62-76-0

Basic information

• Product Name: Sodium oxalate
• Synonyms: Ethanedioicacid, disodium salt (9CI);Oxalic acid, disodium salt (8CI);Sodium oxalate(6CI,7CI);CSN 1;Disodium oxalate;Ethanedioic acid,sodium salt (1:2)
• CAS NO: 62-76-0
• Molecular Formula: C₂Na₂O₄
• Molecular Weight: 134.00
• EINECS: 200-550-3
• Mol File: 62-76-0.mol
• Article Data: 14

Chemical Properties

• Melting Point: 250-270℃
• Boiling Point: 365.1 °C at 760 mmHg
• Flash Point: 188.8 °C
• Appearance: white crystalline powder
• Density: 2.34 g/cm³
• Vapor Pressure: 2.51E-06mmHg at 25°C
• Water Solubility: 37 g/L (20℃)
• CAS DataBase Reference: Sodium oxalate(CAS DataBase Reference)
• NIST Chemistry Reference: Sodium oxalate(62-76-0)
• EPA Substance Registry System: Sodium oxalate(62-76-0)

Safety Data

• Hazard Codes: Xn:Harmful
• Statements: R21/22:
• Safety Statements: S24/25:
• Hazardous Substances Data: 62-76-0(Hazardous Substances Data)

Usage

General Description

Sodium oxalate, also known as disodium oxalate, is a chemical compound with the molecular formula Na2C2O4. It is a white crystalline solid that is highly soluble in water. Sodium oxalate is commonly used in industries such as photography, textile processing, and metal cleaning due to its chelating properties and its ability to form insoluble salts with certain metal ions. It is also used in analytical chemistry as a reducing agent and as a standard for calibration in titrations. In addition, sodium oxalate has medical applications, including its use as an antidote for certain types of poisonings. However, it is important to handle sodium oxalate with caution, as it is toxic if ingested and can cause irritation to the skin and eyes.

InChI:InChI=1/C2H2O4.2Na/c3-1(4)2(5)6;;/h(H,3,4)(H,5,6);;/q;2*+1/p-2

Synthetic route

sodium formate (141-53-7) → sodium oxalate (62-76-0)

Conditions	Yield
With sodium hydride at 390℃; for 0.166667h; Reagent/catalyst; Time; Inert atmosphere; Glovebox; Calcination;	99%
sodium hydroxide at 340 °C in the presence of NaOH;;	94.2%
sodium hydroxide at 340 °C in the presence of NaOH;;	94.2%

carbon dioxide (124-38-9) + C45H63Cu3N6S(1-)*C10H20NaO5(1+) → C45H63Cu3N6S + sodium oxalate (62-76-0)

Conditions	Yield
In benzene-d6 at -80℃; for 0.5h; Catalytic behavior;	A 95% B n/a

carbon dioxide (124-38-9) + C45H63Cu3N6Se(1-)*C10H20NaO5(1+) → C45H63Cu3N6Se + sodium oxalate (62-76-0)

Conditions	Yield
In benzene-d6 at -80℃; for 0.5h; Catalytic behavior;	A n/a B 95%

carbon dioxide (124-38-9) + C45H63Cu3N6S(1-)*Na(1+)*3C4H8O → C45H63Cu3N6S + sodium oxalate (62-76-0)

Conditions	Yield
In benzene-d6 at -80℃; for 0.5h; Catalytic behavior;	A 95% B n/a

carbon dioxide (124-38-9) + C45H63Cu3N6Se(1-)*Na(1+)*3C4H8O → C45H63Cu3N6Se + sodium oxalate (62-76-0)

Conditions	Yield
In benzene-d6 at -80℃; for 0.5h; Catalytic behavior;	A n/a B 95%

sodium formate (141-53-7) + sodium hydroxide (1310-73-2) → sodium oxalate (62-76-0)

