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
• Article Data: 2

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

Description

4-Ethynylbenzeneboronic acid pinacol ester, 95% is an organic compound that serves as a versatile intermediate in the synthesis of various chemical and pharmaceutical compounds. It is characterized by its ethynyl and boronic acid functional groups, which allow for a wide range of applications in different industries.

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 
• 766-96-1 4-bromo-1-ethynylbenzene 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 589-87-7 1,4-bromoiodobenzene 

Downstream Products

• 171364-81-1 1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethanone 
• 1017967-97-3 2,2',2''-([1,1':3',1''-terphenyl]-4,4'',5'-triyl)tris(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.