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2,6-Dimethoxyphenylboronic acid

Catalog Number
ACM23112961-1
CAS Number
23112-96-1
Product Name
2,6-Dimethoxyphenylboronic acid
Category
Salt; Organic Light-Emitting Diode (OLED) Materials
Synonyms
CHEMBRDG-BB 3200972;AKOS BRN-0146;2,6-DIMETHOXYPHENYLBORONIC ACID;2,6-DIMETHOXYBENZENEBORONIC ACID;RARECHEM AH PB 0108;TIMTEC-BB SBB003736;2,6-Dimethoxyphenylboronic acid ,98%;2,6-Dimethoxyphenylboronic Acid (contains varying amounts of Anhydride)
IUPAC Name
(2,6-dimethoxyphenyl)boronic acid
Molecular Weight
181.98g/mol
Molecular Formula
C8H11BO4
Canonical SMILES
B(C1=C(C=CC=C1OC)OC)(O)O
InChI
InChI=1S/C8H11BO4/c1-12-6-4-3-5-7(13-2)8(6)9(10)11/h3-5,10-11H,1-2H3
InChI Key
BKWVXPCYDRURMK-UHFFFAOYSA-N
Application
2,6-Dimethoxyphenylboronic acid, a white to beige powder, serves a fundamental role as a reagent in several chemical reactions. It is instrumental in the palladium-catalyzed Suzuki-Miyaura coupling reaction, facilitating the construction of carbon-carbon bonds. Additionally, it is vital in the synthesis of 2H-imidazo[1,5-a]pyridin-4-ium bromides, which are key precursors for creating N-heterocyclic carbene ligands. Moreover, it is used in preparing monosubstituted benzothiazoloquinazolinones, which hold potential as monoamine oxidase inhibitors, enhancing its versatility and importance in developing various chemical compounds.
Complexity
141
Covalently-Bonded Unit Count
1
Exact Mass
182.075039g/mol
Formal Charge
0
Heavy Atom Count
13
Monoisotopic Mass
182.075039g/mol
Rotatable Bond Count
3
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