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6165-68-0 - Thiophene-2-boronic acid, 98% - 2-Thienylboronic acid - B23071 - Alfa Aesar

B23071 Thiophene-2-boronic acid, 98%

CAS Number
6165-68-0
Synonyms
2-Thienylboronic acid

Thiophene-2-boronic acid, 98%

MDL
MFCD00151850
EINECS
000-000-0

Chemical Properties

Formula
C4H5BO2S
Formula Weight
127.96
Melting point
128-131°
Solubility
Soluble in methanol.

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.

Notes

Store in a cool, dry conditions, in well sealed conditions. Store away from oxidizing agents.

Literature References

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.

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.

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).

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P280-P305+P351+P338-P304+P340-P362-P312-P321-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Specific treatment (see label). Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
112375
Harmonized Tariff Code
2934.99
TSCA
No

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