oxalic acid

• ChemBase ID: 3539
• Molecular Formular: C2H2O4
• Molecular Mass: 90.03488
• Monoisotopic Mass: 89.99530854
• SMILES: OC(=O)C(=O)O
• Canonical SMILES: OC(=O)C(=O)O
• InChI: InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6)
• InChIKey: MUBZPKHOEPUJKR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: oxalic acid
• IUPAC Traditional name: oxalic acid
• Synonyms: Oxalic Acid; Ethanedioic acid; MAGNESIUM PERMANGANATE; Oxalic acid solution; Oxalic acid concentrate; Oxalic acid standard solution; Oxalate standard for IC; Oxalic acid solution; Oxalic acid; Oxalic acid, 0.1N Standardized Solution; Oxalic acid, anhydrous; oxalic acid; Aktisal; Aquisal; DeerClean; NSC 132055; NSC 151956; NSC 62774; NSC 76990; Ultraplast Activate S 52; 草酸标准溶液; 草酸根标准液，用于离子色谱; 草酸 溶液; 草酸; 草酸, 0.1N 标准溶液; 草酸, 无水

Database IDs

• CAS Number: 144-62-7; 10377-62-5
• EC Number: 205-634-3; 233-827-2; 231-791-2
• MDL Number: MFCD00002573
• Beilstein Number: 385686; 3679436
• Merck Index: 146911
• PubChem SID: 24859149; 24863904; 24885825; 24886864; 24863901; 24851633; 24854466; 160966978; 24861080; 24884364; 46507830; 24861802; 24861803; 24845757
• PubChem CID: 971
• CHEBI ID: 16995
• ATC CODE: QP53AG03
• CHEMBL: 146755
• Chemspider ID: 946
• DrugBank ID: DB03902
• Gmelin ID: 2208
• KEGG ID: C00209
• MeSH Name: Oxalic+acid
• Unique Ingredient Identifier: 9E7R5L6H31
• Wikipedia Title: Oxalic_acid

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.3639908
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -5.101814
• LogD (pH = 7.4): -6.8848467
• Log P: -0.26375157
• Molar Refractivity: 14.4386 cm^3
• Polarizability: 5.8697963 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.51
• LOG S: -0.14
• Solubility (Water): 6.57e+01 g/l

PROPERTIES

Physical Property

• Solubility: 14.3 g/100ml (25 °C) in water; 23.7 g/100ml (15 °C) in ethanol

  ---

  1.4 g/100ml (15 °C) in diethyl ether; DMSO; Methanol
• Apperance: Crystalline; Liquid; White crystals; White Solid
• Melting Point: 188-190°C; 189 - 191°C (101.5°C, 214.7°F, dihydrate); 189.5 °C (dec.); 189.5 °C (dec.)(lit.); ca 185°C dec.; ca. 101.5 °C
• Boiling Point: Range 149-160 °C (300-320 °F) (dihydrate); sublimes with partial
• Flash Point: 166°C (330.8°F)
• Density: 0.99 g/mL at 25 °C; 1.9^1^7; 1.90 g cm^-3 (anhydrous) ; 1.653g cm^-3 (dihydrate); ca. 1.653 g/cm^3 at 20 °C
• Vapor Pressure: <0.01 mmHg ( 20 °C); ca. 25 hPa at 20 °C
• Vapor Density: 4.4 (vs air)
• pKa: 1.25, 4.14

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• RTECS: RO2450000
• European Hazard Symbols: Corrosive (C); X; Irritant (Xi); Harmful (Xn)
• UN Number: 2928; 3261; UN3261; UN3265
• German water hazard class: 1; nwg
• Hazard Class: 6.1; 8
• Packing Group: 3; II; III
• Australian Hazchem: 2XE
• Risk Statements: 21/22; 21/22-34; 21/22-41; 36/38; R:21/22-36
• Safety Statements: 24/25; 26-36-37-39; 36/37; S:24/25-26
• EU Classification: TC2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154
• TSCA Listed: 是
• GHS Pictograms: GHS05; GHS06; GHS07
• GHS Signal Word: Danger
• Main Hazard: Toxic
• NFPA704:
  