Conditions	Yield
In neat (no solvent) passing a vigorous stream of high purity H2 through melting NaHCO2 containing 3% NaOH at 260-320°C for 1-1.5h; solidification;;	93%
In neat (no solvent) passing a vigorous stream of high purity H2 through melting NaHCO2 containing 3% NaOH at 260-320°C for 1-1.5h; solidification;;	93%

sodium formate (141-53-7) → sodium oxalate (62-76-0) + sodium carbonate (497-19-8)

Conditions	Yield
sodium hydroxide In solid byproducts: H2; with NaOH (1:0.05) in N2 atmosphere, the heating rate 6 deg/min;	A 92% B n/a
In solid thermal decomposition of sodium formate in H2 atmosphere (TG at 435 :degree.C, the heating rate 6 deg/min;	A 35% B n/a
In solid thermal decomposition of sodium formate in CO atmosphere (TG at438 °C), the heating rate 6 deg/min;	A 34% B n/a

sodium tetrahydroborate (16940-66-2) + sodium formate (141-53-7) → sodium oxalate (62-76-0) + sodium carbonate (497-19-8)

Conditions	Yield
In solid reaction of sodium formate with NaBH4 (1:0.05) in N2 atmosphere, the heating rate 6 deg/min;	A 88% B n/a
In solid reaction of sodium formate with NaBH4 (1:1) in N2 atmosphere, the heating rate 6 deg/min;	A 0% B n/a

ammonium oxalate + sodium chloride (7647-14-5) → sodium oxalate (62-76-0)

Conditions	Yield
In water at 100°C; filtration of boiling soln.; pptn.;; pure product on washing with boiling H2O; product obtained by pptn. during cooling the filtrate to 20°C contains (NH4)2C2O4;;	81.2%
In water at 100°C; filtration of boiling soln.; pptn.;; pure product on washing with boiling H2O; product obtained by pptn. during cooling the filtrate to 20°C contains (NH4)2C2O4;;	81.2%

isoascorbic acid (89-65-6) → sodium oxalate (62-76-0) + D-erythronolactone (15667-21-7)

Conditions	Yield
With dihydrogen peroxide; sodium carbonate 1) 17 deg C, 5 min; 2) 40 deg C, 30 min;	A n/a B 67.5%

sodium formate (141-53-7) + lithium hydroxide (1310-65-2) → sodium oxalate (62-76-0) + sodium carbonate (497-19-8)

Conditions	Yield
In solid byproducts: H2; reaction of sodium formate with LiOH (1:0.05) in N2 atmosphere, the heating rate 6 deg/min;	A 49% B n/a

sodium formate (141-53-7) + sodium carbonate (497-19-8) → sodium oxalate (62-76-0)

Conditions	Yield
In solid reaction of sodium formate with Na2CO3 (1:0.05) in N2 atmosphere, the heating rate 6 deg/min;	34%
In solid reaction of sodium formate with Na2CO3 (1:1) in N2 atmosphere, the heating rate 6 deg/min;	23%

carbon dioxide (124-38-9) + carbon monoxide (201230-82-2) + sodium carbonate (497-19-8) → sodium formate (141-53-7) + sodium oxalate (62-76-0) + sodium hydrogencarbonate (144-55-8)

Conditions	Yield
In neat (no solvent) High Pressure; 2 h at 380°C; cooling, dissolution in water, addn. of HClO4; HPLC;	A 0% B 0% C 0.5%

betaine (107-43-7) → sodium oxalate (62-76-0)

Conditions	Yield
With sodium hydroxide at 220℃;

sodium acetate (127-09-3) → sodium oxalate (62-76-0)

Conditions	Yield
With sodium hydroxide; oxygen at 180 - 280℃;

sodium D-gluconate (527-07-1) → sodium oxalate (62-76-0)

Conditions	Yield
durch Aspergillus mutatus;

monoorthooxalic acid-1,1,2-triethyl ester; sodium salt + acetic acid (64-19-7) → ethanol (64-17-5) + sodium oxalate (62-76-0) + oxalic acid diethyl ester (95-92-1)

methylammonium carbonate (15719-64-9, 15719-76-3, 97762-63-5) → sodium oxalate (62-76-0)

