2-Methoxyphenylboronic acid

2-Methoxyphenylboronic acid Basic information
Product Name:2-Methoxyphenylboronic acid
Synonyms:AKOS BRN-0014;2-METHOXYPENYLBORONIC ACID;2-METHOXYPHENYLBORONIC ACID;2-Boronoanisole;RARECHEM AH PB 0181;O-METHOXYPHENYLBORONIC ACID;o-Anisylboronic acid;2-Methoxyphenyldihydroxyborane
CAS:5720-06-9
MF:C7H9BO3
MW:151.96
EINECS:611-481-7
Product Categories:Boronate Ester;Potassium Trifluoroborate;Substituted Boronic Acids;Boron, Nitrile, Thio,& TM-Cpds;blocks;BoronicAcids;Boronic Acid series;Heterocyclic Compounds;Boronic Acid;Alkoxy;Aryl;Organoborons;Boronic acids;B (Classes of Boron Compounds);CHIRAL CHEMICALS;organic or inorganic borate
Mol File:5720-06-9.mol
2-Methoxyphenylboronic acid Structure
2-Methoxyphenylboronic acid Chemical Properties
Melting point 105-110 °C (lit.)
Boiling point 319.3±44.0 °C(Predicted)
density 1.17±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Chloroform (Slightly), Ethyl Acetate (Slightly)
pka8.55±0.58(Predicted)
form Crystals or Crystalline Powder
color Off-white
Water Solubility Insoluble in water.
BRN 3030981
InChIInChI=1S/C7H9BO3/c1-11-7-5-3-2-4-6(7)8(9)10/h2-5,9-10H,1H3
InChIKeyROEQGIFOWRQYHD-UHFFFAOYSA-N
SMILESB(C1=CC=CC=C1OC)(O)O
CAS DataBase Reference5720-06-9(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 37/39-26-36
WGK Germany 3
TSCA No
HazardClass IRRITANT
HS Code 29163990
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
2-Methoxyphenylboronic acid Usage And Synthesis
Description2-Methoxyphenylboronic acid is an arylboronic acid. Arylboronic acids can be widely used as safe and environmentally friendly new aromatization reagents for scientific research and production of various fine chemicals containing aryl structures, such as pharmaceuticals, pesticides, and advanced materials. The reactions of arylboronic acids with halogenates play a pivotal role in today's drug synthesis, and such reactions were pioneered by Japanese scientists Suzuki's team, which won the Nobel Prize in Chemistry in 2010.
Chemical Propertieswhite to light yellow crystal powder
Uses2-Methoxylphenylboronic acid is a phenylboronic acid used to investigate boron function in plants. It is used in Suzuki reaction, organic reaction that is classified as a coupling reaction where the coupling partners are a boronic acid with a halide catalyzed by a palladium(0) complex.
PreparationUnder the protection of nitrogen, add magnesium (2.9 g, 1.2 times) and tetrahydrofuran (20 ml) and dibromoethane (1.9 g) to a 250 ml three-necked flask with a dropping funnel; then add 2-methoxybromobenzene (17.1 g, 0.1 mol), trimethyl borate (36.8 g, 3.5 times) and tetrahydrofuran (50 ml) as solvent to the dropping funnel. Heat to 40 ℃, activate the magnesium powder, and then slowly add the mixture in the dropping funnel dropwise, control the speed to the reaction temperature does not exceed 60 ℃, add the reaction after stirring until the magnesium basically disappeared, and then heat the reflux reaction for 6 hours. Stop heating, cool to room temperature, hydrolyze with 5% dilute hydrochloric acid to pH<2. Distillation to recover THF solvent, as the solvent is reduced, the product precipitated; cooling and filtration, recrystallization in methanol/water can be obtained 2-methoxyphenylboronic acid.
4-Aminophenylboronic acid 3,6-DIFLUORO-2-METHOXYPHENYLBORONIC ACID 4-Tolylboronic acid 2,6-Difluoro-3-methoxybenzeneboronic acid 2-Methoxyphenylboronic acid Ethyl 2-(Chlorosulfonyl)acetate Ascoric Acid 2-ISOPROPOXY-6-METHOXYPHENYLBORONIC ACID m-Anisyl alcohol 3-(METHOXYMETHOXY)BENZALDEHYDE 3,5-Dimethoxyphenylboronic acid 2-CYANO-3-METHOXYPHENYLBORONIC ACID NEOPENTYL GLYCOL ESTER 2 6-DIFLUORO-4-METHOXYPHENYLBORONIC ACID 2,4-DIBROMO-5-METHOXYPHENYLBORONIC ACID 2,5-DIFLUORO-4-METHOXYPHENYLBORONIC ACID 2-CHLORO-4-METHOXYPHENYLBORONIC ACID 2-METHOXYPHENYLBORONIC ACID PINACOL ESTER 2-BROMO-6-FLUORO-3-METHOXYPHENYLBORONIC ACID

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