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Sodium ascorbate
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  • Name Sodium ascorbate
  • EINECS205-126-1
  • CAS No. 134-03-2
  • Density1.799 g/cm3
  • PSA110.05000
  • LogP-1.53490
  • Solubility620 g/L (20 °C) in water
  • Melting Point220 °C (dec.)(lit.)
  • FormulaC6H7NaO6
  • Boiling Point552.7 °C at 760 mmHg
  • Molecular Weight198.108
  • Flash Point238.2 °C
  • Transport InformationN/A
  • Appearancewhite to off-white solid
  • Safety24/25
  • Risk Codes68
  • Molecular Structure
    Molecular Structure of 134-03-2 (Sodium ascorbate)
  • Hazard SymbolsN/A
  • SynonymsN/A
  • Article Data10

Sodium ascorbate Synthetic route

134-03-2

sodium ascorbate

866-55-7

dichlorodiethylstannane

Sn(4+)*2C2H5(1-)*C6H6O6(2-)*H2O=Sn(C2H5)2(C6H6O6)*H2O

Conditions
ConditionsYield
In methanol (N2); dropwise addn. of the Sn-compound in MeOH to a suspension of ascorbate in MeOH with stirring at 0°C; after allowing to warm up to room temp. the mixt. is heated under reflux for 3 h; volatiles are removed in vac. and the solid is successively washed with CH2Cl2 and THF and water, recrystn. from MeOH; elem. anal.;85%
753-73-1

dimethyltin dichloride

134-03-2

sodium ascorbate

Sn(CH3)2(C6H6O6)*H2O

Conditions
ConditionsYield
In methanol (N2;) dropwise addn. of Sn compound in MeOH to a suspension of ascorbate in MeOH with stirring at 0°C; after allowing to warm up to room temp. the mixt. is heated under reflux for 3.5 h; volatiles are removed in vac. and the solid is successively washed with CH2Cl2 and THF, recrystn. from MeOH; elem. anal.;73%
134-03-2

sodium ascorbate

1135-99-5

diphenyltin(IV) dichloride

[Ph2Sn(L-ascorbic acid(-2H))]

Conditions
ConditionsYield
In methanol byproducts: NaCl; (N2); soln. of Sn compd. (1 equiv.) in methanol was added dropwise with stirring to suspn. of ascorbate (2 equiv.) in methanol at 0°C; soln. was warmed to room temp.; refluxed for 3 h; filtered; concd. (vac.); washed (CH2Cl2); recrystd. (methanol); elem. anal.;50%
134-03-2

sodium ascorbate

639-58-7

triphenyltin chloride

[Ph3Sn(L-ascorbate)]

Conditions
ConditionsYield
In methanol byproducts: NaCl; (N2); soln. of Sn compd. (1 equiv.) in methanol was added dropwise with stirring to suspn. of ascorbate (1 equiv.) in methanol; soln. was stirred at room temp. for 10 min; refluxed for 6 h; filtered; volatiles removed (vac.); washed (CH2Cl2); dried (vac.); recrystd. (methanol); elem. anal.;47%
1271-19-8

bis(cyclopentadienyl)titanium dichloride

134-03-2

sodium ascorbate

{(C5H5)2Ti(C6H7O6)2}

Conditions
ConditionsYield
In water (N2); dropwise addn. of a soln. of ascorbate in water to a soln. of the Ti-compd. in water with stirring at 10°C, stirring of the mixt. for 2 h; allowing to warm slowly up to room temp.;; ppt. is collected by filtn., washed with cooled water and redissolved in THF, pptn. by addn. of hexane; elem. anal.;45%
1461-22-9

tributyltin chloride

134-03-2

sodium ascorbate

[(n-Bu)3Sn(L-ascorbate)]

Conditions
ConditionsYield
In methanol byproducts: NaCl; (N2); soln. of Sn compd. (1 equiv.) in methanol was added dropwise with stirring to suspn. of ascorbate (1 equiv.) in methanol; soln. was stirred at room temp. for 10 min; refluxed for 6 h; filtered; volatiles removed (vac.); washed (CH2Cl2); dried (vac.); recrystd. (methanol); elem. anal.;23%
1066-45-1

trimethyltin(IV)chloride

134-03-2

sodium ascorbate

[Me3Sn(L-ascorbate)]

Conditions
ConditionsYield
In methanol byproducts: NaCl; (N2); soln. of Sn compd. (1 equiv.) in methanol was added dropwise with stirring to suspn. of ascorbate (1 equiv.) in methanol; soln. was stirred at room temp. for 10 min; refluxed for 6 h; filtered; volatiles removed (vac.); washed (CH2Cl2); dried (vac.); recrystd. (methanol); elem. anal.;20%
683-18-1

dibutyltin chloride

134-03-2

sodium ascorbate

[(n-Bu)2Sn(L-ascorbic acid(-2H))]