Conditions	Yield
With sodium at 360℃;
With amalgamated potassium at 360℃;

sodium glyoxylate (2706-75-4) → sodium oxalate (62-76-0)

Conditions	Yield
With sodium hydroxide; osmium(VIII) oxide at 25℃; Rate constant; Kinetics; Mechanism; energy data: ΔH(0), ΔS(0); var. temp.;

3-amino-4-methyl-pyrrole-2,5-dione + alcoholic NaOH-solution → ammonia (7664-41-7) + sodium oxalate (62-76-0)

sodium ethanolate (141-52-6) + oxalic acid diethyl ester (95-92-1) → sodium formate (141-53-7) + sodium oxalate (62-76-0) + Diethyl carbonate (105-58-8) + carbon monoxide

oxalic acid diethyl ester (95-92-1) + sodium → sodium formate (141-53-7) + sodium oxalate (62-76-0) + Diethyl carbonate (105-58-8) + carbon monoxide

Conditions	Yield
beim Erwaermen;

carbon dioxide (124-38-9) → sodium oxalate (62-76-0)

Conditions	Yield
With sodium amalgam complete react. only by use of CO2 that is completely free from H2O an O2;;
With sodium amalgam slight increase of react. rate on increasing pressure from 1 to 40 atm; a deciding factor for the reaction rate is the formation of fresh amalgam surface;; no redn. of CO2 to form CO;;
With Na amalgam slight increase of react. rate on increasing pressure from 1 to 40 atm; a deciding factor for the reaction rate is the formation of fresh amalgam surface;; no redn. of CO2 to form CO;;
With Na amalgam complete react. only by use of CO2 that is completely free from H2O an O2;;
With sodium

benzamide; compound of benzamide with oxalic acid + natrium carbonate → sodium oxalate (62-76-0) + benzamide (55-21-0)

betaine (107-43-7) + sodium hydroxide → sodium oxalate (62-76-0) + trimethylamine (75-50-3)

Conditions	Yield
at 220℃;

sodium formate (141-53-7) → sodium oxalate (62-76-0) + Na2CO3 + CO + H2

Conditions	Yield
Kinetics; Einfluss von Zusaetzen wie Na2CO3, Natriumoxalat, NaOH, CaO auf den Reaktionsverlauf.Pyrolysis;

Hg(b),Na(0.1) (X%) + carbon dioxide (124-38-9) → sodium oxalate (62-76-0) + sodium carbonate (497-19-8)

Conditions	Yield
In neat (no solvent) react. of liquid, 0.1% Na amalgame with dry CO2 (completely free from O2) at 20 °C while stirring vigorously;; isolation of the product, containing about 3% Na2CO3, by completely deaerated (boiled out) water (exclusion of air);;
In neat (no solvent) react. of liquid, 0.1% Na amalgame with dry CO2 (completely free from O2) at 20 °C while stirring vigorously;; isolation of the product, containing about 3% Na2CO3, by completely deaerated (boiled out) water (exclusion of air);;

15-crown-5 (33100-27-5) + sodium oxalate (62-76-0) → C2O4(2-)*2C10H20NaO5

Conditions	Yield
In water at 20℃; for 12h;	100%

sodium oxalate (62-76-0) → micafungin sodium

Conditions	Yield
In water	99.52%

nitric acid (7697-37-2) + sodium oxalate (62-76-0) → sodium nitrate (7631-99-4)

Conditions	Yield
In water byproducts: oxalic acid; between 15 and 65°C;; pure NaNO3;;	99%

4,4'-bipyridine (553-26-4) + nickel(II) bromide trihydrate + sodium oxalate (62-76-0) → (2).infin.[Ni(oxalate)(4,4'-bipyridine)] (226401-79-2)

Conditions	Yield
In water byproducts: HBr, H2O; molar ratio Co:oxalate:bipy:H2O=1:1:1:444, digestion bomb, 170°C,7 d;	99%

