2-Ethyl-4-hydroxy-5-methyl-3(2H)-furanone - ≥95%(GC) , CAS No.27538-10-9

CAS: 27538-10-9 Cat. No.: E135752 Formula: C₇H₁₀O₃ Molecular Weight: 142.15 EC Number: 248-514-6

GRADE & PURITY ≥95%(GC)

Synonyms

2-ethyl-4-hydroxy-5-methyl-2,3-dihydrofuran-3-one | E0428 | (+/-)-2-ETHYL-4-HYDROXY-5-METHYL-3(2H)-FURANONE | 4-HYDROXY-2-ETHYL-5-METHYL-2,3-DIHYDROFURAN-3-ONE | Ethyl furaneol | UNII-VRF4YF0C3X | A819109 | SB60887 | 2-ethyl-4-hydroxy-5-methyl-3(2H)-furan

Storage

Room temperature,Argon charged

Shipped In

Normal

Overview

5-Ethyl-4-hydroxy-2-methyl-3(2H)-furanone is one of the key volatile components of shoyu (soy sauce).It also occurs in roasted coffee and blackberries.

Specifications

Synonyms

2-ethyl-4-hydroxy-5-methyl-2,3-dihydrofuran-3-one | E0428 | (+/-)-2-ETHYL-4-HYDROXY-5-METHYL-3(2H)-FURANONE | 4-HYDROXY-2-ETHYL-5-METHYL-2,3-DIHYDROFURAN-3-ONE | Ethyl furaneol | UNII-VRF4YF0C3X | A819109 | SB60887 | 2-ethyl-4-hydroxy-5-methyl-3(2H)-furan

Specifications & Purity

≥95%(GC)

Storage

Room temperature,Argon charged

Shipped In

Normal

Purity

≥95%(GC)

Names and Identifiers

• Pubchem Sid: 504753515
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504753515
• Canonical Smiles: CCC1C(=O)C(=C(O1)C)O
• IUPAC Name: 2-ethyl-4-hydroxy-5-methylfuran-3-one
• InChIKey: GWCRPYGYVRXVLI-UHFFFAOYSA-N
• INCHI: 1S/C7H10O3/c1-3-5-7(9)6(8)4(2)10-5/h5,8H,3H2,1-2H3
• Isomeric SMILES: CCC1C(=O)C(=C(O1)C)O
• RTECS: LU4250000
• Alternate CAS: 27538-09-6
• Molecular Weight: 142.15
• Reaxy-Rn: 1617449
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1617449&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Dihydrofurans
      • Subclass Furanones

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Dihydrofurans
• Subclass: Furanones
• Intermediate Tree Nodes: Not available
• Direct Parent: Furanones
• Alternative Parents: Vinylogous esters Cyclic ketones Oxacyclic compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: 3-furanone - Vinylogous ester - Cyclic ketone - Ketone - Oxacycle - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as furanones. These are compounds containing a furan ring bearing a ketone group.
• External Descriptors: Not available

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

Chemical and Physical Properties

• Sensitivity: air sensitive
• Refractive Index: 1.512
• Melt Point(°C): 248-249°C
• Molecular Weight: 142.150 g/mol
• XLogP3: 1.200
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 142.063 Da
• Monoisotopic Mass: 142.063 Da
• Topological Polar Surface Area: 46.500 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 193.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• 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. Min Zhuang, Gaoheng Li, Sheng Ke, Anqi Wang, Xuanyu Wang, Zhongkai Zhou.  (2024)  A higher butyrate-generation capacity of water-extractable substrates from wheat bran as evidenced by in vitro and in vivo fermentation.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2024.103867]