632325-55-4

Basic information

• Product Name: 3-FORMYLTHIOPHEN-2-YLBORONIC ACID PINACOL ESTER
• Synonyms: THIOPHENE-2-BORONIC ACID PINACOL ESTER-3-CARBOXALDEHYDE;2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-3-carbaldehyde;3-Formylthiophene-2-boronic acid pinacol ester;3-FORMYLTHIOPHEN-2-YLBORONIC ACID PINACOL ESTER
• CAS NO: 632325-55-4
• Molecular Formula: C11H17BO4S
• Molecular Weight: 238.11
• Mol File: 632325-55-4.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-FORMYLTHIOPHEN-2-YLBORONIC ACID PINACOL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3-FORMYLTHIOPHEN-2-YLBORONIC ACID PINACOL ESTER(632325-55-4)
• EPA Substance Registry System: 3-FORMYLTHIOPHEN-2-YLBORONIC ACID PINACOL ESTER(632325-55-4)

Safety Data

• Hazardous Substances Data: 632325-55-4(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
3-FORMYLTHIOPHEN-2-YLBORONIC ACID PINACOL ESTER is used as a reagent for the preparation of various functionalized thiophene derivatives, which are essential in the development of new materials and pharmaceuticals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-FORMYLTHIOPHEN-2-YLBORONIC ACID PINACOL ESTER is utilized as a key intermediate in the synthesis of therapeutic agents, contributing to the discovery and production of novel drugs with potential medicinal applications.
Used in Organic Electronics and Materials Science:
3-FORMYLTHIOPHEN-2-YLBORONIC ACID PINACOL ESTER is employed in the field of organic electronics and materials science for its potential applications in the development of advanced materials with specific electronic properties, such as semiconductors and conductive polymers.

Upstream product

• 1860-99-7 2-bromothiophene-3-carbaldehyde 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 17303-83-2 3-formylthiophene-2-boronic acid 

Relevant articles and documents

The liquid crystal Click procedure for oligothiophene-Tethered phthalocyanines-self-Assembly, alignment and photocurrent

A series of star-shaped liquid crystals (LCs) with a phthalocyanine donor core, oligothiophene antennae and fullerene acceptors have been successfully prepared. This hierarchical self-Assembly results in a nanosegregated helical donor-Acceptor-Antennae LC-system promoted by the recently discovered Click procedure. This model system reveals all photophysical prerequisites for energy conversion, charge generation and transport. Uniform amorphous thin films of 150 nm could be produced by bar-coating. Annealing did not only induce the formation of columns via the Click procedure but also partially homeotropically aligned the non-clearing sample in a sandwich geometry (ITO and Ag/MoO3). This has been confirmed by microscopic studies and the measurement of photocurrent, which increased by a factor of 300 after the annealing step.

Addition of Bifunctional Organoboron Reagents to Strained Alkenes. Carbon-Carbon Bond Formation with Rh(I) Catalysis in Aqueous Media

Arylboronate esters bearing a pendant Michael-type acceptor olefin undergo transmetalation with a rhodium-based catalytic complex to generate a functionalized organorhodium intermediate that can cyclize onto strained olefins in good to excellent yields. The catalytic system involves the use of an electron-rich, sterically bulky ligand to stabilize the organorhodium intermediate and reduce the incidence of protodeboronation in aqueous media.

Synthesis of 2,3-Substituted Thienylboronic Acids and Esters

A noncryogenic protocol for the synthesis of 2-substituted 3-thienylboronic acids and esters as well as 3-substituted 2-thienylboronic acids and esters has been developed. Electrophiles were introduced regiospecifically in the 2-position of 2,3-dibromothiophene and in the 3-position of 2-bromo-3-iodothiophene by halogen-magnesium exchange followed by quenching with electrophiles. Palladium-catalyzed borylation of the 2,3-substituted halothiophenes with pinacolborane and P(t-Bu)3 as ligand for Pd produced 9 and 10. The borylation protocol was tolerated by a range of functional groups; however, strongly electron-withdrawing substituents decreased the stability of the thienylboronic acids and esters.