87199-14-2

Basic information

• Product Name: 2-Hydroxymethylphenylboronic acid
• Synonyms: 2-(HYDROXYMETHYL)BENZENEBORONIC ACID;2-(HYDROXYMETHYL)PHENYLBORONIC ACID;O-(HYDROXYMETHYL)PHENYLBORONIC ACID;2-(Hydroxymethyl)benzeneboronicacidmonocyclicester;2-(Hydroxymethyl)phenylboronic acid ,97%;2-Hydroxymethylpheny;2-(HydroxyMethyl)phenylboronic Acid (contains varying aMounts of Anhydride);2-HydroMethylphenylboronicacid
• CAS NO: 87199-14-2
• Molecular Formula: C₇H₉BO₃
• Molecular Weight: 151.96
• Product Categories: Boronic Acid series;Boronic acids;Boronic Acid;Aryl;Organoborons
• Mol File: 87199-14-2.mol

Chemical Properties

• Boiling Point: 379.753 °C at 760 mmHg
• Flash Point: 183.468 °C
• Appearance: Off-white Crystal
• Density: 1.258 g/cm³
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 8.48±0.58(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 2-Hydroxymethylphenylboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hydroxymethylphenylboronic acid(87199-14-2)
• EPA Substance Registry System: 2-Hydroxymethylphenylboronic acid(87199-14-2)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-41-37/38-22
• Safety Statements: 26-36-39-60-37
• HazardClass: IRRITANT
• Hazardous Substances Data: 87199-14-2(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
2-Hydroxymethylphenylboronic acid is used as a synthetic intermediate for the preparation of benzooxaborolol compounds, which are important in the development of pharmaceuticals and agrochemicals due to their unique properties and reactivity.
Used in the Suzuki Reaction:
In the field of organic chemistry, 2-Hydroxymethylphenylboronic acid is used as a coupling partner in the Suzuki reaction, a widely employed cross-coupling reaction for the formation of carbon-carbon bonds. This reaction is crucial for the synthesis of complex organic molecules and biologically active compounds.
Used in Biochemistry:
2-Hydroxymethylphenylboronic acid is used as a reagent for studying the reactivity of C-terminal cysteines with HNO (hydroxylamine-O-sulfonic acid). This application is valuable for understanding protein modifications and their roles in biological systems.
Used in Agricultural Fungicides:
In the agricultural industry, 2-Hydroxymethylphenylboronic acid is used in the preparation of benzooxaborolol compounds, which serve as effective fungicides. These compounds help protect crops from fungal infections, ensuring higher yields and better crop quality.

Upstream product

• 7294-50-0 tri-o-tolylboroxine 
• 932-31-0 ortho-tolylmagnesium bromide 
• 7481-16-5 2,4,6-Tris[o-(bromomethyl)phenyl]boroxine 
• 7732-18-5 water 

Downstream Products

• 1431960-97-2 (2-(thiazol-2-yl)phenyl)methanol 
• 1431960-98-3 2-(2-(thiazol-2-yl)benzyl)isoindoline-1,3-dione 
• 927802-41-3 (2-(thiazol-2-yl)phenyl)methanamine 
• 1472640-84-8 (4-(2'-(hydroxymethyl)-[1,1'-biphenyl]-4-yl)-1H-1,2,3-triazol-1-yl)(2-phenylpiperidin-1-yl)methanone 

Relevant articles and documents

PNO ligand containing planar chiral ferrocene and application thereof

The invention discloses a PNO ligand containing planar chiral ferrocene and application thereof. The PNO ligand containing planar chiral ferrocene is a planar chiral ferrocene-containing and phenol-containing PNO ligand as shown in a general formula (I) or (II) which is described in the specification, or a planar chiral ferrocene-containing and aryl-phosphoric-acid-containingPNO ligand containing as shown in a general formula (III) or (IV) which is described in the specification, or a planar chiral ferrocene-containing and carbon-chiral-phenol-containingPNO ligand as shown in a general formula (V) or (VI) which is described in the specification. The invention provides tridentate PNO ligands and processes for their complexation with transition metal salts or transition metal complexes; the introduction of salicylaldehyde and derivatives thereof, which are simple and easy to obtain, enables the ligands to have a bifunctionalization effect, and -OH in a formed catalyst has stronger acidity and is beneficial to combination with N/O in polar double bonds. Therefore, due to the bifunctionalization effect of the catalyst, the interaction between the catalyst and a substrate can be greatly improved, so a reaction can obtain higher catalytic activity and stereoselectivity.