Thiophene-2-boronic acid, 97%, Thermo Scientific Chemicals
Thiophene-2-boronic acid, 97%, Thermo Scientific Chemicals
Thermo Scientific Chemicals

Thiophene-2-boronic acid, 97%, Thermo Scientific Chemicals

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1 g
5 g
25 g
Catalog number B23071.03
also known as B23071-03
Price (USD)/ Each
27.60
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Quantity:
1 g
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Price (USD)/ Each
27.60
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Thiophene-2-boronic acid, 97%, Thermo Scientific Chemicals
Catalog numberB23071.03
Price (USD)/ Each
27.60
-
Add to cart
Chemical Identifiers
CAS6165-68-0
IUPAC Name(thiophen-2-yl)boronic acid
Molecular FormulaC4H5BO2S
InChI KeyARYHTUPFQTUBBG-UHFFFAOYSA-N
SMILESOB(O)C1=CC=CS1
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)White to cream
FormPowder
Assay (Aqueous acid-base Titration)≥96.0 to ≤104.0%
Identification (FTIR)Conforms
Thiophene-2-boronic acid is a reagent used for Palladium-catalyzed Suzuki-Miyaura cross-couplings, Copper-catalyzed nitration reactions, Chain-growth catalyst transfer polycondensation of conjugated alternating copolymer, Ferric perchlorate-promoted reaction of fullerene to give fullerenyl boronic esters. It is also used in the preparation of Amino pyridine-based inhibitors of mitotic kinase Nek2 with potential antipoliferative effects in cancer tumors.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Thiophene-2-boronic acid is a reagent used for Palladium-catalyzed Suzuki-Miyaura cross-couplings, Copper-catalyzed nitration reactions, Chain-growth catalyst transfer polycondensation of conjugated alternating copolymer, Ferric perchlorate-promoted reaction of fullerene to give fullerenyl boronic esters. It is also used in the preparation of Amino pyridine-based inhibitors of mitotic kinase Nek2 with potential antipoliferative effects in cancer tumors.

Solubility
Soluble in methanol.

Notes
Store in a cool, dry conditions, in well sealed conditions. Store away from oxidizing agents.
RUO – Research Use Only

General References:

  1. Guo-Ping Lu; Karl R Voigtritter; Chun Cai; Bruce H Lipshutz. Ligand effects on the stereochemical outcome of Suzuki-Miyaura couplings. Journal of Organic Chemistry. 2012, 77, (8), 3700-3703.
  2. Fa-Bao Li; Xun You; Tong-Xin Liu; Guan-Wu Wang. Fullerenyl boronic esters: ferric perchlorate-mediated synthesis and functionalization. Organic Letters. 2012, 14 (7), 1800-1803.
  3. Suzuki coupling (see Appendix 5) to a polymer-bound aryl iodide gives the 2-arylthiophene derivative in high yield: J. Org. Chem., 61, 5169 (1996).