Date published: 2026-2-27

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Woollins′ Reagent (CAS 122039-27-4)

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Application:
Woollins′ Reagent is a reagent involved in reactions with benzoic hydrazides, secondary amines, and aromatic diols
CAS Number:
122039-27-4
Molecular Weight:
532.00
Molecular Formula:
C12H10P2Se4
Supplemental Information:
This is 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.
* Refer to Certificate of Analysis for lot specific data.

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Woollins′ Reagent, a synthetic compound of significant interest in the scientific community, possesses a distinctive chemical structure and demonstrates potential applications across multiple fields. Classified as an organophosphorus compound, it finds widespread utilization as a reagent in organic synthesis. Woollins′ Reagent participates in diverse reactions, such as yielding spiro heterocycles when combined with benzoic hydrazides, generating secondary amines, forming 10-membered phosphorus-selenium heterocycles in conjunction with aromatic diols, and facilitating ring-opening deselenation and phosphorus-phosphorus coupling. Notably, it exhibits catalytic prowess in various reactions, including carbon-carbon bond formation, oxidation, and reduction. Moreover, Woollins′ Reagent has contributed to the synthesis of biologically active compounds, including anticancer drugs, antibiotics, and antiviral agents. While the precise mechanism of action remains incompletely understood, it is believed to operate as a Lewis acid catalyst in diverse reactions. Additionally, Woollins′ Reagent showcases potent oxidizing properties, which likely contribute to its catalytic activity.


Woollins′ Reagent (CAS 122039-27-4) References

  1. Synthesis of primary arylselenoamides by reaction of aryl nitriles with Woollins' reagent.  |  Hua, G., et al. 2006. Org Lett. 8: 5251-4. PMID: 17078690
  2. Trifluoroselenoacetic acid, CF(3)C(O)SeH: preparation and properties.  |  Gómez Castaño, JA., et al. 2010. Inorg Chem. 49: 9972-7. PMID: 20879731
  3. 2,5-Diaryl-1,3,4-selenadiazoles prepared from Woollins' reagent.  |  Cordes, DB., et al. 2011. Acta Crystallogr C. 67: o509-14. PMID: 22138926
  4. Synthesis and biological activity of 6-selenocaffeine: potential modulator of chemotherapeutic drugs in breast cancer cells.  |  Martins, IL., et al. 2013. Molecules. 18: 5251-64. PMID: 23698041
  5. Fluorinated phosphorus-selenium heteroatom compounds: phenylphosphonofluorodiselenoic salts, adducts, and esters.  |  Hua, G., et al. 2013. Inorg Chem. 52: 8214-7. PMID: 23815129
  6. The activation of Woollins' reagent. Isolation of pyridine stabilised PhPSe2.  |  Ascherl, L., et al. 2014. Chem Commun (Camb). 50: 6214-6. PMID: 24781798
  7. Fusion and Desulfurization Reactions of Thiomorpholinochlorins.  |  Sharma, M., et al. 2016. J Org Chem. 81: 12350-12356. PMID: 27978743
  8. Diverse Derivatives of Selenoureas: A Synthetic and Single Crystal Structural Study.  |  Hua, G., et al. 2018. Molecules. 23: PMID: 30149636
  9. Novel Five- and Six-Membered Rings of Phosphorus-Selenium Heterocycles from Selenation of Amido-Schiff Bases.  |  Hua, G., et al. 2020. ACS Omega. 5: 11737-11744. PMID: 32478265
  10. Efficient Synthesis of 2,4-Bis(phenyl)-1,3-diselenadiphosphetane-2,4-diselenide (Woollins' Reagent).  |  Hua, G. and Woollins, JD. 2021. ACS Omega. 6: 31226-31228. PMID: 34841165
  11. A Terphenyl Supported Dioxophosphorane Dimer: the Light Congener of Lawesson's and Woollins' Reagents.  |  English, LE., et al. 2022. Chemistry. 28: e202200376. PMID: 35320601
  12. Structures of the Most Twisted Thioamide and Selenoamide: Effect of Higher Chalcogens of Twisted Amides on N-C(X) Resonance.  |  Zhao, Q., et al. 2022. Angew Chem Int Ed Engl. 61: e202207346. PMID: 35776856
  13. Exo-trig selenocyclization of secondary allylic carboxamides using Woollins' reagent: en route to 2,5-disubstituted selenazolines.  |  Makhal, PN., et al. 2023. Chem Commun (Camb). 59: 3767-3770. PMID: 36912252

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Woollins′ Reagent, 1 g

sc-229672
1 g
$79.00