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Sigma-Aldrich

2,5-Thiophenediylbisboronic acid

≥95.0%

Synonym(s):

2,5-Thiophenediboronic acid

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About This Item

Empirical Formula (Hill Notation):
C4H6B2O4S
CAS Number:
Molecular Weight:
171.78
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥95.0%

mp

250 °C (dec.) (lit.)

SMILES string

OB(O)c1ccc(s1)B(O)O

InChI

1S/C4H6B2O4S/c7-5(8)3-1-2-4(11-3)6(9)10/h1-2,7-10H

InChI key

SKFDVFMUXZWWOW-UHFFFAOYSA-N

Application

2,5-Thiophenediylbisboronic acid can be used:
  • As a reactant in the metal catalyzed Suzuki cross coupling reactions.
  • To prepare 2,5-bis(2-pyridyl)thiophene, a thiophene based ligand which is used in the design of fluorescent mercury-sensor.
  • To fabricate graphene-based biosensors for the detection of glucose and Escherichia coli in a complex medium.

Other Notes

Contains varying amounts of anhydride

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Thiophene-based fluorescent mercury-sensors
Shigemoto AK, et al.
Journal of Coordination Chemistry, 69(11-13), 2081-2089 (2016)
Synthesis of 2H-benzotriazole based donor-acceptor polymers bearing carbazole derivative as pendant groups: Optical, electronical and photovoltaic properties
Jessop IA, et al.
International Journal of Electrochemical Science, 11, 9822-9838 (2016)
Construction and Evaluation of a Self-Calibrating Multiresponse and Multifunctional Graphene Biosensor
Beyranvand S, et al.
Langmuir, 35(32), 10461-10474 (2019)

Articles

Suzuki-Miyaura cross-coupling reaction is extensively used in organic chemistry, polymer science, and pharmaceutical industries.

Suzuki-Miyaura cross-coupling reaction is extensively used in organic chemistry, polymer science, and pharmaceutical industries.

Suzuki-Miyaura cross-coupling reaction is extensively used in organic chemistry, polymer science, and pharmaceutical industries.

Suzuki-Miyaura cross-coupling reaction is extensively used in organic chemistry, polymer science, and pharmaceutical industries.

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