Conditions
ConditionsYield
In methanol byproducts: NaCl; (N2); soln. of Sn compd. (1 equiv.) in methanol was added dropwise with stirring to suspn. of ascorbate (2 equiv.) in methanol at 0°C; soln. was warmed to room temp.; refluxed for 3 h; filtered; concd. (vac.); washed (CH2Cl2); recrystd. (methanol); elem. anal.;20%
134-03-2

sodium ascorbate

2279-76-7

tripropyltin chloride

[(n-Pr)3Sn(L-ascorbate)]

Conditions
ConditionsYield
In methanol byproducts: NaCl; (N2); soln. of Sn compd. (1 equiv.) in methanol was added dropwise with stirring to suspn. of ascorbate (1 equiv.) in methanol; soln. was stirred at room temp. for 10 min; refluxed for 6 h; filtered; volatiles removed (vac.); washed (CH2Cl2); dried (vac.); recrystd. (methanol); elem. anal.;20%
134-03-2

sodium ascorbate

129499-78-1

2-O-α-D-glucopyranosyl L-ascorbate

Conditions
ConditionsYield
rat intestinal (or rice seed) α-glucosidase, maltose, thiourea, 0.1 M acetate buffer, 3 h, 50 deg C, in the dark;14%

Sodium ascorbate Consensus Reports

Reported in EPA TSCA Inventory.

Sodium ascorbate Specification

1. Introduction of Sodium ascorbate
Sodium ascorbate is a more bioavailable[citation needed] form of vitamin C that is an alternative to taking ascorbic acid as a supplement. The IUPAC Name of it is Sodium (2R)-2-[(1S)-1,2-dihydroxyethyl]-4-hydroxy-5-oxo-2H-furan-3-olate

2. Properties of Sodium ascorbate
H-Bond Donor: 3
H-Bond Acceptor: 6
Rotatable Bond Count: 2
Tautomer Count: 2
Exact Mass: 198.014033
MonoIsotopic Mass 198.014033
Topological Polar Surface Area: 110
Heavy Atom Count: 13
Complexity: 237
Solubility: H2O: 50 mg/mL
Water Solubility: 620 g/L (20 °C)
Melting Point: 220 °C (dec.)(lit.)
alpha: 104 °(C=1, H2O 25 °C)
Refractive index: 105.5 °(C=10, H2O)
Flash Point: 238.2 °C 
Enthalpy of Vaporization: 95.78 kJ/mol 
Boiling Point: 552.7 °C at 760 mmHg 
Vapour Pressure of Sodium ascorbate: 1.62E-14 mmHg at 25 °C

3. Structure Descriptors of Sodium ascorbate
Canonical SMILES: C(C(C1C(=C(C(=O)O1)O)[O-])O)O.[Na+]
InChI: InChI=1/C6H8O6.Na/c7-1-2(8)5-3(9)4(10)6(11)12-5;/h2,5,7-10H,1H2;/q;+1/p-1/t2-,5?;/m0./s1
EINECS: 205-126-1
Classification Code: Mutation data; Vitamin
Product Categories: Food and Feed Additive; Antioxidant; Biochemistry; Sugar Acids; Sugars; Vitamins; Vitamins and derivatives
Stability: Stable. Incompatible with strong oxidizing agents.
Storage temperature: Store at RT.

4. Toxicity of Sodium ascorbate

1.    

sce-hmn:lym 100 µmol/L

     MUREAV    Mutation Research. 60 (1979),321.
2.    

oms-ham:ovr 1 mmol/L

     CNREA8    Cancer Research. 39 (1979),4145.
3.    

cyt-ham:ovr 20 mmol/L

     CNREA8    Cancer Research. 39 (1979),4145.
4.    

sce-ham:ovr 100 µmol/L

     MUREAV    Mutation Research. 60 (1979),321.

5. Safety Information of Sodium ascorbate
Human mutation data reported. When heated to decomposition it emits toxic fumes of Na2O.
Risk Statements: 68
R68: Possible risk of irreversible effects.
Safety Statements: 24/25 
S24/25: Avoid contact with skin and eyes.
WGK Germany of Sodium ascorbate: 1

6. Preparation of Sodium ascorbate
Sodium ascorbate is produced by dissolving ascorbic acid in water and adding an equivalent amount of sodium bicarbonate. After cessation of effervescence, the sodium ascorbate is precipitated by the addition of isopropanol.

7. Use of Sodium ascorbate
As a food additive, it has the E number E301 and is used as an antioxidant and an acidity regulator. Sodium ascorbate can reverse the development of atherosclerotic disease, helps in heart attack prevention. In addition sodium ascorbate plays a significant role in the elimination of chronic and acute infections. Moreover, it is considered to be an anti-cancer agent. Sodium ascorbate produces cytotoxic effect in an array of malignant cell lines, which include melanoma cells that are particularly susceptible.

8. Side-effects of sodium ascorbate
The common side-effects that persist or become troublesome when using sodium ascorbate, especially in a liquid form as injections, include burning, stinging, pain, or swelling at the injection site. Severe allergic reactions include rash; itching; difficult breathing; hives; tightness in the chest; swelling of the mouth, face, lips, or tongue; bone pain; muscle weakness; severe or persistent diarrhea; mental or mood changes.

 

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