Date published: 2026-4-26

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Levoglucosenone (CAS 37112-31-5)

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Alternate Names:
(1S)-6,8-dioxabicyclo[3.2.1]oct-2-en-4-one
Application:
Levoglucosenone is a pyrolytic product of cellulose, used as a chiral source for synthesizing natural products
CAS Number:
37112-31-5
Molecular Weight:
126.11
Molecular Formula:
C6H6O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Levoglucosenone is a specialized organic compound that has garnered attention in the field of green chemistry and renewable resource research. It is frequently used as a platform molecule for the synthesis of a variety of value-added chemicals. In research applications, levoglucosenone is studied for its potential as a bio-based solvent and as a precursor for the production of chemical intermediates, agrochemicals, and flavor and fragrance compounds. Additionally, its involvement in the generation of chiral building blocks is of particular interest due to its asymmetric structure, which can facilitate the synthesis of enantiomerically pure substances. Investigations into the chemical reactivity of levoglucosenone are also significant, as they can provide insights into new synthetic routes for the production of biodegradable polymers and plastics. The compound′s utility in catalysis research, particularly in the context of biomass conversion and sustainable chemistry, further underscores its relevance in advancing environmentally friendly chemical processes.


Levoglucosenone (CAS 37112-31-5) References

  1. The use of levoglucosenone and isolevoglucosenone as templates for the construction of C-linked disaccharides.  |  Awad, L., et al. 2006. Carbohydr Res. 341: 1235-52. PMID: 16678805
  2. Synthesis of tri-O-acetyl-D-allal from levoglucosenone.  |  Giordano, ED., et al. 2012. Org Lett. 14: 4602-5. PMID: 22920651
  3. Cytotoxic effect of levoglucosenone and related derivatives against human hepatocarcinoma cell lines.  |  Giri, GF., et al. 2016. Bioorg Med Chem Lett. 26: 3955-7. PMID: 27422336
  4. Kinetics of Levoglucosenone Isomerization.  |  Krishna, SH., et al. 2017. ChemSusChem. 10: 129-138. PMID: 27863100
  5. Leather-Promoted Transformation of Glucose into 5-Hydroxymethylfurfural and Levoglucosenone.  |  Bobbink, FD., et al. 2019. ChemSusChem. 12: 1437-1442. PMID: 30694608
  6. Selective Microwave-Assisted Pyrolysis of Cellulose towards Levoglucosenone with Clay Catalysts.  |  Doroshenko, A., et al. 2019. ChemSusChem. 12: 5224-5227. PMID: 31693293
  7. Design, synthesis and evaluation of novel levoglucosenone derivatives as promising anticancer agents.  |  Tsai, YH., et al. 2020. Bioorg Med Chem Lett. 30: 127247. PMID: 32527547
  8. Levoglucosenone and Its Pseudoenantiomer iso-Levoglucosenone as Scaffolds for Drug Discovery and Development.  |  Liu, X., et al. 2020. ACS Omega. 5: 13926-13939. PMID: 32566859
  9. Catalytic deep eutectic solvent for levoglucosenone production by pyrolysis of cellulose.  |  Saragai, S., et al. 2022. Bioresour Technol. 344: 126323. PMID: 34785333
  10. Metal vs. Metal-Free Catalysts for Oxidation of 5-Hydroxymethylfurfural and Levoglucosenone to Biosourced Chemicals.  |  Ayoub, N., et al. 2022. ChemSusChem. 15: e202102606. PMID: 35073445
  11. Synthesis and Enzymatic Degradation of Sustainable Levoglucosenone-Derived Copolyesters with Renewable Citronellol Side Chains.  |  Fadlallah, S., et al. 2022. Polymers (Basel). 14: PMID: 35631964
  12. Density Functional Theory Studies on the Hydrolysis of Levoglucosenone to 5-Hydroxymethylfurfural.  |  Huang, X., et al. 2022. J Phys Chem A. 126: 4248-4254. PMID: 35731126
  13. Oxa-Michael-initiated cascade reactions of levoglucosenone.  |  Klepp, J., et al. 2022. Beilstein J Org Chem. 18: 1457-1462. PMID: 36300013
  14. Techno-economic analysis of ionic liquid pre-treatment integrated pyrolysis of biomass for co-production of furfural and levoglucosenone.  |  Halder, P. and Shah, K. 2023. Bioresour Technol. 371: 128587. PMID: 36623577

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Levoglucosenone, 10 mg

sc-218659
10 mg
$171.00