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557684

Sigma-Aldrich

5-Bromo-2-thienylboronic acid

≥95%

Synonym(s):

5-Bromothiophene-2-boronic acid

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About This Item

Empirical Formula (Hill Notation):
C4H4BBrO2S
CAS Number:
Molecular Weight:
206.85
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

assay

≥95%

form

solid

mp

95-100 °C (lit.)

storage temp.

2-8°C

SMILES string

OB(O)c1ccc(Br)s1

InChI

1S/C4H4BBrO2S/c6-4-2-1-3(9-4)5(7)8/h1-2,7-8H

InChI key

USJPOBDLWVCPGG-UHFFFAOYSA-N

Application

Reactant involved in:
  • Suzuki coupling reactions for the synthesis of benzotriazole-containing organic sensitizers and meso-Polyarylamide-BODIPY hybrids
  • Suzuki-Miyaura coupling for the synthesis of ratanhine
  • Microwave-assisted Sonogashira reactions for the synthesis of ethynylarylboronates

Other Notes

Contains varying amounts of anhydride

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Yu Otsuka et al.
Materials (Basel, Switzerland), 13(20) (2020-10-15)
We have established a novel analytical method for solvent polarity on resin surface by combining the synthesis of fluorescent solvatochromic resin with optical waveguide spectrometry. The fluorescent solvatochromic resin was obtained via Suzuki-Miyaura cross-coupling between 4-iodobenzoic acid immobilized on Wang

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

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