4,4'-bipyridine (553-26-4) + sodium oxalate (62-76-0) + zinc(II) chloride (7646-85-7) → (2).infin.[Zn(oxalate)(4,4'-bipyridine)] (226401-80-5)

Conditions	Yield
In water byproducts: NaCl, H2O; molar ratio Co:oxalate:bipy:H2O=1:1:1:444 (or 888), digestion bomb, 170°C, 7 d;	99%

4,4'-bipyridine (553-26-4) + sodium oxalate (62-76-0) + cobalt(II) chloride (7646-79-9) → (2).infin.[Co(oxalate)(4,4'-bipyridine)] (226401-78-1)

Conditions	Yield
In water byproducts: NaCl, H2O; molar ratio Co:oxalate:bipy:H2O=1:1:1:444, digestion bomb, 170°C,7 d;	99%
In water High Pressure; mixt. of CoCl2, sodium oxalate, 4,4'-bipyridine heated at 170°C for 4 d;

copper(II) nitrate trihydrate + water (7732-18-5) + 1,4,5,8,9,,12-hexaazatriphenylene (79790-37-7) + sodium oxalate (62-76-0) → [Cu(1,4,5,8,9,12-hexaazatriphenylene)(H2O)(oxalate)]*H2O (426209-01-0)

Conditions	Yield
In water water was added to a mixt. of Cu-salt and triphenylene, the suspn. was warmed and stirred for 30 min, sodium oxalate in min H2O was added; ppt. was filtered off, washed with water and ethanol, dried in air; elem. anal.;	99%

disodium hydrogenphosphate + cobalt(II) chloride hexahydrate + sodium oxalate (62-76-0) + 1,2-diaminoethane dihydrochloride (333-18-6) → Na(1+)*0.5H3NCH2CH2NH3(2+)*Co(2+)*C2O4(2-)*HPO4(2-)=Na(H3NCH2CH2NH3)0.5[Co(C2O4)(HPO4)]

Conditions	Yield
In water byproducts: NaCl, H2O; High Pressure; hydrothermal method; ethylenediamine, chloride and oxalate salts were first added to autoclave with water and stirred, phosphate salt was then added with stirring, suspn. was sealed in autoclave, reaction under pressure at 160°C for 1 week; elem. anal.;	99%

sodium nitrate (7631-99-4) + sodium oxalate (62-76-0) + tungsten(VI) oxide → sodium tungstate

Conditions	Yield
In neat (no solvent) Kinetics; byproducts: CO2, N2O3; Na2C2O4, NaNO2, WO3 were carefully stirred and sieved and treated with org. solvent (acetone, abs. EtOH); solvent removed; heated at 500-600°C for 1 h; temp. raised to 700°C; kept at this temp. for 20 min; monitored by X-ray diffraction; elem. anal.;	98.2%

[2,2]bipyridinyl (366-18-7) + cis,cis-[RuCl2(dimethyl sulfoxide)2(dipyrido[3,2-a:2',3'-c]phenazine)] + sodium oxalate (62-76-0) → Ru(dipyrido[3,2-a:2',3'-c]phenazine)(2,2'-bipyridine)(ox)

Conditions	Yield
Stage #1: cis,cis-[RuCl2(dimethyl sulfoxide)2(dipyrido[3,2-a:2',3'-c]phenazine)]; sodium oxalate In water for 1h; Inert atmosphere; Darkness; Reflux; Stage #2: [2,2]bipyridinyl In water; ethylene glycol for 3h; Inert atmosphere; Darkness; Reflux;	98%

boric acid (11113-50-1) + sodium oxalate (62-76-0) + oxalic acid dihydrate (6153-56-6) → sodium bis(oxalate)borate

Conditions	Yield
In benzene byproducts: H2O; mixture refluxed with stirring for 6 h; filtered, dried in vacuo, elem. anal.;	95%

toluene-3,4-dithiolatoantimony(III) chloride (57804-09-8) + sodium oxalate (62-76-0) → [(toluene-3,4-dithiolatoantimony)2(oxalate)] (1191898-50-6)

