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2-Methoxyphenylboronic acid

Catalog Number
ACM5720069
CAS Number
5720-06-9
Product Name
2-Methoxyphenylboronic acid
Category
Salt; Other Electronic Materials
Synonyms
o-Anisylboronic acid
IUPAC Name
(2-methoxyphenyl)boronic acid
Molecular Weight
151.96
Molecular Formula
C7H9BO3
Canonical SMILES
B(C1=CC=CC=C1OC)(O)O
InChI
InChI=1S/C7H9BO3/c1-11-7-5-3-2-4-6(7)8(9)10/h2-5,9-10H,1H3
InChI Key
ROEQGIFOWRQYHD-UHFFFAOYSA-N
Boiling Point
319.3±44.0 °C
Melting Point
105-110 °C (lit.)
Purity
99.5%+
Density
1.17±0.1 g/ml
Application
2-Methoxyphenylboronic acid, appearing as a white to light yellow crystalline powder, is primarily utilized to study the role of boron in plant biology. It is notably applied in the Suzuki reaction, a type of organic coupling reaction that involves a boronic acid reacting with a halide under the catalysis of a palladium(0) complex. As a member of the arylboronic acids, 2-Methoxyphenylboronic acid serves as a versatile and environmentally friendly reagent for the synthesis of various fine chemicals, including pharmaceuticals, pesticides, and advanced materials. The interactions of arylboronic acids with halogenated compounds are crucial in contemporary pharmaceutical synthesis, a field significantly advanced by Suzuki and his team's Nobel Prize-winning work in 2010.
Complexity
118
Covalently-Bonded Unit Count
1
Exact Mass
152.064474g/mol
Formal Charge
0
Hazard Statements
Xi
Heavy Atom Count
11
Monoisotopic Mass
152.064474g/mol
Rotatable Bond Count
2
Safety Description
37/39-26-36
Supplemental Hazard Statements
H335-H315-H319
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