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Asparagine

Names IUPAC nameAsparagineSystematic IUPAC name2-Amino-3-carbamoylpropanoic acidIdentifiers CAS Number70-47-33D model (JSmol)Interactive imageZwitterion: Interactive imageChEBICHEBI:17196ChEMBLChEMBL58832ChemSpider6031DrugBankDB03943ECHA InfoCard100.019.565EC Number200-735-9IUPHAR/BPS4533KEGGC00152PubChemCID236UNII5Z33R5TKO7CompTox Dashboard(EPA)DTXSID30859927InChIInChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m0/s1Key: DCXYFEDJOCDNAF-REOHCLBHSA-NInChI=1/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m0/s1Key: DCXYFEDJOCDNAF-REOHCLBHBDSMILESO=C(N)C[C@H](N)C(=O)OZwitterion: O=C(N)C[C@H]([NH3+])C(=O)[O-]Properties Chemical formulaC4H8N2O3Molar mass132.119 g·mol Appearance white crystals Density1.543 g/cm Melting point234 °C (453 °F; 507 K) Boiling point438 °C (820 °F; 711 K) Solubility in water2.94 g/100 mL Solubilitysoluble in acids, bases, negligible in methanol, ethanol, ether, benzenelog P−3.82 Acidity (pKa) 2.1 (carboxyl; 20 °C, H2O)8.80 (amino; 20 °C, H2O)Magnetic susceptibility (χ)−69.5·10 cm/mol Structure Crystal structureorthorhombic Thermochemistry Std enthalpy offormation(ΔfH298)−789.4 kJ/mol Hazards NFPA 704 (fire diamond) 100Flash point219 °C (426 °F; 492 K) Safety data sheet (SDS) Sigma-AlrichSupplementary data page Asparagine (data page)Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).Yverify ( ?)

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