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Safety Information

58320

Sigma-Aldrich

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:
89-65-6
Molecular Weight:
176.12
Beilstein:
84271
EC Number:
201-928-0
MDL number:
MFCD00005378
UNSPSC Code:
12352200
PubChem Substance ID:
24881081

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

SMILES string

OC[C@@H](O)[C@H]1OC(=O)C(O)=C1O

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

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Other Notes

Starting material for the synthesis of chiral building blocks

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

58320-50G:
58320-BULK:
58320-1KG:
58320-250G:

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Certificates of Analysis (COA)

Lot/Batch Number
1404010
1372986
1363245
1331481
1317654

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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)
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
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
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