D-(-)-Isoascorbic acid - analytical standard , CAS No.89-65-6

CAS: 89-65-6 Cat. No.: I109584 Molecular Weight: 176.12 Beilstein Registry Number: 84271 EC Number: 201-928-0

GRADE & PURITY Analytical standard

Synonyms

UNII-311332OII1 | A843272 | Glucosaccharonic acid | HSDB 584 | D-erythro-3-Ketohexonic acid lactone | D-soascorbic acid | Erythorbic acid [NF] | FEMA Number: 2410 | E315 | E-315 | BP-21124 | D-Isoascorbic acid 1000 microg/mL in Acetonitrile | DTXSID602653

Storage

Protected from light,Room temperature

Shipped In

Normal

Specifications

Synonyms

UNII-311332OII1 | A843272 | Glucosaccharonic acid | HSDB 584 | D-erythro-3-Ketohexonic acid lactone | D-soascorbic acid | Erythorbic acid [NF] | FEMA Number: 2410 | E315 | E-315 | BP-21124 | D-Isoascorbic acid 1000 microg/mL in Acetonitrile | DTXSID602653

Specifications & Purity

analytical standard

Storage

Protected from light, Room temperature

Shipped In

Normal

Grade

Analytical standard

Names and Identifiers

• Canonical Smiles: C(C(C1C(=C(C(=O)O1)O)O)O)O
• IUPAC Name: (2R)-2-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxy-2H-furan-5-one
• InChIKey: CIWBSHSKHKDKBQ-DUZGATOHSA-N
• INCHI: 1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5-/m1/s1
• Isomeric SMILES: C([C@H]([C@@H]1C(=C(C(=O)O1)O)O)O)O
• WGK Germany: 2
• RTECS: KF3015000
• Molecular Weight: 176.12
• Beilstein: 84271
• Reaxy-Rn: 84270
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=84270&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: Butenolides
• Alternative Parents: Vinylogous acids Enoate esters Secondary alcohols Lactones Enediols 1,2-diols Oxacyclic compounds Monocarboxylic acids and derivatives Primary alcohols Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: 2-furanone - Vinylogous acid - Alpha,beta-unsaturated carboxylic ester - Enoate ester - 1,2-diol - Carboxylic acid ester - Enediol - Secondary alcohol - Lactone - Carboxylic acid derivative - Oxacycle - Monocarboxylic acid or derivatives - Alcohol - Hydrocarbon derivative - Organic oxygen compound - Carbonyl group - Organic oxide - Primary alcohol - Organooxygen compound - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.
• External Descriptors: ascorbic acid

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: Light sensitive.
• Specific Rotation[α]: -17.5 ° (C=10, H2O)
• Melt Point(°C): 166-172°C
• Molecular Weight: 176.120 g/mol
• XLogP3: -1.600
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 176.032 Da
• Monoisotopic Mass: 176.032 Da
• Topological Polar Surface Area: 107.000 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 232.000
• 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

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