Phenylboronic Acid

CAS: 98-80-6 | High Purity Pharmaceutical Intermediates | Direct Supply from Professional Manufacturers

basic product information

nature (Properties)

physical state: White orthorhombic crystal or crystalline powder, the molecule is planar structure, the ideal molecular symmetry is C. The boron atom adopts sp² hybridization and contains an empty p orbital.

Melting point: 216-219 ° C. (literature value), easily dehydrated under heating to form a trimolecular polymer (benzoic acid anhydride).

Solubility: Slightly soluble in water (10g/L,20°C), low solubility in non-polar solvents such as water and benzene; Soluble in polar organic solvents such as methanol, ether, ethanol, soluble in chloroform and DMSO.

Acidity coefficient: pKa = 8.83(25 ° C.), weakly acidic, and can form stable cyclic borate esters with compounds containing ortho hydroxyl groups such as diols and diamines.

Stability: Stable in the air, but hygroscopic, long-term exposure to humid environment will absorb water and gradually dehydration condensation. Keep away from light, seal and dry.

Associative properties: Two molecules of phenylboronic acid can form associative dimers through intermolecular hydrogen bonds, which makes it have unique application value in supramolecular chemistry and materials science.

Reactivity: As an aryl boronic acid, it is the core reagent for Suzuki-Miyaura cross-coupling reaction, Stille coupling reaction and other C- C bond formation reactions, with mild reaction conditions and good functional group tolerance.

Purpose (Applications)

1. Pharmaceutical synthesis intermediates: phenylboronic acid is a key building block for the synthesis of a variety of drugs, widely used in the preparation of antineoplastic drugs, antiviral drugs, antibacterial drugs and enzyme inhibitors. As a total synthesis of polyhydroxy compound recognition body, compared with the enzyme material has a low price, stable and not easy to inactivate the significant advantages.

2. Suzuki coupling reaction: As a classical aryl boronic acid component, it is used to Suzuki-Miyaura cross-coupling reactions and realize the efficient construction of aryl-aryl and aryl-alkenyl C- C bonds. It is an irreplaceable reagent in modern organic synthesis and pharmaceutical chemistry.

3. Carbohydrate recognition and sensing: Phenylboronic acid and its derivatives can form cyclic borate esters with sugars and vicinal diol compounds, which are widely used in glucose electrochemical sensors, optical sensors and glucose-sensitive drug release systems (such as insulin intelligent release hydrogels).

4. Biomarkers and diagnosis and treatment: Using its good water solubility and low cytotoxicity, it is used as a potential boron carrier for boron neutron capture therapy (BNCT) for targeted therapy of cancers such as melanoma; at the same time, it can be used for protein and cell surface biomarkers and tags.

5. Materials Science: It is used to prepare N-type polymers (all-polymer solar cells), self-assembled monolayers and functional polymer materials, and has broad prospects in the field of new energy and electronic materials.

6. Organic synthetic reagents: showed excellent catalytic compatibility and reaction efficiency in Rh-catalyzed intramolecular amination, Pd-catalyzed direct arylation, Mizoroki-Heck reactions and stereoselective Heck-type reactions.

Safety Information (Safety Information)

GHS classification: Acute toxicity, oral (category 4). H302: Harmful if swallowed.

Toxicity data: rat oral LD∞L = 740 mg/kg; mouse peritoneal LD∞L = 320 mg/kg. It is a highly toxic substance and should avoid inhalation of dust, skin contact and accidental ingestion during operation.

First aid measures: transfer to fresh air after inhalation, and perform artificial respiration if necessary; rinse with soap and plenty of water after skin contact; rinse with plenty of water immediately after eye contact and seek medical treatment; do not induce vomiting after taking it by mistake, rinse your mouth with water and seek medical treatment immediately.

Protective measures: NIOSH (USA) or EN 166 (EU) certified goggles, protective gloves and dust mask (type N95/P1) should be worn during operation. Operate in a fume hood to avoid dust generation.

Fire-fighting measures: combustible solids, irritating smoke and toxic gases such as borane/boron oxide when burned. The extinguishing agent can be water mist, alcohol-resistant foam, dry powder or carbon dioxide. Firefighters are required to wear self-contained breathing apparatus.

Leakage treatment: prevent dust generation, avoid inhalation of vapor or gas. Use a suitable method to collect the leakage and place it in a clean, dry container for disposal. Flush the contaminated area with plenty of water.

Storage and transportation: Store in a cool, ventilated and dry warehouse, away from oxidants and food raw materials. Keep the container tightly sealed and preferably stored under inert gas protection. WGK German classification: 3 (slight hazard to water).

Our production advantages and capacity

quality advantage

high purity product (≥ 99.0%, customizable ≥ 99.5%); strict quality control system.

Technical advantages

the synthetic process route with independent intellectual property rights, mild reaction conditions, high yield and less waste, and the professional R & D team can quickly respond to customer customization needs and provide a full range of services from gram to ton.

Capacity and Supply

the annual production capacity is more than 200 tons, and the stock is sufficient, supporting small batch samples (G grade) to large batch procurement (ton grade); Flexible packaging specifications (1g-25kg/barrel), packaging and labeling can be customized according to customer needs.

Welcome to ask for free samples and detailed technical information, long-term cooperation price is better