1034287-04-1

Basic information

• Product Name: 4-Ethynylbenzeneboronic acid pinacol ester, 95%
• Synonyms: 4-Ethynylbenzeneboronic acid pinacol ester, 95%;2-(4-Ethynyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane;4-Ethynylphenylboronic acid pinacol ester;4-Ethynylphenylboronic acid pinacol ester 95%
• CAS NO: 1034287-04-1
• Molecular Formula: C₁₄H₁₇BO₂
• Molecular Weight: 246.10986
• Mol File: 1034287-04-1.mol

Chemical Properties

• Melting Point: 66-70°C
• Boiling Point: 312.2±25.0 °C(Predicted)
• Appearance: /
• Density: 1.02±0.1 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility: Insoluble in water.
• CAS DataBase Reference: 4-Ethynylbenzeneboronic acid pinacol ester, 95%(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Ethynylbenzeneboronic acid pinacol ester, 95%(1034287-04-1)
• EPA Substance Registry System: 4-Ethynylbenzeneboronic acid pinacol ester, 95%(1034287-04-1)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 1034287-04-1(Hazardous Substances Data)

Usage

Uses

Used in Nanotechnology:
4-Ethynylbenzeneboronic acid pinacol ester, 95% is used as a functionalizing agent for the functionalization of platinum nanoparticles. This application leverages the photoluminescence properties of the nanoparticles, making them suitable for various applications in the field of nanotechnology.
Used in Supramolecular Chemistry:
In the field of supramolecular chemistry, 4-Ethynylbenzeneboronic acid pinacol ester, 95% is used as an intermediate in the synthesis of covalent heterodyads of chlorophyll derivatives. These derivatives are applicable as supramolecular light-harvesting systems, which are essential for the efficient conversion and transfer of light energy in various applications.
Used in Pharmaceutical Industry:
4-Ethynylbenzeneboronic acid pinacol ester, 95% is also used as an intermediate in the preparation of F-18 radiolabeled galectin-3 inhibitors. These inhibitors are used as surrogate positron emission tomography (PET) tracers of TD139 and GB1107, which are essential for the detection and monitoring of various diseases in the pharmaceutical industry.

Upstream product

• 90965-06-3 dimethyl 1-(1-diazo-2-oxopropyl)phosphonate 
• 128376-64-7 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde 
• 589-87-7 1,4-bromoiodobenzene 
• 766-96-1 4-bromo-1-ethynylbenzene 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Downstream Products

• 1034286-99-1 ethyl 2-phenyl-3,6-di[4-(2',3'-dimethylbutan-2',3'-dioxoboryl)phenyl]benzoate 
• 1190376-20-5 4,4,5,5-tetramethyl-2-[4-(2-phenylethynyl)phenyl]-1,3,2-dioxaborolane 
• 1313370-73-8 methyl 1,2-diphenyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cycloprop-2-enecarboxylate 
• 1214275-31-6 2-(4-(1,3-dihydrospiro[indene-2,3'-oxetane]-5-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Relevant articles and documents

Sequential Seyferth-Gilbert/CuAAC reactions: Application to the one-pot synthesis of triazoles from aldehydes

A reliable and operationally simple one-pot reaction for a one-carbon homologation of various aldehydes followed by a Cu-catalyzed azide-alkyne 1,3-dipolar cycloaddition (CuAAC) is reported. 1,4-Disubstituted 1,2,3-triazoles are obtained in good to excellent yields from a variety of readily available aldehydes without the need for isolation of the alkyne intermediates. The reaction has a broad scope, allows the formation of new bioconjugates and is applied for the synthesis of new boronic acid based fluorescent sensors. Georg Thieme Verlag Stuttgart.

Synthesis and electroluminescence properties of white-light single polyfluorenes with high-molecular weight by click reaction

We reported a new way to synthesize single-chain white light-emitting polyfluorene (WPF) with an increased molecular weight using azide-alkyne click reaction. Four basic polymers with specific end-capping, which exhibited high-glass transition temperatures (Tg > 100 °C) and excellent thermal stability, were used as foundations of the WPF's synthesis; a blue-light polymer (PFB2) end-capped with azide groups can easily react with acetylene end-capped polymers (PFB1, PFG1, and PFR1, which are emitting blue-, green- and red-light, respectively) to form triazole-ring linkages in polar solvents such as N,N-dimethylforamide/toluene co-solvent at moderate temperature of 100 °C, even without metal-catalyst. Several WPFs that consist of these four basic polymers in certain ratios were derived, and the polymer light-emitting diode device based on the high-molecular weight WPF was achieved and demonstrated a maximum brightness of 7551 cd/m2 (at 12.5 V) and a maximum yield of 5.5 cd/A with Commission Internationale de l'Eclairage coordinates of (0.30, 0.33) using fine-tuned WPF5 as emitting material.