Product Name

  • Name

    Sodium ascorbate

  • EINECS 205-126-1
  • CAS No. 134-03-2
  • Article Data10
  • CAS DataBase
  • Density 1.799 g/cm3
  • Solubility 620 g/L (20 °C) in water
  • Melting Point 220 °C (dec.)(lit.)
  • Formula C6H7NaO6
  • Boiling Point 552.7 °C at 760 mmHg
  • Molecular Weight 198.108
  • Flash Point 238.2 °C
  • Transport Information
  • Appearance white to off-white solid
  • Safety 24/25
  • Risk Codes 68
  • Molecular Structure Molecular Structure of 134-03-2 (Sodium ascorbate)
  • Hazard Symbols
  • Synonyms L-Ascorbic acid,compounds,monosodium salt;3-Oxo-L-gulofuranolactone sodium;L-Ascorbic acid sodium salt;Ascorbate de sodium;Ascorbato sodico;Ascorbic acid sodium derivative;Ascorbic acid sodium salt;Monosodium L-ascorbate;l-Ascorbate, sodium;Vitamin C Sodium;Vitamin c Na;
  • PSA 110.05000
  • LogP -1.53490

Synthetic route

sodium ascorbate
134-03-2

sodium ascorbate

dichlorodiethylstannane
866-55-7

dichlorodiethylstannane

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

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%
dimethyltin dichloride
753-73-1

dimethyltin dichloride

sodium ascorbate
134-03-2

sodium ascorbate

Sn(CH3)2(C6H6O6)*H2O

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%
sodium ascorbate
134-03-2

sodium ascorbate

diphenyltin(IV) dichloride
1135-99-5

diphenyltin(IV) dichloride

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

[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%
sodium ascorbate
134-03-2

sodium ascorbate

triphenyltin chloride
639-58-7

triphenyltin chloride

[Ph3Sn(L-ascorbate)]

[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%
bis(cyclopentadienyl)titanium dichloride
1271-19-8

bis(cyclopentadienyl)titanium dichloride

sodium ascorbate
134-03-2

sodium ascorbate

{(C5H5)2Ti(C6H7O6)2}

{(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%
tributyltin chloride
1461-22-9

tributyltin chloride

sodium ascorbate
134-03-2

sodium ascorbate

[(n-Bu)3Sn(L-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%
trimethyltin(IV)chloride
1066-45-1

trimethyltin(IV)chloride

sodium ascorbate
134-03-2

sodium ascorbate

[Me3Sn(L-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%
dibutyltin chloride
683-18-1

dibutyltin chloride

sodium ascorbate
134-03-2

sodium ascorbate

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

[(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%
sodium ascorbate
134-03-2

sodium ascorbate

tripropyltin chloride
2279-76-7

tripropyltin chloride

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

[(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%
sodium ascorbate
134-03-2

sodium ascorbate

2-O-α-D-glucopyranosyl L-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
134-03-2

sodium ascorbate

alpha cyclodextrin
10016-20-3

alpha cyclodextrin

2-O-α-D-glucopyranosyl L-ascorbate
129499-78-1

2-O-α-D-glucopyranosyl L-ascorbate

Conditions
ConditionsYield
Stage #1: sodium ascorbate; alpha cyclodextrin With cyclodextrin glucanotransferase from Thermoanaerobacter sp. In aq. acetate buffer at 40℃; for 24h; pH=4.0; Enzymatic reaction;
Stage #2: With amyloglucosidase from Aspergillus niger In aq. acetate buffer at 60℃; for 2h; Enzymatic reaction; regioselective reaction;
0.27%
sodium ascorbate
134-03-2

sodium ascorbate

β‐cyclodextrin
7585-39-9

β‐cyclodextrin

2-O-α-D-glucopyranosyl L-ascorbate
129499-78-1

2-O-α-D-glucopyranosyl L-ascorbate

Conditions
ConditionsYield
Stage #1: sodium ascorbate; β‐cyclodextrin With cyclodextrin glucanotransferase from Thermoanaerobacter sp. In aq. acetate buffer at 40℃; for 24h; pH=4.0; Enzymatic reaction;
Stage #2: With amyloglucosidase from Aspergillus niger In aq. acetate buffer at 60℃; for 2h; Enzymatic reaction; regioselective reaction;
0.24%
sodium ascorbate
134-03-2

sodium ascorbate

cyclomaltooctaose
17465-86-0

cyclomaltooctaose

2-O-α-D-glucopyranosyl L-ascorbate
129499-78-1

2-O-α-D-glucopyranosyl L-ascorbate

Conditions
ConditionsYield
Stage #1: sodium ascorbate; cyclomaltooctaose With cyclodextrin glucanotransferase from Thermoanaerobacter sp. In aq. acetate buffer at 40℃; for 24h; pH=4.0; Enzymatic reaction;
Stage #2: With amyloglucosidase from Aspergillus niger In aq. acetate buffer at 60℃; for 2h; Enzymatic reaction; regioselective reaction;
0.21%
water
7732-18-5

water

sodium ascorbate
134-03-2

sodium ascorbate

oxygen

oxygen

alkaline solution

alkaline solution

A

oxalic acid
144-62-7

oxalic acid

B

L-threonic acid-4-lactone
21730-93-8

L-threonic acid-4-lactone

Conditions
ConditionsYield
Behandeln des Natrium-Salzes oder anderer Alkalisalze;
sodium metaborate
7775-19-1

sodium metaborate

sodium ascorbate
134-03-2

sodium ascorbate

3Na(1+)*{B(C6H5O6)2}(3-)*3H2O=Na3{B(C6H5O6)2}*3H2O

3Na(1+)*{B(C6H5O6)2}(3-)*3H2O=Na3{B(C6H5O6)2}*3H2O

Conditions
ConditionsYield
In not given pptg. with methanol;
In not given pptg. with methanol;
sodium ascorbate
134-03-2

sodium ascorbate

ascorbic acid
50-81-7

ascorbic acid

hydrogen
1333-74-0

hydrogen

Conditions
ConditionsYield
With tris(2,2'-bipyridyl)ruthenium dichloride; C18H23N3NiS3(2+)*2ClO4(1-) In N,N-dimethyl acetamide; water pH=4; Catalytic behavior; Irradiation;

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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