carbon-carbon bonds with aryl halides or pseudohalides in the presence of a palladium catalyst. This allows for the efficient synthesis of biaryl compounds, which are common structural motifs in pharmaceuticals, agrochemicals, and materials science.Additionally, (4-Methoxynaphthalen-1-yl)boronic acid can be utilized in metal-catalyzed C-H activation reactions. By coordinating to transition metals such as palladium, this compound enables the functionalization of inert C-H bonds in organic molecules, leading to the expedited synthesis of complex molecular structures.Overall, the diverse reactivity and compatibility of (4-Methoxynaphthalen-1-yl)boronic acid make it a valuable tool in the toolbox of synthetic chemists for the construction of novel organic compounds with potential applications in various industries.