Conditions	Yield
In benzene byproducts: NaCl; reflux of toluene-3,4-dithiolatoantimony chloride and disodium oxalate in 2:1 molar ratio in benzene for 5 h; removal of solvent under reduced pressure; recrystn. in CH2Cl2; elem. anal.;	95%

4-(2,2′-bipyridin-4-yl)benzoic acid + cis,cis-[RuCl2(dimethyl sulfoxide)2(dipyrido[3,2-a:2',3'-c]phenazine)] + sodium oxalate (62-76-0) → C37H22N6O6Ru

Conditions	Yield
Stage #1: cis,cis-[RuCl2(dimethyl sulfoxide)2(dipyrido[3,2-a:2',3'-c]phenazine)]; sodium oxalate In water for 1h; Inert atmosphere; Darkness; Reflux; Stage #2: 4-(2,2′-bipyridin-4-yl)benzoic acid In water; ethylene glycol for 3h; Inert atmosphere; Darkness; Reflux;	94%

2Cu(2+)*2H2NCH2CH2NHCH2CH2NH2(1-)*2CH3COO(1-)={(CuH2NCH2CH2HNCH2CH2NH2)(CH3CO2)}2 + sodium oxalate (62-76-0) → {(Cu-7-amino-4-methyl-5-aza-3-hepten-2-onate)2(μ-C2O4)}

Conditions	Yield
In water addn. of aq. soln. of sodium oxalate to aq. soln. of Cu-complex (dropwise), pptn.; filtration, washing (water, MeOH), drying; elem. anal.;	93%

tetrakis(4-amidiniumphenyl)methane tetrachloride + sodium oxalate (62-76-0) → C29H28N8*C2H2O4*2ClH

Conditions	Yield
In water for 72h;	93%

η5-cyclopentadienylPOMeCoVOCl*H2O + sodium oxalate (62-76-0) → (η5-cyclopentadienyltris(dimethylphosphito-κ1P)cobaltate(III))2[μ-oxalate]V2O2

Conditions	Yield
In water at 20℃; for 0.5h; Inert atmosphere; Glovebox;	92.17%

Ni(N(CH2CH2NH2)3)(2+)*2ClO4(1-) = [Ni(N(CH2CH2NH2)3)](ClO4)2 + sodium oxalate (62-76-0) → Ni2(C2O4)(N(CH2CH2NH2)3)2(2+)*2ClO4(1-) = [Ni2(C2O4)(N(CH2CH2NH2)3)2](ClO4)2

Conditions	Yield
In water addn. of aq. sodium oxalate to an aq. soln. of the Ni complex; filtration, washing (cold H2O), drying (vac.); elem. anal.;	92%

C48H70I2N2P4Pt2 + sodium oxalate (62-76-0) → C100H140N4O8P8Pt4(3+)

Conditions	Yield
Stage #1: C48H70I2N2P4Pt2 With silver nitrate In acetone at 20℃; for 4h; Darkness; Stage #2: sodium oxalate In water at 20℃;	92%

cerium(III) chloride heptahydrate + sodium oxalate (62-76-0) + L-proline (147-85-3) → [Ce((L)-proline)2]2(oxalate)

Conditions	Yield
With sodium hydroxide In methanol; water at 20℃;	92%

barium(II) chloride dihydrate (10361-37-2) + cobalt(II) chloride hexahydrate + sodium oxalate (62-76-0) → 2Ba(2+)*2Co(2+)*2Cl(1-)*3C2O4(2-)*4H2O=Ba2[Co2Cl2(C2O4)3]*4H2O

Conditions	Yield
In water High Pressure; mixt. of CoCl2*6H2O (2 equiv.), Na2C2O4 (3 equiv.), BaCl2*2H2O (30 equiv.) and H2O (800 equiv.) was heated in autoclave to 225°c for 2 h; cooled to room temp. at rate 0.1°C/min; filtered; dried in air; elem. anal.;	91.3%

di-μ-chloro-bis[(η6-p-cymene)chlororuthenium(II)] (52462-29-0, 128706-72-9, 658044-18-9) + sodium oxalate (62-76-0) → μ-oxalato-bis[(η6-p-cymene)chlororuthenium(II)] (1185317-98-9, 201336-17-6, 201425-24-3)

