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)

pka

8.55±0.58(Predicted)

form 

Crystals or Crystalline Powder

color 

Off-white

Water Solubility 

Insoluble in water.

BRN 

3030981

InChI

InChI=1S/C7H9BO3/c1-11-7-5-3-2-4-6(7)8(9)10/h2-5,9-10H,1H3

InChIKey

ROEQGIFOWRQYHD-UHFFFAOYSA-N

SMILES

B(C1=CC=CC=C1OC)(O)O

CAS DataBase Reference

5720-06-9(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

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-Methoxyphenylboronic acid Usage And Synthesis

Description

2-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 Properties

white to light yellow crystal powder

Uses

2-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.

Preparation

Under 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.

2-Methoxyphenylboronic acid(5720-06-9)Related Product Information

• Citric acid
• Folic acid
• 4-Methoxyphenylacetone
• o-Anisaldehyde
• (3-Methoxyphenyl)acetonitrile
• (Trifluoromethoxy)benzene
• 4-Methoxybenzylchloride
• p-Anisidine
• 4-Tolylboronic acid
• 3-(METHOXYMETHOXY)BENZALDEHYDE
• 4-Aminophenylboronic acid
• p-Anisaldehyde
• Anisole
• 3-Methoxybenzaldehyde
• 4-Methoxyphenylacetic acid
• Ethyl 2-(Chlorosulfonyl)acetate
• Phenylboronic acid
• m-Anisyl alcohol