Levoglucosenone - ≥96%(GC) , CAS No.37112-31-5

CAS: 37112-31-5 Cat. No.: L130870 Molecular Weight: 126.11 Beilstein Registry Number: 19(5)4,118 EC Number: 640-811-2

GRADE & PURITY ≥96%(GC)

Synonyms

1,6-Anhydro-3,4-dideoxyhex-3-enopyran-2-ulose | BRN 4859778 | BCP07825 | CHEBI:30999 | 1,6-ANHYDRO-3,4-DIDEOXY-.BETA.-D-GLYCERO-HEX-3-ENOPYRANOS-2-ULOSE | HITOXZPZGPXYHY-UJURSFKZSA-N | W-202534 | 1,6-anhydro-3,4-dideoxy-beta-D-glycero-hex-3-enopyranos-2-u

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

The a,b-unsaturated bicyclic ketone Levoglucosenone is a cellulose derived pyrolysis product. With respect to reactivity, the need for protecting groups is eliminated by the presence of the anhydro bridge at the

Specifications

Synonyms

1, 6-Anhydro-3, 4-dideoxyhex-3-enopyran-2-ulose | BRN 4859778 | BCP07825 | CHEBI:30999 | 1, 6-ANHYDRO-3, 4-DIDEOXY-.BETA.-D-GLYCERO-HEX-3-ENOPYRANOS-2-ULOSE | HITOXZPZGPXYHY-UJURSFKZSA-N | W-202534 | 1, 6-anhydro-3, 4-dideoxy-beta-D-glycero-hex-3-enopyranos-2-u

Specifications & Purity

≥96%(GC)

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥96%(GC)

Names and Identifiers

• Pubchem Sid: 504759927
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504759927
• Canonical Smiles: C1C2C=CC(=O)C(O1)O2
• IUPAC Name: (1S,5R)-6,8-dioxabicyclo[3.2.1]oct-2-en-4-one
• InChIKey: HITOXZPZGPXYHY-UJURSFKZSA-N
• INCHI: 1S/C6H6O3/c7-5-2-1-4-3-8-6(5)9-4/h1-2,4,6H,3H2/t4-,6+/m0/s1
• Isomeric SMILES: C1[C@@H]2C=CC(=O)[C@H](O1)O2
• RTECS: JG7020000
• Molecular Weight: 126.11
• Beilstein: 19(5)4,118
• Reaxy-Rn: 4859778
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4859778&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyrans
      • Subclass Pyranones and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyrans
• Subclass: Pyranones and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Dihydropyranones
• Alternative Parents: 1,3-dioxolanes Ketones Oxacyclic compounds Acetals Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Dihydropyranone - Meta-dioxolane - Ketone - Oxacycle - Acetal - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as dihydropyranones. These are compounds containing a hydrogenated pyran ring which bears a ketone, and contains one double bond.
• External Descriptors: anhydrohexose - deoxyketohexose

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

Huh-7 (12904 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HepG2 (196354 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Light sensitive
• Refractive Index: 1.51
• Specific Rotation[α]: -566° (C=1,CHCl3)
• Flash Point(°C): 98 °C
• Boil Point(°C): 113 °C/3 mmHg
• Molecular Weight: 126.110 g/mol
• XLogP3: -0.200
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 126.032 Da
• Monoisotopic Mass: 126.032 Da
• Topological Polar Surface Area: 35.500 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 173.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Chengyu Li, Jun Zhang, Rui Shan, Haoran Yuan, Yong Chen.  (2022)  Kinetic study for thermocatalytic degradation of waste mixed cloth over antibiotic residue derived carbon-based solid acids.  FUEL,      [PMID:] [10.1016/j.fuel.2022.125797]

2. Haoran Yuan, Chengyu Li, Rui Shan, Jun Zhang, Lingjun Zhu, Yong Chen.  (2022)  Municipal sludge derived solid acids for levoglucosenone production via cellulose fast pyrolysis.  JOURNAL OF ANALYTICAL AND APPLIED PYROLYSIS,      [PMID:] [10.1016/j.jaap.2022.105663]

3. Ning Shi, Yuju Zhu, Bangzhi Qin, Tianlang Zhu, Hongsheng Huang, Ying Liu.  (2022)  Conversion of Cellulose into 5-Hydroxymethylfurfural in a Biphasic System Catalyzed by Aluminum Sulfate and Byproduct Characterization.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.1c08239]

4. Naeun Kim, Gihoon Kwon, Minki Choi, Gigap Han, Jinsoo Kim, Kyungjung Kwon, Hocheol Song.  (2025)  Valorizing spent lithium iron phosphate battery in biomass pyrolysis for production of valuable chemicals and mitigating pollutant emissions.  BIORESOURCE TECHNOLOGY,      [PMID:40914396] [10.1016/j.biortech.2025.133273]