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2-Ethoxyphenylboronic acid

Catalog NumberACM213211699-1

CAS Number213211-69-9

CategorySalt

2-Ethoxyphenylboronic acid
Synonyms
RARECHEM AH PB 0149;2-ETHOXYPHENYLBORONIC ACID;2-ETHOXYBENZENEBORONIC ACID;AKOS BRN-0068;BORONIC ACID, (2-ETHOXYPHENYL)-;2-Ethoxyphenylboronic Acid (contains varying amounts of Anhydride);2-Ethoxyphenylboronic acid,98%;Ethoxyphenylboronic acid
IUPAC Name
(2-ethoxyphenyl)boronic acid
Molecular Weight
165.98
Molecular Formula
C8H11BO3
Canonical SMILES
B(C1=CC=CC=C1OCC)(O)O
InChI Key
DGFCTCGCMKEILT-UHFFFAOYSA-N
Boiling Point
328.8ºC at 760mmHg
Melting Point
97-102ºC
Flash Point
152.7ºC
Purity
98%
Density
1.13 g/cm³
Appearance
white to off-white crystals or crystalline powder
Application
2-Ethoxyphenylboronic acid is primarily utilized as a reactant in various important chemical synthesis processes. It appears as white to off-white crystals or crystalline powder and plays a critical role in Suzuki-Miyaura cross-coupling reactions, which are integral to the synthesis of pyridines and pyrimidines. Additionally, it is involved in the reactions of bromo-N-methylpyrrole and the synthesis of diarylbenzophenones. Beyond these, it serves in ipso-amidation with nitriles and aids in studies examining the influence of biaryl phosphine ligand structures on forming C-N and C-C bonds. Furthermore, 2-Ethoxyphenylboronic acid is involved in oxidative coupling through C-H arylation, highlighting its versatility in facilitating complex organic reactions.
Exact Mass
166.08000
Hazard Statements
Xn:Harmful;
Safety Description
S26-S37/39
WGK Germany
3
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