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3,4-Dihydro-2H-pyran (CAS 110-87-2)

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Alternate Names:
2H-3,4-Dihydropyran
CAS Number:
110-87-2
Molecular Weight:
84.12
Molecular Formula:
C5H8O
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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3,4-Dihydro-2H-pyran is a chemical compound that functions as a versatile building block in organic synthesis. It serves as a key intermediate in the preparation of various agrochemicals. 3,4-Dihydro-2h-Pyran undergoes a range of chemical transformations, including Diels-Alder reactions, oxidation, and reduction, making it useful for the construction of complex molecular structures. Its mechanism of action involves participating in cycloaddition reactions and serving as a precursor for the synthesis of diverse heterocyclic compounds. 3,4-Dihydro-2H-pyran exhibits reactivity with a variety of functional groups, enabling its incorporation into a wide array of chemical scaffolds. Its ability to undergo selective functionalization and ring-opening reactions further enhances its utility in the development of novel chemical entities.


3,4-Dihydro-2H-pyran (CAS 110-87-2) References

  1. Electrochemical synthesis and X-ray crystal structures of beta-D-2-phenylselenyl-1,3,4,6-tetra-O-acetylglucopyranose and alpha-D-2-phenylselenyl-1,3,4,6-tetra-O-acetylmannopyranose.  |  Predojević, J., et al. 2004. Carbohydr Res. 339: 37-41. PMID: 14659669
  2. Stereoselective reactions of (20R)-3,20-dihydroxy-(3',4'-dihydro-2'H-pyranyl)-5-pregnene derivatives form 27-nor-3,20,23,26-tetrahydroxy-cholesten-22-ones and related bromo ketones.  |  Magyar, A., et al. 2004. Steroids. 69: 35-42. PMID: 14715375
  3. Two novel diastereoselective three-component reactions of alkenes or 3,4-dihydro-(2H)-pyran with urea/thiourea-aldehyde mixtures: [4 + 2] cycloaddition vs Biginelli-type reaction.  |  Zhu, Y., et al. 2006. Org Lett. 8: 2599-602. PMID: 16737323
  4. Bioengineering functional copolymers. XIV. Synthesis and interaction of poly(N-isopropylacrylamide-co-3,4-dihydro-2H-pyran-alt-maleic anhydride)s with SCLC cancer cells.  |  Türk, M., et al. 2010. Bioorg Med Chem. 18: 7975-84. PMID: 20943403
  5. Synthesis and antitubercular evaluation of novel dibenzo[b,d]furan and 9-methyl-9H-carbazole derived hexahydro-2H-pyrano[3,2-c]quinolines via Povarov reaction.  |  Kantevari, S., et al. 2011. Eur J Med Chem. 46: 4827-33. PMID: 21723649
  6. Enantioselective total synthesis of marine diterpenoid clavulactone.  |  Yang, ZY., et al. 2012. Angew Chem Int Ed Engl. 51: 6484-7. PMID: 22644725
  7. Dithiolopyranthione Synthesis, Spectroscopy and an Unusual Reactivity with DDQ.  |  Pimkov, IV., et al. 2013. J Heterocycl Chem. 50: 879-886. PMID: 25328243
  8. Diels-Alder trapping of in situ generated dienes from 3,4-dihydro-2H-pyran with p-quinone catalysed by p-toluenesulfonic acid.  |  Mohan Raj, R., et al. 2017. Org Biomol Chem. 15: 1115-1121. PMID: 28101551
  9. Understanding Tetrahydropyranyl as a Protecting Group in Peptide Chemistry.  |  Sharma, A., et al. 2017. ChemistryOpen. 6: 168-177. PMID: 28413747
  10. Iron-Catalyzed Synthesis of Tetrahydronaphthalenes via 3,4-Dihydro-2H-pyran Intermediates.  |  Watson, RB. and Schindler, CS. 2018. Org Lett. 20: 68-71. PMID: 29261323
  11. Chiral Imidodiphosphoric Acid-Catalyzed Highly Diastereo- and Enantioselective Synthesis of Poly-Substituted 3,4-Dihydro-2H-pyrans: [4 + 2] Cycloadditions of β,γ-Unsaturated α-Ketoesters and 3-Vinylindoles.  |  Guan, XK., et al. 2019. Org Lett. 21: 5438-5442. PMID: 31267756
  12. Conformational potential energy surfaces and cationic structure of 3,4-dihydro-2H-pyran by VUV-MATI spectroscopy and Franck-Condon fitting.  |  Kang, DW., et al. 2020. Phys Chem Chem Phys. 22: 27673-27680. PMID: 33236742
  13. Synthesis of endo-fused 5-unsubstituted Hexahydro-2H-pyrano[3,2-c]quinolinesvia Sequential Sc(OTf)3-catalyzed Cationic Imino-Diels-Alder Reaction/N-debenzylation using N-benzylanilines, 3,4-dihydro-2H-pyran and Paraformaldehyde under MW Irradiation.  |  Salgado, ARM., et al. 2021. Curr Org Synth. 18: 431-442. PMID: 33441074
  14. Cylindromicin from Arctic-Derived Fungus Tolypocladium sp. SCSIO 40433.  |  Khan, I., et al. 2021. Molecules. 26: PMID: 33670784

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

3,4-Dihydro-2H-pyran, 100 ml

sc-256581
100 ml
$28.00

3,4-Dihydro-2H-pyran, 500 ml

sc-256581A
500 ml
$126.00