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Sodium oxalate

From Wikipedia, the free encyclopedia
Sodium oxalate
Disodium oxalate
Disodium oxalate
Names
Preferred IUPAC name
Disodium oxalate
Other names
Oxalic acid, disodium salt
Sodium ethanedioate
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard100.000.501Edit this at Wikidata
EC Number
  • 200-550-3
RTECS number
  • K11750000
UNII
  • InChI=1S/C2H2O4.2Na/c3-1(4)2(5)6;;/h(H,3,4)(H,5,6);;/q;2*+1/p-2 ☒N
    Key: ZNCPFRVNHGOPAG-UHFFFAOYSA-L ☒N
  • C(=O)(C(=O)[O-])[O-].[Na+].[Na+]
Properties
Na2C2O4
Molar mass133.998 g·mol−1
AppearanceWhite crystalline solid
OdorOdorless
Density2.34 g/cm3
Melting point260 °C (500 °F; 533 K) decomposes above 290 °C[2]
  • 2.69 g/(100 mL) (0 °C)
  • 3.7 g/(100 mL) (20 °C)
  • 6.25 g/(100 mL) (100 °C)
SolubilitySoluble informic acid, insoluble inethanol,diethyl ether
Structure
monoclinic
Thermochemistry
−1318 kJ/mol
Hazards
GHS labelling:[3]
GHS07: Exclamation mark
Warning
H302,H312
P280,P301+P312,P302+P352
NFPA 704 (fire diamond)
Lethal dose or concentration (LD, LC):
11160 mg/kg (oral, rat)[1]
Safety data sheet (SDS)Oxford MSDS[unreliable source]
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

Sodium oxalate, ordisodium oxalate, is achemical compound with thechemical formulaNa2C2O4. It is thesodiumsalt ofoxalic acid. It contains sodiumcationsNa+ andoxalateanionsC2O2−4. It is a white, crystalline, odorless solid, that decomposes above 290°C.[2]

Sodium oxalate can act as areducing agent, and it may be used as aprimary standard for standardizingpotassium permanganate (KMnO4) solutions.

Themineral form of sodium oxalate isnatroxalate. It is only very rarely found and restricted to extremelysodic conditions of ultra-alkalinepegmatites.[4]

Preparation

[edit]

Sodium oxalate can be prepared through theneutralization ofoxalic acid withsodium hydroxide (NaOH) in a 1:2acid-to-basemolar ratio.Evaporation yields theanhydrous oxalate[5] that can be thoroughly dried by heating to between 200 and 250 °C.[2]

Half-neutralization can be accomplished with NaOH in a 1:1 ratio which producesNaHC2O4,monobasic sodium oxalate orsodium hydrogenoxalate.

Alternatively, it can be produced by decomposingsodium formate by heating it at a temperature exceeding 360 °C.[citation needed]

Reactions

[edit]

Sodium oxalate starts to decompose above 290 °C intosodium carbonate andcarbon monoxide:[2]

Na2C2O4 → Na2CO3 + CO

When heated at between 200 and 525°C withvanadium pentoxide in a 1:2 molar ratio, the above reaction is suppressed, yielding instead asodium vanadium oxibronze with release ofcarbon dioxide[6]

x Na2C2O4 + 2 V2O5 → 2 NaxV2O5 + 2x CO2

withx increasing up to 1 as the temperature increases.

Sodium oxalate is used to standardizepotassium permanganate solutions. It is desirable that the temperature of thetitration mixture be greater than 60 °C to ensure that all the permanganate added reacts quickly. Thekinetics of the reaction are complex, and themanganese(II)ions (Mn2+) formedcatalyze the further reaction between permanganate and oxalic acid (formedin situ by the addition of excesssulfuric acid). The final equation is as follows:[7]

5 Na2C2O4 + 2 KMnO4 + 8 H2SO4K2SO4 + 5Na2SO4 + 2MnSO4 + 10 CO2 + 8 H2O

Biological activity

[edit]

Like several otheroxalates, sodium oxalate is toxic to humans. It can cause burning pain in the mouth, throat and stomach, bloody vomiting, headache, muscle cramps, cramps and convulsions, drop in blood pressure, heart failure, shock, coma, and possible death. Mean lethal dose by ingestion of oxalates is 10-15 grams/kilogram of body weight (perMSDS).

Sodium oxalate, likecitrates, can also be used to removecalciumions (Ca2+) fromblood plasma. It also prevents blood fromclotting. Note that by removing calcium ions from theblood, sodium oxalate can impairbrain function, and depositcalcium oxalate in thekidneys.

References

[edit]
  1. ^ab"ChemIDplus - 62-76-0 - ZNCPFRVNHGOPAG-UHFFFAOYSA-L - Disodium oxalate - Similar structures search, synonyms, formulas, resource links, and other chemical information".chem.nlm.nih.gov. NIH. Retrieved7 January 2019.
  2. ^abcdYoshimori, T. (1978). "Investigation on the drying and decomposition of sodium oxalate".Talanta.25 (10):603–605.doi:10.1016/0039-9140(78)80158-1.
  3. ^GHS:GESTIS 570199
  4. ^"Natroxolate"(PDF).RRUFF. Mineral Data Publishing. Retrieved7 January 2019.
  5. ^Foote, H. W.; Vance, J. E. (1933). "The system; sodium iodate, sodium oxalate, water".American Journal of Science.26 (151):16–18.Bibcode:1933AmJS...26...16F.doi:10.2475/ajs.s5-26.151.16.
  6. ^Ballivet-Tkatchenko, D.; Galy, J.; Parize, J.-L.; Savariault, J.-M. (1994). "Thermal decomposition of sodium oxalate in the presence of V2O5".Thermochimica Acta.232 (2):215–223.doi:10.1016/0040-6031(94)80061-8.
  7. ^Mcbride, R. S. (1912)."The standardization of potassium permanganate solution by sodium oxalate".J. Am. Chem. Soc.34 (4):393–416.doi:10.1021/ja02205a009.
Inorganic
Halides
Chalcogenides
Pnictogenides
Oxyhalides
Oxychalcogenides
Oxypnictogenides
Metalates
Others
Organic
Compounds of theoxalate ion
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