269409-70-3

Basic information

• Product Name: 4-Hydroxyphenylboronic acid pinacol ester
• Synonyms: 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENOL;4-HYDROXYBENZENEBORONIC ACID;4-HYDROXYBENZENEBORONIC ACID, PINACOL ESTER;4-HYDROXYPHENYLBORONIC ACID PINACOLATE;4-HYDROXYPHENYLBORONIC ACID, PINACOL CYCLIC ESTER;4-HYDROXYPHENYLBORONIC ACID, PINACOL ESTER;2-(4-HYDROXYPHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenol,4-Hydroxybenzeneboronic acid
• CAS NO: 269409-70-3
• Molecular Formula: C₁₂H₁₇BO₃
• Molecular Weight: 220.07
• EINECS: 1312995-182-4
• Product Categories: Boronic acids;B (Classes of Boron Compounds);Boronic Acids Esters;Boronic acid;CHIRAL CHEMICALS;organic or inorganic borate;Aryl Boronate Esters;Boronate Esters;Boronic Acids and Derivatives;Chemical Synthesis;Organometallic Reagents
• Mol File: 269409-70-3.mol
• Article Data: 62

Chemical Properties

• Melting Point: 113-117 °C(lit.)
• Boiling Point: 333.23°C at 760 mmHg
• Flash Point: 155.691 °C
• Appearance: Yellow to light brown/Crystalline Powder
• Density: 1.088 g/cm³
• Vapor Pressure: 6.87E-05mmHg at 25°C
• Refractive Index: 1.514
• Storage Temp.: Refrigerator (+4°C)
• Solubility: Acetonitrile, DMSO, Methanol
• PKA: 9.61±0.30(Predicted)
• Water Solubility: Insoluble
• CAS DataBase Reference: 4-Hydroxyphenylboronic acid pinacol ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hydroxyphenylboronic acid pinacol ester(269409-70-3)
• EPA Substance Registry System: 4-Hydroxyphenylboronic acid pinacol ester(269409-70-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• TSCA: No
• HazardClass: IRRITANT
• Hazardous Substances Data: 269409-70-3(Hazardous Substances Data)

Usage

Chemical Properties

yellow to light brown crystalline powder

Uses

Different sources of media describe the Uses of 269409-70-3 differently. You can refer to the following data:
1. 4-Hydroxyphenylboronic acid pinacol ester is widely used in Suzuki coupling chemistry.
2. suzuki reaction
3. Widely used in Suzuki coupling chemistry.

InChI:InChI=1/C12H17BO3/c1-11(2)12(3,4)16-13(15-11)9-5-7-10(14)8-6-9/h5-8,14H,1-4H3

Upstream product

• 106-48-9 4-chloro-phenol 
• 73183-34-3 bis(pinacol)diborane 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 71597-85-8 (p-hydroxyphenyl)boronic acid 
• 123-30-8 4-amino-phenol 
• 95770-20-0 4,4,5,5-tetramethyl-2-phenoxy-1,3,2-dioxaborolane 
• 99-96-7 4-hydroxy-benzoic acid 
• 1073-72-9 4-hydroxythioanisole 
• 17878-44-3 (4-bromophenoxy)trimethylsilane 
• 1415236-88-2 2-(4-(allyloxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 108-95-2 phenol 
• 61807-37-2 benzoic acid 4‐iodophenyl ester 
• 371-41-5 4-Fluorophenol 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 

Downstream Products

• 475272-13-0 [4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]acetonitrile 
• 1029439-14-2 C₂₀H₂₅BO₃ 
• 1029438-33-2 C₁₉H₂₂BFO₃ 
• 1134785-19-5 2-[4-(tert-butyldiphenylsilanyloxy)phenyl]-4,4,5,5-tetramethyl[1,3,2]dioxaborolan 
• 1049768-84-4 C₂₅H₂₅BClNO₅ 
• 156686-73-6 1,2-Bis-<5'-(4''-hydroxyphenyl)-2'-methylthien-3'-yl>perfluorocyclopentene 
• 1174675-07-0 (S)-2-methyl-3-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenoxy]-propan-1-ol 
• 957061-13-1 2-[4-(3-bromopropoxy)phenyl]-4,4,5,5-tetramethyl-[1,3,2]-dioxaborolane 
• 1174575-80-4 3,6-dibromo-9-(6-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)hexyl)-9H-carbazole 
• 756520-73-7 1-morpholin-4-yl-3-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenoxy]propan-2-ol 
• 1206101-28-1 5-[4-(4, 4, 5, 5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenoxymethyl]-pyridine-2-carbonitrile 
• 1260084-54-5 C₂₇H₃₉BO₉S 
• 1260084-63-6 C₁₉H₁₄O₃ 
• 1260084-56-7 C₂₉H₄₃BO₁₀S 

Relevant articles and documents

One-pot synthesis of Ag-Cu-Cu2O/C nanocomposites derived from a metal-organic framework as a photocatalyst for borylation of aryl halide

Mixed metal-metal oxide/C (Ag-Cu-Cu2O/C) nanocomposites were synthesized by the heat treatment of a metal-organic framework under a N2 flow using the one-pot synthesis method. The as-prepared nanocomposites were characterized using a range of techniques,

Preparation method of aryl borate catalyzed by cesium neovalerate

The preparation method comprises the following steps: dissolving a compound of formula (I) and a diboron compound in an organic solvent, then adding an organic solvent dissolved with cesium neovalerate, palladium acetate and triphenylphosphine, and carrying out reaction to obtain aryl boronic acid ester. In the formula (I) R1. R2, R3, R4 and R5 are each independently selected from H, C. 1 - C10 Alkyl group, C2 - C10 Alkenyl, C2 - C10 Alkynyl group, C1 - C10 Alkoxy, hydroxy, hydroxy-substituted C1 - C10 Alkyl, phenyl, C1 - C10 Alkylamino. X Is selected from F, Cl, Br, i. The preparation method has the advantages of low production cost, high product yield, high purity, simple operation and suitability for industrial mass production.

Recyclable Pd2dba3/XPhos/PEG-2000 System for Efficient Borylation of Aryl Chlorides: Practical Access to Aryl Boronates

Pd2dba3/XPhos in poly(ethylene glycol) (PEG-2000) is shown to be a highly stable and efficient catalyst for the borylation of aryl chlorides with bis(pinacolato)diboron. The borylation reaction proceeds smoothly at 110 °C, delivering a wide variety of aryl boronates in good to excellent yields with high functional group tolerance. The crude products were easily isolated via simple extraction of the reaction mixture with cyclohexane. Moreover, both expensive Pd2dba3 and XPhos in PEG-2000 system could be readily recycled and reused more than six times without loss of catalytic efficiency.