1113-38-8

Basic information

• Product Name: Ethanedioic acid diammonium salt
• Synonyms: diammoniumethanedioate;NA 2449;AMMoniuM oxalate, 95+%;oxalated’ammonium;AMMONIUM OXALATE TS;ETHANEDIOIC ACID DIAMMONIUM SALT;diammonium oxalate;OXALIC ACID DIAMMONIUM
• CAS NO: 1113-38-8
• Molecular Formula: C₂H₂O₄*2H₃N
• Molecular Weight: 124.1
• EINECS: 214-202-3
• Mol File: 1113-38-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 230.85°C (rough estimate)
• Flash Point: 188.8 °C
• Appearance: Colorless transparent crystal
• Density: 1.5000
• Vapor Pressure: 2.51E-06mmHg at 25°C
• Refractive Index: 1.4350 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Water (Slightly, Sonicated)
• Water Solubility: Soluble
• Stability: Hygroscopic
• CAS DataBase Reference: Ethanedioic acid diammonium salt(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanedioic acid diammonium salt(1113-38-8)
• EPA Substance Registry System: Ethanedioic acid diammonium salt(1113-38-8)

Safety Data

• Hazard Codes: Xn
• Statements: 21/22
• Safety Statements: 24/25
• RIDADR: UN 1759 8/PG 3
• WGK Germany: 1
• RTECS: RO2750000
• Hazardous Substances Data: 1113-38-8(Hazardous Substances Data)

Usage

Description

Ammonium oxalate, C2H8N2O4 (some times written as (NH4)2C2O4), is an oxalate salt with ammonium (sometimes as a monohydrate). It is a constituent of some types of kidney stone. Found also in guano.

Chemical Properties

Ammonium oxalate is an odorless, colorless crystalline material or powder.

Uses

Ammonium oxalate is used as an analytical reagent and general reducing agent. It is commonly employed in soil chemical analysis to extract iron and aluminum from poorly-crystal line minerals.

Definition

ChEBI: An ammonium salt consisting of ammonium and oxalate ions in a 2:1 ratio.

Flammability and Explosibility

Notclassified

Safety Profile

A poison. Can react violently with (NaOCl+ ammonium acetate). When heated to decomposition it SYNS: ETHANEDIOIC ACID DIAMMONIUN SALT 0 OXALIC ACID, DIAIMMONIUM SALT can emit toxic fumes of NH3 and NOx. See also OXALATES.

Potential Exposure

It is used in chemical analysis and to make blueprint paper, explosives; a rust-removal ingredient in metal polishes.

Shipping

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required. UN1759 Corrosive solids, n.o.s., Hazard class: 8; Labels: 8-Corrosive material, Technical Name Required.

Incompatibilities

Ammonium oxalate is a reducing agent and also reacts as a base to neutralize acids and reacts with oxidizers generating carbon dioxide. Incompatible with oxidizers (chlorates, hypochlorite solutions, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.

InChI:InChI=1/C2H2O4.H3N/c3-1(4)2(5)6;/h(H,3,4)(H,5,6);1H3

Synthetic route

oxalic acid (144-62-7) + urea (57-13-6) → ammonium oxalate (1113-38-8)

Conditions	Yield
2-stdg. Kochen;

(4,5-diamino-5-hydroxy-1-methyl-2-oxo-imidazolidin-4-yl)-urea + diluted KOH-solution → ammonium oxalate (1113-38-8) + urea (57-13-6) + ureido-<ω-methyl-ureido>-glycolic acid

hydrogen cyanide (74-90-8) + butanone (78-93-3) → α-methyl-α-hydroxybutyramide (1112-12-5) + ammonium oxalate (1113-38-8) + 5-methyl-5-ethyl-hydantoin

Conditions	Yield
im Licht;

urea (57-13-6) + mesoxalic acid monohydrate → ammonia (7664-41-7) + water (7732-18-5) + ammonium oxalate (1113-38-8) + ammoniumoxal urate

