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

CAS: 37112-31-5 Cat. No.: L130870 Peso molecular: 126.11 Beilstein Registry Number: 19(5)4,118 Número EC: 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

Descripción general

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

Sinónimos

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

Especificaciones y pureza

≥96%(GC)

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C

Enviado en

Wet ice

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥96%(GC)

Nombres e identificadores

• Pubchem Sid: 504759927
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504759927
• Sonrisas canónicas: 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
• Isómeros SMILES: C1[C@@H]2C=CC(=O)[C@H](O1)O2
• RTECS: JG7020000
• Peso molecular: 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
    • Clase Pyrans
      • Subclass Pyranones and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: 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
• Descripción: 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

Objetivos asociados (humanos)

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)

Explore this target

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

Mecanismos de acción

Propiedades químicas y físicas

• Sensibilidad: Light sensitive
• Índice de refracción: 1.51
• Rotación específica [α]: -566° (C=1,CHCl3)
• Punto de inflamación (°C): 98 °C
• Punto de ebullición (°C): 113 °C/3 mmHg
• Peso molecular: 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

Referencias

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]