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95210

Sigma-Aldrich

L-Ascorbic acid

puriss. p.a., ≥99.0% (RT)

Synonym(s):

L-Threoascorbic acid, Antiscorbutic factor, Vitamin C

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About This Item

Empirical Formula (Hill Notation):
C6H8O6
CAS Number:
Molecular Weight:
176.12
Beilstein:
84272
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

biological source

synthetic (Organic)

Quality Level

grade

puriss. p.a.

Assay

≥99.0% (RT)

form

powder or crystals (possibly with chunks)

optical activity

[α]20/D +21±0.5°, c = 10% in H2O

ign. residue

≤0.1% (as SO4)

loss

≤0.1% loss on drying, 110 °C

color

white to off-white

pH

2.2-2.5 (25 °C, 50 mg/mL in H2O)

mp

190-194 °C (dec.)

solubility

H2O: 50 mg/mL at 20 °C, clear, almost colorless

anion traces

chloride (Cl-): ≤50 mg/kg
sulfate (SO42-): ≤20 mg/kg

cation traces

Ca: ≤25 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤2 mg/kg
K: ≤50 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg
heavy metals: ≤5 ppm (by ICP-OES)

functional group

ester
hydroxyl
ketone

SMILES string

OC([C@]([C@@H](O)CO)([H])O1)=C(O)C1=O

InChI

1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5+/m0/s1

InChI key

CIWBSHSKHKDKBQ-JLAZNSOCSA-N

Gene Information

human ... SLC23A2(9962)

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General description

L-Ascorbic acid or vitamin C is a water-soluble vitamin found in various foodstuffs. Benefits of vitamin C may include protection against immune system deficiencies, cardiovascular disease, hyperpigmentation, skin protection, anti-aging, iron absorption, and red blood cell production. It is also useful in the biosynthesis of collagen, L-carnitine, and neurotransmitters.

Application

L-Ascorbic acid can be used as a reducing agent for the preparation of reduced graphene oxide (rGO). It does not eliminate the oxygen functional group on the surface of rGO that can be advantageous for the synthesis of metal nanoparticles.

Other Notes

Starting material for the synthesis of chiral building blocks

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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The Journal of Organic Chemistry, 52, 1093-1093 (1987)
Elucidation of the function of oxygen moieties on graphene oxide and reduced graphene oxide in the nucleation and growth of silver nanoparticles
Spilarewicz-Stanek K, et al.
Royal Society of Chemistry Advances, 6(65), 60056-60067 (2016)
J.A. Vekemans et al.
The Journal of Organic Chemistry, 52, 1093-1093 (1987)
S. Bond, P. Perlmutter
Chemical Communications (Cambridge, England), 567-567 (2000)
A. Tanaka, K. Yamashita
Synthesis, 570-570 (1987)

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