Conditions	Yield
at 110℃;

diisonitroso acetone (41886-31-1) + water (7732-18-5) → hydrogen cyanide (74-90-8) + carbonic-acid (463-79-6) + ammonium oxalate (1113-38-8)

Conditions	Yield
beim Eindampfen;

hydrogen cyanide (74-90-8) + water (7732-18-5) + butanone (78-93-3) → α-methyl-α-hydroxybutyramide (1112-12-5) + Oxalamide (471-46-5) + ammonium oxalate (1113-38-8) + 5-methyl-5-ethyl-hydantoin

Conditions	Yield
im Sonnenlicht;

ethyl isothiocyanate (542-90-5) + ammonium hydroxide → Diethyl disulfide (110-81-6) + ammonium cyanide (71680-52-9, 130166-69-7) + ammonium oxalate (1113-38-8) + urea (57-13-6)

Conditions	Yield
at 100℃; im zugeschmolzenen Rohr; Produkt 5: Ammoniumcarbonat;

acetonedicarboxylic acid (473-90-5) + urea (57-13-6) → ammonium oxalate (1113-38-8) + ammoniumoxal urate

Conditions	Yield
at 110℃;

formic acid (64-18-6) + Oxalamide (471-46-5) → ammonium oxalate (1113-38-8) + carbon monoxide

Conditions	Yield
at 125 - 250℃;

ammonia (7664-41-7) + phenol; compound with oxalic acid (66775-86-8) → ammonium oxalate (1113-38-8) + phenol (108-95-2)

oxalic acid (144-62-7) → ammonium oxalate (1113-38-8)

Conditions	Yield
With ammonium nitrate In water at 20℃;

methylene blue (152071-32-4) → ammonium oxalate (1113-38-8) + p-benzoquinone (106-51-4) + tert-butyl alcohol (75-65-0)

Conditions	Yield
With reduced graphene oxide coupled CdS/CoFe2O4 ternary nanohybrid In water at 20℃; for 1h; Kinetics; Reagent/catalyst; Irradiation;

cis-[RuCl2(dppe)2] + ammonium oxalate (1113-38-8) → Ru(Ph2P(CH2)2PPh2)2(oxalate)

Conditions	Yield
In methanol; chloroform at 60℃; for 6h; Reflux;	79%

[2,2]bipyridinyl (366-18-7) + ethanol (64-17-5) + C14H14Cl6CuN2O10*C14H10Cl6CuN2O8 + ammonium oxalate (1113-38-8) → C36H22Cl6Cu2N6O10*2C2H6O

Conditions	Yield
In water at 120℃; for 72h;	75%

iron(II) perchlorate hexahydrate + 4-(1H-imidazol-5-ylmethylene-amino)-4H-1,2,4-triazole + water (7732-18-5) + ammonium oxalate (1113-38-8) → {[FeII(4-(1H-imidazol-5-ylmethylene-amino)-4H-1,2,4-triazole)2(C2O4)]10H2O}n

Conditions	Yield
In methanol at 20℃; for 3h;	72.98%

iron(II) perchlorate hexahydrate + (E)-N-(4-methylbenzylidene)-4H-1,2,4-triazol-4-amine + water (7732-18-5) + ammonium oxalate (1113-38-8) → {[FeII(4-(p-tolylidene-amino)-4H-1,2,4-triazole)2(C2O4)]10H2O}n

Conditions	Yield
In methanol at 20℃; for 3h;	66.96%

2,2-dimethyl-3-butyne (917-92-0) + silver perchlorate + ammonium oxalate (1113-38-8) → [(C2O4)⊂Ag18(C≡CtBu)12](ClO4)4

