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Merck
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436836

Sigma-Aldrich

2-Thienylboronic acid

≥95.0%

Sinónimos:

2-Thienylboric acid, 2-Thienylboronic acid, Thien-5-ylboronic acid, Thiophene-2-boronic acid

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About This Item

Fórmula empírica (notación de Hill):
C4H5BO2S
Número de CAS:
6165-68-0
Peso molecular:
127.96
Beilstein/REAXYS Number:
112375
MDL number:
MFCD00151850
UNSPSC Code:
12352103
PubChem Substance ID:
24867305
NACRES:
NA.22

Quality Level

200

assay

≥95.0%

form

solid

mp

138-140 °C (lit.)

storage temp.

2-8°C

SMILES string

OB(O)c1cccs1

InChI

1S/C4H5BO2S/c6-5(7)4-2-1-3-8-4/h1-3,6-7H

InChI key

ARYHTUPFQTUBBG-UHFFFAOYSA-N

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Application

Reagent used for
  • Palladium-catalyzed Suzuki-Miyaura cross-couplings
  • Alkylation, boration, coupling reaction, Suzuki coupling, and halogenation of fluorenyl bromide
  • Chain-growth catalyst transfer polycondensation of conjugated alternating copolymer
  • Ferric perchlorate-promoted reaction of fullerene to give fullerenyl boronic esters
  • Ligand-free Suzuki, Sonogashira, and Heck cross-coupling reactions
  • Copper-catalyzed nitration reactions
  • Geometry relaxation-induced Large Stokes shift in red-emitting borondipyrromethenes (BODIPY) and applications in fluorescent thiol probes

Reagent used in Preparation of
  • Photophysical properties of oxygen-containing polycyclic aromatic triptycenes
  • Donor unit for donor-acceptor-type polymers via N-alkylation, Suzuki coupling, and bromination
  • Aminopyridine-based inhibitors of mitotic kinase Nek2 with potential antipoliferative effects in cancer tumors

Other Notes

Contains varying amounts of anhydride

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Rapid emergence of class C β-lactamases has urged an immediate need for developing class C β-lactamase specific inhibitors for effective clinical treatment. To facilitate the development of effective class C β-lactamase inhibitors, we propose a new approach for a rapid
Guo-Ping Lu et al.
The Journal of organic chemistry, 77(8), 3700-3703 (2012-04-07)
The ligands associated with various Pd catalysts play a crucial role in determining the stereochemistry of cross-couplings between boronic acids and Z-alkenyl halides. A ligand on palladium has been found that leads to the desired products under mild conditions and
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Li, L.; et al.
Advanced Materials Research, 418-420 (2012)
Synthesis of a novel fluorene derivative for polyfluorenes. 7,7'-Di(5-bromothiophen-2-yl)-9,9,9',9'-tetraoctyl-2,2'-bifluorene
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Advanced Materials Research, 418-420 (2012)
Chain-growth catalyst transfer polycondensation of a conjugated alternating copolymer
Ono, R. J.; Bielawski, C. W.
Polymeric Materials: Science and Engineering Preprints (2012)
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