Date published: 2025-10-2

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4-[(Trimethylsilyl)ethynyl]phenylboronic acid pinacol ester (CAS 870238-65-6)

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Alternate Names:
4,4,5,5-Tetramethyl-2-[4-[(trimethylsilyl)ethynyl]phenyl]-1,3,2-dioxaborolane
CAS Number:
870238-65-6
Purity:
97%
Molecular Weight:
300.28
Molecular Formula:
C17H25BO2Si
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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4-[(Trimethylsilyl)ethynyl]phenylboronic acid pinacol ester, referred to as TMSEP, represents a novel boron-containing compound holding promising applications in scientific research. This compound belongs to a lineage of boron-containing compounds that have been the subject of investigation for over a century. In recent years, 4-[(Trimethylsilyl)ethynyl]phenylboronic acid pinacol ester has garnered attention due to its distinctive chemical structure, rendering it an appealing contender for a wide array of scientific research endeavors. 4-[(Trimethylsilyl)ethynyl]phenylboronic acid pinacol ester has undergone extensive scrutiny concerning its potential applications across various scientific research domains. It has been utilized as a reagent for synthesizing innovative compounds, including polycyclic aromatic compounds and heterocyclic compounds. Moreover, 4-[(Trimethylsilyl)ethynyl]phenylboronic acid pinacol ester has facilitated investigations into the reactivity and mechanism of action of boron-containing compounds. It has also been instrumental in studying the impact of boron-containing compounds on biological systems, specifically their influence on cellular metabolism. The precise mechanism of action employed by 4-[(Trimethylsilyl)ethynyl]phenylboronic acid pinacol ester is not yet fully comprehended. However, it is postulated that the compound functions by forming a boron-containing adduct with a target molecule, thereby enabling subsequent reactions with a diverse range of other molecules. This adduct formation is likely facilitated by the presence of the 4-[(Trimethylsilyl)ethynyl]phenylboronic acid pinacol ester moiety, known for its high affinity for boron-containing compounds.


4-[(Trimethylsilyl)ethynyl]phenylboronic acid pinacol ester (CAS 870238-65-6) References

  1. Functionalization of Deutero- and Protoporphyrin IX Dimethyl Esters via Palladium-Catalyzed Coupling Reactions.  |  O'Brien, JM., et al. 2019. J Org Chem. 84: 6158-6173. PMID: 30990039
  2. A Macrocycle Based on a Heptagon-Containing Hexa-peri-hexabenzocoronene.  |  Jiménez, VG., et al. 2020. Angew Chem Int Ed Engl. 59: 15124-15128. PMID: 32428338
  3. Synthesis of bifunctional disiloxanes via subsequent hydrosilylation of alkenes and alkynes.  |  Szyling, J., et al. 2021. Chem Commun (Camb). 57: 4504-4507. PMID: 33954327

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

4-[(Trimethylsilyl)ethynyl]phenylboronic acid pinacol ester, 1 g

sc-232348
1 g
$115.00