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470317

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

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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Articles

This brochure contains a comprehensive selection of boronic acids, boronic acid esters, diboron esters, and transition-metal catalysts useful for the Suzuki–Miyaura coupling reaction

The Suzuki-Miyaura cross-coupling reaction is an important and extensively used reaction in organic chemistry with applications in polymer science and in the fine chemicals and pharmaceutical industries.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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