Conditions	Yield
Stage #1: 3,3-Dimethylbut-1-yne; silver perchlorate With triethylamine In ethanol; dichloromethane for 0.0166667 - 0.0333333h; Stage #2: ammonium oxalate In ethanol; dichloromethane for 20h;	60%

neodymium(III) chloride hexahydrate + water (7732-18-5) + ammonium oxalate (1113-38-8) + 3,4-pyrazole dicarboxylic acid (35344-99-1) → {[Nd(μ2-3,4-pyrazoledicarboxylate)(μ2-oxalate)1/2(H2O)2]*H2O}

Conditions	Yield
With sodium hydroxide In ethanol at 140℃; for 72h; Autoclave; High pressure;	56%

cerium(III) nitrate hexahydrate + water (7732-18-5) + ammonium oxalate (1113-38-8) + 3,4-pyrazole dicarboxylic acid (35344-99-1) → {[Ce(μ2-3,4-pyrazoledicarboxylate)(μ2-oxalate)1/2(H2O)2]*H2O}

Conditions	Yield
With sodium hydroxide In ethanol at 140℃; for 72h; Autoclave; High pressure;	54%

praseodymium(III) chloride hexahydrate + water (7732-18-5) + ammonium oxalate (1113-38-8) + 3,4-pyrazole dicarboxylic acid (35344-99-1) → {[Pr(μ2-3,4-pyrazoledicarboxylate)(μ2-oxalate)1/2(H2O)2]*H2O}

Conditions	Yield
With sodium hydroxide In ethanol at 140℃; for 72h; Autoclave; High pressure;	52%

samarium(III) nitrate hexahydrate + water (7732-18-5) + ammonium oxalate (1113-38-8) + 3,4-pyrazole dicarboxylic acid (35344-99-1) → {[Sm(μ2-3,4-pyrazoledicarboxylate)(μ2-oxalate)1/2(H2O)2]*H2O}

Conditions	Yield
With sodium hydroxide In ethanol at 140℃; for 72h; Autoclave; High pressure;	52%

water (7732-18-5) + ammonium oxalate (1113-38-8) + dysprosium nitrate + 2-Amino-5-mercapto-1,3,4-thiadiazole (2349-67-9) → dysprosium hydroxysulfate oxalate

Conditions	Yield
With triethylamine In ethanol at 150℃; for 120h; Autoclave;	50%

ammonium oxalate (1113-38-8) + carbonic acid dimethyl ester (616-38-6) → tetramethylammonium oxalate (70711-90-9, 98296-17-4)

Conditions	Yield
With 1-ethyl-3-methylimidazolium bromide at 169.84℃; for 8h;	47.6%

trans-[PdCl2(2-(3-methyl-5-phenyl-1H-pyrazol-1-yl)ethanol)2] + ammonium oxalate (1113-38-8) → [Pd(C2O4)(2-(3-methyl-5-phenyl-1H-pyrazol-1-yl)ethanol)2]

Conditions	Yield
With silver sulfate In acetonitrile for 14h; Schlenk technique; Darkness;	45%

(η5-cyclopentadienyltris(diethylphosphito-κ1P)cobaltate(III))VCl2(N,N-dimethylformamide) + ammonium oxalate (1113-38-8) → [(η5-cyclopentadienylPOEtCo)V(OH)]2(μ-oxalato)

Conditions	Yield
In N,N-dimethyl-formamide for 22h; Inert atmosphere; Glovebox;	34.65%

neodymium(III) nitrate hexahydrate + succinic acid (110-15-6) + water (7732-18-5) + ammonium oxalate (1113-38-8) → 2Nd(3+)*3C4H4O4(2-)*2H2O + 2Nd(3+)*2C4H4O4(2-)*7H2O*C2O4(2-)

Conditions	Yield
at 180℃; for 48h; Autoclave;	A 30% B n/a

[2,2]bipyridinyl (366-18-7) + copper(II) choride dihydrate + ethanol (64-17-5) + triclopyr acid (55335-06-3) + ammonium oxalate (1113-38-8) → C36H22Cl6Cu2N6O10*2C2H6O

