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:
Molecular Weight:
127.96
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
112375
InChI
1S/C4H5BO2S/c6-5(7)4-2-1-3-8-4/h1-3,6-7H
SMILES string
OB(O)c1cccs1
InChI key
ARYHTUPFQTUBBG-UHFFFAOYSA-N
assay
≥95.0%
form
solid
mp
138-140 °C (lit.)
storage temp.
2-8°C
Quality Level
Related Categories
Application
Reagent used for
Reagent used in Preparation of
- 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
signalword
Warning
hcodes
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
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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
Synthesis of a novel donor unit for D-A-type polymers, 2,7-di(5-bromothiophen-2-yl)-10-hexadecyl-phenoxazine
Li, L.; et al.
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)
Synthesis of a novel fluorene derivative for polyfluorenes. 7,7'-Di(5-bromothiophen-2-yl)-9,9,9',9'-tetraoctyl-2,2'-bifluorene
Li, L.; et al.
Advanced Materials Research, 418-420 (2012)
Yinghui Chen et al.
The Journal of organic chemistry, 77(5), 2192-2206 (2012-02-10)
2-Thienyl and 2,6-bisthienyl BODIPY derivatives (BS-SS and BS-DS) were prepared that show intense absorption (ε = 65000 M(-1) cm(-1) at 507 nm) and a large Stokes shift (96 nm) vs the small Stokes shift of typical BODIPY (<15 nm). Control
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