Conditions	Yield
In dichloromethane; water addn. of aq. Na2C2O4 to stirred soln. of Ru-complex in CH2Cl2 at room temp., mixt. stirred vigorously for 4 h; organic layer septd., aq. layer extd. with CH2Cl2, organic extracts combined, dried over Na2SO4, filtered, evapd. to dryness; spectroscopical detn.;	91%

hexaaquavanadium(II) sulfate (22364-10-9) + sodium oxalate (62-76-0) → vanadium(II) oxalate dihydrate

Conditions	Yield
In water aq. soln. Na2Ox was added dropwise to aq. soln. (V(H2O)6)SO4 and stirredat room temp. for 1 day; ppt. was filtered, washed with water, and dried in vacuo; elem. anal.;	91%

cobalt(II) chloride hexahydrate + sodium oxalate (62-76-0) → Na2Co2(oxalate)3(H2O)2

Conditions	Yield
With NaCl In water High Pressure; sodium oxalate (6.23 mmol) was added to a soln. of Co salt (2.18 mmol) in distd. water; NaCl (87.54 mmol) was added to the resulting pink suspn.and the mixt. heated to 225°C for 2.5 h in autoclave; slow cooli ng to room temp.; water was added to dissolve the sol. salts; filtration; elem. anal.;	91%

Upstream product

• 141-53-7 sodium formate 
• 527-07-1 sodium D-gluconate 
• 89-65-6 isoascorbic acid 
• 141-52-6 sodium ethanolate 
• 95-92-1 oxalic acid diethyl ester 
• 107-43-7 betaine 
• 124-38-9 carbon dioxide 
• 1310-73-2 sodium hydroxide 
• 144-62-7 oxalic acid 
• 497-19-8 sodium carbonate 
• 7631-99-4 sodium nitrate 
• 5936-15-2 sodium tris(oxalato)ferrate(III) tetrahydrate 
• 20816-12-0 osmium(VIII) oxide 
• 1186-49-8 sodium hydrogen oxalate 

Downstream Products

• 6047-25-2 iron(II) oxalate dihydrate 
• 516-02-9 barium oxalate 
• 103164-17-6 oxalic acid bis-(4-phenylazo-phenacyl ester) 
• 143-33-9 sodium cyanide 
• 20611-81-8 disodium cyanamide 
• 127099-85-8 N-Cyanoguanidine 
• 1186-49-8 sodium hydrogen oxalate 
• 1310-73-2 sodium hydroxide 
• 497-19-8 sodium carbonate 
• 201230-82-2 carbon monoxide 
• 124-38-9 carbon dioxide 
• 7440-44-0 pyrographite 
• 141-53-7 sodium formate 
• 144-55-8 sodium hydrogencarbonate 

Relevant articles and documents

Formate to Oxalate: A Crucial Step for the Conversion of Carbon Dioxide into Multi-carbon Compounds

The efficient conversion of formate into oxalate could enable the industrial-scale synthesis of multi-carbon compounds from CO2 by C?C bond formation. We found conditions for the highly selective catalytic conversion of molten alkali formates into pure solid oxalate salts. Nearly quantitative conversion was accomplished by calcination of sodium formates with sodium hydride. A catalytic mechanism proceeding through a carbonite intermediate, generated upon H2 evolution, was supported by density functional theory calculations, Raman spectroscopy, and the observed changes in the catalytic performance upon changing the nature of the base or the reaction conditions. Whereas the conversion of formate into oxalate by using a hydroxide ion catalyst was previously studied, hydride ion catalysis and the chain reaction mechanism for the conversion involving a carbonite ion intermediate are reported herein for the first time.

Overcoming Crystallinity Limitations of Aluminium Metal-Organic Frameworks by Oxalic Acid Modulated Synthesis

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