Conditions	Yield
at 120℃; for 72h;	15%

ammonium oxalate (1113-38-8) → ethanedinitrile (460-19-5)

ammonium oxalate (1113-38-8) → ethanedinitrile (460-19-5) + ammonium formate (540-69-2)

Conditions	Yield
With glycerol beim Erhitzen; Nebenprod.2:Ammonium-carbonat; Nebenprod.3:Ammonium-cyanid;

ammonium oxalate (1113-38-8) → Oxalamide (471-46-5)

Conditions	Yield
With phosphoric acid at 200℃;
at 150 - 280℃;
With ammonium dihydrogen phosphate at 200℃;
With diammonium phosphate at 200℃;
With phosphorus pentoxide at 200℃;

ammonium oxalate (1113-38-8) → lead(II) oxalate dihydrate (128226-81-3)

Conditions	Yield
With lead(II) nitrate; water at 0℃;

ammonium oxalate (1113-38-8) → manganese(II) oxalate dihydrate (89087-78-5, 136029-14-6)

Conditions	Yield
With manganese(II) nitrate; water

ammonium oxalate (1113-38-8) → CoC2O4·4H2O (14646-43-6, 62782-24-5)

Conditions	Yield
With cobalto sulfate Trocknen des Niederschlags an der Luft;

ammonium oxalate (1113-38-8) → oxalic acid ; sulfate

Conditions	Yield
With sulfuric acid

ammonium oxalate (1113-38-8) → ammonium iron(II) oxalate*3H2O (13268-42-3)

Conditions	Yield
With carbonic-acid; iron(II) oxalate

ammonium oxalate (1113-38-8) → oxalic acid ; barium compound (5908-76-9, 6191-27-1, 13463-22-4, 18581-89-0, 18581-91-4, 18581-92-5, 23188-22-9, 26656-93-9, 66904-17-4, 70038-31-2, 125010-39-1, 125010-40-4, 141241-37-4, 144428-92-2)

Conditions	Yield
With barium(II) chloride at 0℃;

ammonium oxalate (1113-38-8) + oxalic acid (144-62-7) → oxalic acid ; nickel oxalate

Conditions	Yield
With nickel(II) sulphate; water

ammonium oxalate (1113-38-8) + acetylacetone (123-54-6) → 1-(2,4,6-trimethylpyridin-3-yl)ethan-1-one (56704-25-7)

Upstream product

• 144-62-7 oxalic acid 
• 57-13-6 urea 
• 74-90-8 hydrogen cyanide 
• 78-93-3 butanone 
• 64-18-6 formic acid 
• 471-46-5 Oxalamide 
• 7664-41-7 ammonia 
• 66775-86-8 phenol; compound with oxalic acid 
• 152071-32-4 methylene blue 
• 473-90-5 acetonedicarboxylic acid 
• 542-90-5 ethyl isothiocyanate 
• 7732-18-5 water 
• 41886-31-1 diisonitroso acetone 

Downstream Products

• 460-19-5 ethanedinitrile 
• 540-69-2 ammonium formate 
• 471-46-5 Oxalamide 
• 13268-42-3 ammonium iron(II) oxalate*3H₂O 
• 5908-76-9 oxalic acid ; barium compound 
• 15843-42-2 iron(II) oxalate 
• 640-67-5 manganese(II) oxalate 
• 61825-94-3 oxaliplatin 
• 70711-90-9 tetramethylammonium oxalate 
• 471-47-6 oxamic acid 
• 1121-78-4 5-Hydroxy-2-methylpyridine 
• 4664-12-4 6-methyl-pyridine-2,3-diol 
• 40222-77-3 5-hydroxy-2-hydroxymethylpyridine 
• 123-76-2 levulinic acid 

Relevant articles and documents

Extraction of oxalic acid from solutions of electrolyte mixture

Extraction of oxalic acid with tributyl phosphate and triisoamyl phosphate from solutions of its mixtures with nitric, phosphoric, sulfuric, and hydrochloric acid and with ammonium nitrate and chloride was studied. In the extractability series, oxalic aci