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
• Article Data: 3

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

General Description

3-FORMYLTHIOPHEN-2-YLBORONIC ACID PINACOL ESTER is a chemical compound with the molecular formula C14H19BO5S. It is a pinacol boronate ester derivative of 3-formylthiophene-2-boronic acid. 3-FORMYLTHIOPHEN-2-YLBORONIC ACID PINACOL ESTER is commonly used in organic synthesis as a reagent for the preparation of various functionalized thiophene derivatives. It is instrumental in the development of new materials and pharmaceuticals due to its unique properties and versatile reactivity. Additionally, 3-FORMYLTHIOPHEN-2-YLBORONIC ACID PINACOL ESTER has potential applications in the field of organic electronics and materials science.

Upstream product

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

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.

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.