Boronic acid, B-[2-(methylsulfonyl)phenyl]-

Boronic acid, B-[2-(methylsulfonyl)phenyl]- - Names and Identifiers

Name	2-(Methylsulfonyl)phenylboronic acid
Synonyms	2-(METHYLSULFONYL)PHENYLBORONIC ACID 2-(Methylsulfonyl)phenylboronic acid 2-(Methanesulfonyl)phenylboronic acid 3-(Methanesulphonyl)phenylboronic acid 2-(METHYLSULPHONYL)BENZENEBORONIC ACID [3-(methylsulfonyl)phenyl]boronic acid Boronic acid, B-[2-(methylsulfonyl)phenyl]- 2-(Methylsulfonyl)phenylboronic Acid (contains varying amounts of Anhydride)
CAS	330804-03-0
InChI	InChI=1/C7H9BO4S/c1-13(11,12)7-4-2-3-6(5-7)8(9)10/h2-5,9-10H,1H3

Boronic acid, B-[2-(methylsulfonyl)phenyl]- - Physico-chemical Properties

Molecular Formula	C7H9BO4S
Molar Mass	200.02
Density	1.39±0.1 g/cm3(Predicted)
Melting Point	78-84°C
Boling Point	469.2±51.0 °C(Predicted)
Flash Point	243.1°C
Vapor Presure	5.89E-10mmHg at 25°C
pKa	7.90±0.53(Predicted)
Storage Condition	under inert gas (nitrogen or Argon) at 2-8°C
Refractive Index	1.566

Boronic acid, B-[2-(methylsulfonyl)phenyl]- - Risk and Safety

Hazard Symbols	Xi - Irritant
Risk Codes	36 - Irritating to the eyes
Safety Description	S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
Hazard Note	Irritant

Boronic acid, B-[2-(methylsulfonyl)phenyl]- - Reference Information

application

2-methylsulfone phenylboronic acid is an important organic synthesis intermediate, which can be synthesized by suzuki aryl coupling reaction The derivatives of polyolefins, styrene and biphenyl are used in the synthesis of many natural products and organic materials.

preparation

1800kg of water, 700kg of sulfone sulfonyl chloride, 450kg of sodium bicarbonate and 330kg of sodium sulfite are added to the salt forming kettle to carry out salt forming reaction under normal pressure, the reaction temperature is 60 ℃, the holding time is 4 hours, the carbon dioxide gas and a small amount of water generated by the reaction are emptied, and after the reaction is completed, the reaction is filtered at 40-50 ℃ while hot, the mother liquor is pumped into the methylation kettle with vacuum, and the filter residue is treated separately. The mother liquor is further heated to 70 ℃ in a methylation kettle, 158kg of methyl chloride gas is passed under a pressure of 0.5kg/cm3, and the crystal is cooled by heat preservation. When the crystallization mother liquor is cooled to 40 ℃, the material is discharged and filtered, the filter cake is centrifuged through a centrifuge, the filtered mother liquor and the centrifugal mother liquor are centrally distilled, the water vapor is condensed by a condenser and then applied, and the waste salt produced is treated separately. The wet product is dried by a dryer to obtain sulfone benzene. The content of sulfone benzene is above 99%, and the yield is about 70%. Methyl benzene is brominated to obtain o-bromothione benzene. 0.05mol(0.1eq) o-bromosulfone benzene, 0.55mol(1.1eq) magnesium chips, several particles of elemental iodine, 300ml THF were added to the reaction flask, stirred, heated to reflux, Grignard initiated, and dropwise 0.45mol(0.9eq) of m-bromotoluene was added in the reflux state. After dropping the reflux heat preservation reaction, the reaction time is up to, the temperature is reduced to -60.0 ℃, the 1.0mol(2.0eq) of trimethyl borate is started to be dropped, the drop is completed, the heat preservation reaction is carried out until the raw material reaction is completed, the temperature is raised, water is added, hydrochloric acid is added dropwise for hydrolysis, pH is adjusted to 1-2, the heat preservation reaction is carried out, the reaction time is up to, the rotation evaporation, the pumping is carried out, the pulping is purified, the dried white solid 2-sulfone phenylboronic acid was 0.44mol, the water content was 0.05%, the purity was 98.64%, and the yield was 88.0%.

Last Update：2024-04-09 21:04:16