Ammonium ferric citrate

Ammonium ferric citrate

Structure of ammonium ferric citrate

Crystal structure of [NH4]5[Fe(C6H4O7)2]·2H2O[1]
Names
IUPAC name
2-Hydroxypropane-1,2,3-tricarboxylate, ammonium iron(3+) salt
Other names
Ferric ammonium citrate
Ammonium iron(III) citrate
Ammonium ferric citrate
Iron ammonium citrate
FerriSeltz
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.013.351 Edit this at Wikidata
EC Number
  • 214-686-6
E number E381 (antioxidants, ...)
KEGG
UNII
  • InChI=1S/C6H8O7.Fe.H3N/c7-3(8)1-6(13,5(11)12)2-4(9)10;;/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12);;1H3/q;+3;/p-2 checkY
    Key: FRHBOQMZUOWXQL-UHFFFAOYSA-L checkY
  • InChI=1/C6H8O7.Fe.H3N/c7-3(8)1-6(13,5(11)12)2-4(9)10;;/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12);;1H3/q;+3;/p-2
    Key: FRHBOQMZUOWXQL-NUQVWONBAA
  • C(C(=O)[O-])C(CC(=O)[O-])(C(=O)[O-])O.N.[Fe+3]
Properties
C6H8O7⋅xFe3+⋅yNH3
Appearance yellow crystals
Pharmacology
V08CA07 (WHO)
Hazards
Safety data sheet (SDS) [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Ammonium ferric citrate (also known as ferric ammonium citrate or ammoniacal ferrous citrate) has the formula [NH4]y[Fex(C6H4O7)]. The iron in this compound is trivalent. All three carboxyl groups and the central hydroxyl group of citric acid are deprotonated. A distinguishing feature of this compound is that it is very soluble in water, in contrast to ferric citrate which is not very soluble.[3]

In its crystal structure each moiety of citric acid has lost four protons. The deprotonated hydroxyl group and two of the carboxylate groups ligate to the ferric center, while the third carboxylate group coordinates with the ammonium.[1]

  1. ^ a b Matzapetakis, M.; Raptopoulou, C. P.; Tsohos, A.; Papaefthymiou, V.; Moon, N.; Salifoglou, A. (1998). "Synthesis, Spectroscopic and Structural Characterization of the First Mononuclear, Water Soluble Iron−Citrate Complex, (NH4)5Fe(C6H4O7)2·2H2O". J. Am. Chem. Soc. 120 (50): 13266–13267. doi:10.1021/ja9807035.
  2. ^ "KEGG DRUG: Ferric ammonium citrate".
  3. ^ PubChem. "Ammonium ferric citrate". pubchem.ncbi.nlm.nih.gov. Retrieved 4 October 2022.