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2,2,2-Trifluoroethanethiol (CAS 1544-53-2)

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Application:
2,2,2-Trifluoroethanethiol is a useful fluorine substituted thiol for proteomics research
CAS Number:
1544-53-2
Purity:
≥95%
Molecular Weight:
116.11
Molecular Formula:
C2H3F3S
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
Available in US only.
* Refer to Certificate of Analysis for lot specific data.

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2,2,2-Trifluoroethanethiol, known as TFET, is an organic compound characterized by its colorless appearance and pungent odor. It falls into the category of sulfur-containing compounds and finds utility in a range of chemical reactions. It serves as a valuable reagent in various chemical reactions, including the synthesis of thioesters and thioacids. Moreover, 2,2,2-Trifluoroethanethiol assumes the role of a thiol-protecting group in peptide synthesis. Its significance further extends to acting as a precursor for the synthesis of essential compounds like 2,2,2-trifluoroethylamine and 2,2,2-trifluoroethyl iodide. The precise mechanism of action of 2,2,2-Trifluoroethanethiol warrants further exploration. However, it is established that this compound operates as a nucleophile, engaging in reactions with electrophiles. Furthermore, 2,2,2-Trifluoroethanethiol exhibits the capability to undergo oxidation and reduction reactions.


2,2,2-Trifluoroethanethiol (CAS 1544-53-2) References

  1. Dynamic kinetic resolution of suprofen thioester via coupled trioctylamine and lipase catalysis.  |  Lin, CN. and Tsai, SW. 2000. Biotechnol Bioeng. 69: 31-8. PMID: 10820328
  2. Integration of reactive membrane extraction with lipase-hydrolysis dynamic kinetic resolution of naproxen 2,2,2-trifluoroethyl thioester in isooctane.  |  Lu, CH., et al. 2002. Biotechnol Bioeng. 79: 200-10. PMID: 12115436
  3. NMR spectroscopy of phosphorylated wild-type rhodopsin: mobility of the phosphorylated C-terminus of rhodopsin in the dark and upon light activation.  |  Getmanova, E., et al. 2004. Biochemistry. 43: 1126-33. PMID: 14744159
  4. Hydrolytic resolution of (R,S)-naproxen 2,2,2-trifluoroethyl thioester by Carica papaya lipase in water-saturated organic solvents.  |  Ng, IS. and Tsai, SW. 2005. Biotechnol Bioeng. 89: 88-95. PMID: 15543625
  5. Partially purified Carica papaya lipase: a versatile biocatalyst for the hydrolytic resolution of (R,S)-2-arylpropionic thioesters in water-saturated organic solvents.  |  Ng, IS. and Tsai, SW. 2005. Biotechnol Bioeng. 91: 106-13. PMID: 15918166
  6. Chemical rescue of a site-modified ligand to a [4Fe-4S] cluster in PsaC, a bacterial-like dicluster ferredoxin bound to Photosystem I.  |  Antonkine, ML., et al. 2007. Biochim Biophys Acta. 1767: 712-24. PMID: 17434441
  7. Microwave spectrum, conformation and intramolecular hydrogen bonding of 2,2,2-trifluoroethanethiol (CF3CH2SH).  |  Møllendal, H. 2008. J Phys Chem A. 112: 7481-7. PMID: 18637662
  8. Trifluoroethanethiol: an additive for efficient one-pot peptide ligation-desulfurization chemistry.  |  Thompson, RE., et al. 2014. J Am Chem Soc. 136: 8161-4. PMID: 24873761
  9. Independent Control of Elastomer Properties through Stereocontrolled Synthesis.  |  Bell, CA., et al. 2016. Angew Chem Int Ed Engl. 55: 13076-13080. PMID: 27654023
  10. Multiple phosphorylated protein selective analysis via fluorous derivatization and liquid chromatography-electrospray ionization-mass spectrometry analysis.  |  Kawasue, S., et al. 2021. Anal Biochem. 628: 114247. PMID: 33965426
  11. Conversion of the reactive sulfhydryl groups of proteins to the S-trifluoroethyl derivatives. Application to human hemoglobin.  |  Knowles, FC. 1981. Anal Biochem. 110: 19-26. PMID: 7212262
  12. Specific activity of polypyrrole nanoparticulate immunoreagents: comparison of surface chemistry and immobilization options.  |  Pope, MR., et al. 1996. Bioconjug Chem. 7: 436-44. PMID: 8853457
  13. β2-Adrenergic Receptor Activation by Agonists Studied with 19F NMR Spectroscopy†  |   and Dr. Reto Horst, Jeffrey J. Liu, Prof. Dr. Raymond C. Stevens, Prof. Dr. Kurt Wüthrich. October 4, 2013. Angewandte Chemie. Volume125, Issue41: Pages 10962-10965.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2,2,2-Trifluoroethanethiol, 1 g

sc-256257
1 g
$88.00
US: Only available in the US

100g 주문 시 언제 받을 수 있는지? 시약은 steel cylinder에 저장되어 배송되는지? 아니면 일반 시약병에 저장되어 배송되는지 궁금합니다.How soon can I expect to receive my order(i want 2,2,2-Trifluoroethanethiol 100g) ? and your compouds be sent and stored in steel cylinder or reagent bottle

Asked by: TH1111
산타크루즈에 문의 주셔서 감사합니다. 재고가 아직 없으며 재고준비기간은 본사에 문의했습니다. 답변은 메일로 보내드리겠습니다, 시약은 작은 앰플에 저장되여있습니다. I will send you email regarding the ERD once check the info with chemical department. This is packaged in a small ampoule.
Answered by: Technical Support 13
Date published: 2017-07-06
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Rated 5 out of 5 by from Various publications cite the use of 2Various publications cite the use of 2,2,2-Trifluoroethanethiol in proteomics research. -SCBT Publication Review
Date published: 2015-07-19
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2,2,2-Trifluoroethanethiol is rated 5.0 out of 5 by 1.
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