  1

  3
• GHS Hazard statements: H301-H311-H314-H318; H302 + H312-H318; H314-H302-H312; H315-H319; H318
• GHS Precautionary statements: P260-P301+P310-P303+P361+P353-P305+P351+P338-P361-P405-P501A; P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P280-P305 + P351 + P338; P280-P305+P351+P338-P302+P352-P321-P362-P332+P313
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, Gloves; Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• RID/ADR: UN 3261 8/PG 3

Pharmacology Properties

• Gene Information: human ... SRC(6714)

Product Information

• Purity: ≥99%; ≥97.0%; ≥97.0% (RT); ≥99%; ≥99.0% (RT); 10% w/v aq. soln.; 5% w/v aq. soln.; 98%; 99.999% trace metals basis
• Concentration: 0.005 M (COOH)2 (0.01N); 0.05 M; 0.05 M (COOH)2 (0.1N); 0.0950-0.1050 N (Exact value stated on label); 0.1 M (COOH)2 (0.2N); 0.5 M; 0.5 M (COOH)2 (1N); 1 N; 1.000 g/L in H2O; 1/10 N
• Grade: analytical standard; purified grade; puriss. p.a.; purum; ReagentPlus®; SAJ first grade
• Packaging: pkg of 0.005 mol (0.630 g (COOH)2 · 2H2O); pkg of 0.05 mol (6.303 g (COOH)2 · 2H2O)
• Ignition Residue: ≤0.01% (as SO4)
• Impurities: ~1% water; ≤0.001% total nitrogen (N); ≤1% water
• Cation Traces: Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; K: ≤50 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤50 mg/kg
• Shelf Life: (limited shelf life, expiry date on the label)
• Quality: volumetric
• Factor: 1.000 ±0.001; 1.000 ±0.002
• Linear Formula: HO2CCO2H; HOOCCOOH

DETAILS

MP Biomedicals - 05221298

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02150144

Free Acid
Purity: 99+%
Crystalline

DrugBank - DB03902

• Drug Groups: experimental
• Description: A strong dicarboxylic acid occurring in many plants and vegetables. It is produced in the body by metabolism of glyoxylic acid or ascorbic acid. It is not metabolized but excreted in the urine. It is used as an analytical reagent and general reducing agent. [PubChem]

Sigma Aldrich - 658537

Packaging
25, 100 g in poly bottle

Sigma Aldrich - 241172

Packaging
50 g in poly bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 194131

Packaging
1 kg in poly bottle
250 g in poly bottle
5 g in glass bottle

Sigma Aldrich - 34287

General description
Visit our Titration Center to learn more.

Sigma Aldrich - 35294

General description
Visit our Titration Center to learn more.

Sigma Aldrich - 38255

General description
Visit our Titration Center to learn more.
concentration after dilution to 1L: 0.005mol/L (0.01N); amount of substance 0.005mol (0.630 g (COOH)2 · 2H2O)

Sigma Aldrich - 38250

General description
Visit our Titration Center to learn more.
concentration after dilution to 1L: 0.05mol/L (0.1N); amount of substance 0.05mol (6.303 g (COOH)2 · 2H2O)

Sigma Aldrich - 94669

General description
Visit our Titration Center to learn more.

Sigma Aldrich - 04621

Other Notes
Aqueous solutions of oxalate in 0.1% benzoic acid.
Preparation Note
prepared with oxalic acid and H2O
General description
filtered through a 0.45 μm membrane filter

Sigma Aldrich - 35295

General description
Visit our Titration Center to learn more.

Sigma Aldrich - 319201

General description
Visit our Titration Center to learn more.
Packaging
500 mL in poly bottle

Toronto Research Chemicals - O845120

An impurity of oxaliplatin which is a coordination complex that is used in cancer chemotherapy. A reducing agent and its conjugate base, known as oxalate (C₂O₄^2-), is a useful chelating agent for metal cations.

REFERENCES

• Wheate, N., et al.: Dalton Trans., 39, 8113 (2010)