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436836

2-Thienylboronic acid

≥95.0%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C4H5BO2S
CAS Number:
6165-68-0
Molecular Weight:
127.96
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
24867305
MDL number:
MFCD00151850
Beilstein/REAXYS Number:
112375
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Quality Segment

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

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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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