856061

D-(−)-Isoascorbic acid

98%

• Synonym(s): D-erythro-Hex-2-enoic acid γ-lactone, D-Araboascorbic acid, Erythorbic acid, Glucosaccharonic acid, NSC 8117
• Empirical Formula (Hill Notation): C₆H₈O₆
• CAS Number: 89-65-6
• Molecular Weight: 176.12
• Beilstein/REAXYS Number: 84271
• EC Number: 201-928-0
• MDL number: MFCD00005378
• UNSPSC Code: 12352205
• PubChem Substance ID: 24888398
• NACRES: NA.22

Properties

• Quality Level: 200
• assay: 98%
• form: crystals
• optical activity: [α]25/D −16.8°, c = 2 in H₂O
• mp: 169-172 °C (dec.) (lit.)
• SMILES string: [H][C@@]1(OC(=O)C(O)=C1O)[C@H](O)CO
• 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
• InChI key: CIWBSHSKHKDKBQ-DUZGATOHSA-N

Description

General description

D-(−)-Isoascorbic acid, also known as erythorbic acid, is widely utilized as a chiral building block in organic synthesis for the preparation of various chiral compounds. It is also used as a reducing agent in various organic reactions.

Application

D-(−)-Isoascorbic acid can be used as a reactant in the synthesis of various chiral compounds such as:

• enantiopure aminotriol
• (3R, 4S)-4-hydroxylasiodiplodin and D-mycinose
• enantiomerically pure stereoisomers of α,β-dihydroxy-aldehydes or acids

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 2
• ppe: dust mask type N95 (US), Eyeshields, Gloves