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Oxalic acid
Oxalic acid dihydrateNames IUPAC name1,2-ethanedioic acidPreferred IUPAC nameOxalic acidSystematic IUPAC nameEthanedioic acidOther names Wood bleach(Carboxyl)carboxylic acidCarboxylformic acidDicarboxylic acidDiformic acidIdentifiers CAS Number144-62-7 (anhydrous)6153-56-6 (dihydrate)3D model (JSmol)Interactive imageBeilstein Reference385686 ChEBICHEBI:16995ChEMBLChEMBL146755ChemSpider946DrugBankDB03902ECHA InfoCard100.005.123EC Number205-634-3Gmelin Reference2208 KEGGC00209MeSHOxalic+acidPubChemCID971RTECS numberRO2450000UNII9E7R5L6H310K2L2IJ59O (dihydrate)UN number3261 CompTox Dashboard(EPA)DTXSID0025816InChIInChI=1S/C6H6O6/c3-1(4)2(5)6/h(H,3,4)(H,5,6)Key: MUBZPKHOEPUJKR-UHFFFAOYSA-NSMILESOC(=O)C(=O)OProperties Chemical formulaC2H2O4Molar mass90.034 g⋅mol (anhydrous)126.065 g⋅mol (dihydrate)Appearance White crystals OdorOdorless Density1.90 g/cm (anhydrous, at 17 °C (63 °F))1.653 g/cm (dihydrate)Melting point189–191 °C (372–376 °F; 462–464 K) (anhydrous)101.5 °C (214.7 °F; 374.6 K) (dihydrate)Boiling pointdecomposes (see article for details) Solubility in water46.9 g/L @ 5 °C (41 °F)57.2 g/L @ 10 °C (50 °F)75.5 g/L @ 15 °C (59 °F)95.5 g/L @ 20 °C (68 °F)118 g/L @ 25 °C (77 °F)139 g/L @ 30 °C (86 °F)178 g/L @ 35 °C (95 °F)217 g/L @ 40 °C (104 °F)261 g/L @ 45 °C (113 °F)315 g/L @ 50 °C (122 °F)376 g/L @ 55 °C (131 °F)426 g/L @ 60 °C (140 °F)548 g/L @ 65 °C (149 °F)Solubility in ethanol237 g/L @ 15 °C (59 °F) Solubility in diethyl ether14 g/L @ 15 °C (59 °F) Vapor pressure2.34×10 mmHg @ 20 °C (68 °F)0.54 mmHg @ 105 °C (221 °F)Acidity (pKa) 1.25 and 4.28 Conjugate baseHydrogenoxalateMagnetic susceptibility (χ)−60.05×10 cm/molThermochemistry Heat capacity(C)91.0 J/(mol·K)Std molarentropy(S298)109.8 J/(mol·K)Std enthalpy offormation(ΔfH298)−829.9 kJ/molPharmacology ATCvet codeQP53AG03 (WHO) Hazards Occupational safety and health (OHS/OSH): Main hazardsCorrosive GHS labelling: PictogramsSignal wordDangerHazard statementsH302+H312, H318, H402Precautionary statementsP264, P270, P273, P280, P301+P312+P330, P302+P352+P312, P305+P351+P338+P310, P362+P364, P501NFPA 704 (fire diamond) 310ACIDFlash point166 °C (331 °F; 439 K) Lethal dose or concentration (LD, LC): LDLo (lowest published)1000 mg/kg (dog, oral)1400 mg/kg (rat)7500 mg/kg (rat, oral)NIOSH (US health exposure limits):NIOSH Pocket Guide to Chemical Hazards.
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