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Description
TCI F0801 3-Formyl-2-thiopheneboronic Acid is a dual-functional organoboron reagent designed for the demands of modern organic synthesis, particularly the construction of carbon–carbon bonds. The compound is built around a thiophene core, a five-membered heterocycle encountered very frequently in the molecular frameworks of pharmaceuticals and organic electronic materials. The second position carries a boronic acid group that acts as the nucleophilic partner in cross-coupling reactions, while the third position bears a formyl (aldehyde) group that supplies a second reactive site. This combination makes it a highly valued starting material for synthetic chemistry laboratories, medicinal chemistry programmes, and research into thiophene-based functional materials.
The most distinctive characteristic of this reagent is its bifunctional nature. Researchers can engage the boronic acid group first through a Suzuki–Miyaura reaction with an aryl halide, then elaborate the still-intact aldehyde group through condensation, reduction, reductive amination, or the construction of further heterocyclic rings. A stepwise approach of this kind shortens synthetic routes and reduces the need for protecting-group manipulations. The material is supplied as containing varying amounts of the corresponding anhydride, which is normal for boronic acids of this class and is accounted for in routine stoichiometric calculations.
In Indonesian laboratories, this reagent is typically used in university and institutional research groups working on synthetic organic chemistry, medicinal chemistry, and organic electronic materials. It suits methodology development, the preparation of thiophene-containing intermediates, and small-scale exploratory syntheses where a compact bifunctional building block saves both time and reagents. Because it is supplied in laboratory-scale packaging from TCI, it fits well into the workflow of research groups that order defined quantities for specific project stages rather than bulk production.
Laboratory Applications
- Suzuki–Miyaura cross-coupling: the boronic acid group at position two transfers the thiophene unit to aryl or heteroaryl halides under palladium catalysis, giving biaryl products with the aldehyde preserved for later use.
- Medicinal chemistry building block: the thiophene core is a recurring motif in drug scaffolds, and two orthogonal reactive handles allow rapid assembly of analogue libraries from a single common intermediate.
- Organic electronic materials research: thiophene-based frameworks underpin many conjugated systems, and this reagent introduces a thiophene unit already carrying an aldehyde for further conjugation or condensation chemistry.
- Heterocycle construction: the free formyl group serves as the entry point for cyclisation and condensation sequences that build additional fused or pendant heterocyclic rings onto the coupled product.
- Aldehyde derivatisation chemistry: after coupling, the intact aldehyde can be carried into reductive amination, reduction to the alcohol, or condensation with amines and active methylene compounds without extra protecting steps.
Specifications
- Brand: TCI (Tokyo Chemical Industry)
- CAS Number: 17303-83-2
- Product Code: F0801
- Category: Chemistry > Organometallic Reagents > Organoboron [Organometallic Reagents]
- Composition note: contains varying amounts of the corresponding anhydride
- Packaging: supplied in laboratory-scale research pack sizes as listed by the manufacturer
Handling and Storage
Store the container tightly closed in a cool, dry place, protected from moisture and away from direct sunlight, following the storage conditions stated on the manufacturer's label and Safety Data Sheet. Boronic acids are best kept in their original tightly sealed containers, and repeated exposure to humid air should be avoided when weighing out portions. Handle the material in a fume hood using safety goggles, gloves, and a laboratory coat, and avoid generating or inhaling dust. Keep it separate from strong oxidising agents, and consult the current Safety Data Sheet before use, transfer, or disposal.
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