95210

Sigma-Aldrich

L-Ascorbic acid

puriss. p.a., ≥99.0% (RT)

Synonym(s):
Antiscorbutic factor, Vitamin C, L-Threoascorbic acid
Empirical Formula (Hill Notation):
C6H8O6
CAS Number:
Molecular Weight:
176.12
Beilstein/REAXYS Number:
84272
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

Quality Level

biological source

synthetic (Organic)

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: ≤10 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)

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

13 - Non Combustible Solids

WGK Germany

WGK 1

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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)
A. Tanaka, K. Yamashita
Synthesis, 570-570 (1987)
S. Bond, P. Perlmutter
Chemical Communications (Cambridge, England), 567-567 (2000)
The Journal of Organic Chemistry, 52, 1093-1093 (1987)
J.A. Vekemans et al.
The Journal of Organic Chemistry, 52, 1093-1093 (1987)

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