Date published: 2025-9-5

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5-Bromothiophene-3-carboxylic acid (CAS 100523-84-0)

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Application:
5-Bromothiophene-3-carboxylic acid is a functionalized thiophene compound
CAS Number:
100523-84-0
Molecular Weight:
207.05
Molecular Formula:
C5H3BrO2S
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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5-Bromothiophene-3-carboxylic acid is a functionalized thiophene compound. Thiophene compounds are widely employed in the synthesis of functional materials, and 5-Bromothiophene-3-carboxylic acid presents a useful building block for such syntheses. The bromide group is a potential site for carbon-carbon bond formation through cross-coupling protocols, and the carboxylic acid group is also a potential site for funcionalization and derivatization. A report describes lithium-halogen exchange studies on a similar thiophene compound to generate thiophene nucleophilesk, also potentially useful in synthetic transformations.


5-Bromothiophene-3-carboxylic acid (CAS 100523-84-0) References

  1. Generation of 3- and 5-lithiothiophene-2-carboxylates via metal-halogen exchange and their addition reactions to chalcogenoxanthones.  |  Gannon, MK. and Detty, MR. 2007. J Org Chem. 72: 2647-50. PMID: 17335232
  2. Novel, potent and selective 17β-hydroxysteroid dehydrogenase type 2 inhibitors as potential therapeutics for osteoporosis with dual human and mouse activities.  |  Perspicace, E., et al. 2014. Eur J Med Chem. 83: 317-37. PMID: 24974351
  3. Structural basis for potent inhibition of d-amino acid oxidase by thiophene carboxylic acids.  |  Kato, Y., et al. 2018. Eur J Med Chem. 159: 23-34. PMID: 30265959
  4. Synthesis and Pharmacological Evaluation of 1-Phenyl-3-Thiophenylurea Derivatives as Cannabinoid Type-1 Receptor Allosteric Modulators.  |  Nguyen, T., et al. 2019. J Med Chem. 62: 9806-9823. PMID: 31596583
  5. Understanding the Critical Role of Sequential Fluorination of Phenylene Units on the Properties of Dicarboxylate Bithiophene-Based Wide-Bandgap Polymer Donors for Non-Fullerene Organic Solar Cells.  |  Kini, GP., et al. 2021. Macromol Rapid Commun. 42: e2000743. PMID: 33644922
  6. Effect of Oxygen-Containing Functional Side Chains on the Electronic Properties and Photovoltaic Performances in a Thiophene–Thiazolothiazole Copolymer System  |  Saito, M., Osaka, I., Koganezawa, T., & Takimiya, K. 2014. Heteroatom Chemistry. 25(6): 556-564.
  7. Thermal behaviour of dicarboxylic ester bithiophene polymers exhibiting a high open-circuit voltage  |  Heuvel, R., Colberts, F. J., Wienk, M. M., & Janssen, R. A. 2018. Journal of Materials Chemistry C. 6(14): 3731-3742.
  8. Investigating the Photocatalytic Performances of Nanocomposites Containing Narrow‐band‐gap Copolymers and ZnO  |  Murugan, P., Ramar, P., Mandal, A. B., & Samanta, D. 2019. ChemistrySelect. 4(48): 14214-14221.
  9. Investigation of the mobility–stretchability relationship of ester-substituted polythiophene derivatives  |  Wu, Y. S., Lin, Y. C., Hung, S. Y., Chen, C. K., Chiang, Y. C., Chueh, C. C., & Chen, W. C. 2020. Macromolecules. 53(12): 4968-4981.
  10. An ester functionalized wide bandgap polythiophene for organic field-effect transistors  |  Gamage, P. L., Gunawardhana, R., Bulumulla, C., Kularatne, R. N., Gedara, C. M. U., Ma, Z.,.. & Stefan, M. C. 2021. Synthetic Metals. 277: 116767.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

5-Bromothiophene-3-carboxylic acid, 100 mg

sc-262565
100 mg
$118.00

5-Bromothiophene-3-carboxylic acid, 1 g

sc-262565A
1 g
$444.00