Name | 2-Methoxybenzeneboronic acid |
Synonyms | AKOS BRN-0014 2-Boronoanisole RARECHEM AH PB 0181 o-Anisylboronic acid 2-METHOXYPENYLBORONIC ACID 2-METHOXYPHENYLBORONIC ACID 2-Methoxyphenylboronic acid O-METHOXYPHENYLBORONIC ACID 2-Methoxybenzeneboronic acid 2-METHOXYBENZENEBORONIC ACID |
CAS | 5720-06-9 |
EINECS | 611-481-7 |
InChI | InChI=1/C7H9BO3/c1-11-7-5-3-2-4-6(7)8(9)10/h2-5,9-10H,1H3 |
InChIKey | ROEQGIFOWRQYHD-UHFFFAOYSA-N |
Molecular Formula | C7H9BO3 |
Molar Mass | 151.96 |
Density | 1.17±0.1 g/cm3(Predicted) |
Melting Point | 105-110 °C (lit.) |
Boling Point | 319.3±44.0 °C(Predicted) |
Flash Point | 146.9°C |
Water Solubility | Insoluble in water. |
Solubility | Chloroform (Slightly), Ethyl Acetate (Slightly) |
Vapor Presure | 0.000142mmHg at 25°C |
Appearance | Light Yellow Crystal |
Color | Off-white |
BRN | 3030981 |
pKa | 8.55±0.58(Predicted) |
Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
Refractive Index | 1.524 |
MDL | MFCD00236047 |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S37/39 - Wear suitable gloves and eye/face protection S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
WGK Germany | 3 |
TSCA | No |
HS Code | 29163990 |
Hazard Class | IRRITANT |
Introduction | 2-methoxyphenylboronic acid is an aryl boronic acid, aryl boronic acid can be used as a new type of safe and environmentally friendly arylating reagent. It is widely used in the scientific research and production of fine chemicals containing aromatic structures such as pharmaceuticals, pesticides, advanced materials and so on. Aryl boronic acid and halogenated compounds in the reaction of today's drug synthesis plays an important role, such reactions were first proposed by the team of Japanese scientists Suzuki, and in 2010 won the Nobel Prize in Chemistry. |
preparation | under the protection of nitrogen, a 250 ml three-necked flask with a dropping funnel was charged with magnesium (2.9G, 1.2 times) and tetrahydrofuran (20 ml) and dibromoethane (1.9g); Then 2-methoxybromobenzene (17.1g, 0.1 mol), trimethyl borate (36.8g, 3.5 times) and tetrahydrofuran (50 ml) as solvent. Heating to 40 ℃, activation of magnesium powder, and then slowly drop the mixture in the dropping funnel, control the speed to the reaction temperature does not exceed 60 ℃, after adding stirring reaction until magnesium basically disappeared, the reaction was further heated and refluxed for 6 hours. Heating was stopped, cooled to room temperature and hydrolyzed to pH<2 with 5% dilute hydrochloric acid. The THF solvent is recovered by distillation, and as the solvent decreases, the product precipitates; The product is cooled and filtered, and recrystallized in methanol/water to obtain 2-methoxyphenylboronic acid. |
Use | 2-methoxyphenylboronic acid is a Phenylboronic acid used to study boron function in plants. |