58320
D-(−)-Isoascorbic acid
purum, ≥99.0% (RT)
Synonym(s):
D-erythro-Hex-2-enoic acid γ-lactone, D-Araboascorbic acid
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About This Item
Empirical Formula (Hill Notation):
C6H8O6
CAS Number:
Molecular Weight:
176.12
EC Number:
201-928-0
UNSPSC Code:
12352200
PubChem Substance ID:
Beilstein/REAXYS Number:
84271
MDL number:
InChI key
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
SMILES string
OC[C@@H](O)[C@H]1OC(=O)C(O)=C1O
grade
purum
assay
≥99.0% (RT)
optical activity
[α]20/D −16.0±1.5°, c = 1% in H2O
solubility
H2O: 0.1 g/mL, clear, colorless to very faintly yellow
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Other Notes
Starting material for the synthesis of chiral building blocks
Storage Class
11 - Combustible Solids
wgk
WGK 2
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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The Journal of Organic Chemistry, 52, 1093-1093 (1987)
J.A. Vekemans et al.
Rec. Trav. Chim., 104, 266-266 (1985)
Andrew C Clark et al.
Journal of agricultural and food chemistry, 58(2), 1004-1011 (2009-12-31)
The stereochemical influence of antioxidant and flavanol compounds on oxidation processes in a model wine system was studied. The diastereoisomers, ascorbic acid and erythorbic acid, were used as antioxidants in a model wine system containing either (+)-catechin or (-)-epicatechin as
Akihiro Tai et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 853(1-2), 214-220 (2007-04-10)
A new hydrophilic interaction liquid chromatography method for the simultaneous determination of ascorbic acid (AA), erythorbic acid (EA), 2-O-alpha-D-glucopyranosyl-L-ascorbic acid (AA-2G) and 2-O-beta-D-glucopyranosyl-L-ascorbic acid (AA-2betaG) was developed using a diol column with an isocratic solution of acetonitrile-66.7 mM ammonium acetate
Ravi S Talluri et al.
Current eye research, 31(6), 481-489 (2006-06-14)
To investigate the mechanism of L-ascorbic acid uptake by rabbit corneal epithelial cells and to functionally characterize the specific transporter involved in this translocation process. Uptake studies were carried out with SIRC (Statens Seruminstitut Rabbit Cornea) and rPCEC (rabbit Primary
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