Iron(II) Citrate - Wikipedia

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Appearance move to sidebar hide From Wikipedia, the free encyclopedia Iron(II) citrate
Skeletal formula of iron(II) citrate
Powdered Iron(II) citrate hydrate
Names
IUPAC name Iron(II) hydrogen 2-hydroxy-1,2,3-tricarboxylpropane
Other names Iron(II) citrate, Ferrous citrate, Iron citrate
Identifiers
CAS Number
  • hydrogen citrate: 22242-53-1 checkY
3D model (JSmol)
  • hydrogen citrate: Interactive image
ChemSpider
  • hydrogen citrate: 9239835
ECHA InfoCard 100.041.463 Edit this at Wikidata
EC Number
  • hydrogen citrate: 245-625-1
PubChem CID
  • hydrogen citrate: 11064683
UNII
  • hydrogen citrate: 33KM3X4QQW checkY
InChI
  • InChI=1S/C6H8O7.Fe/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);/q;+2/p-2Key: APVZWAOKZPNDNR-UHFFFAOYSA-L
SMILES
  • hydrogen citrate: C(C(=O)O)C(CC(=O)[O-])(C(=O)[O-])O.[Fe+2]
Properties
Chemical formula FeC6H6O7
Molar mass 245.95644 g/mol
Appearance slightly gray-green powder or white crystals[1] unstable
Density 1.91 g/cm3
Melting point decomposes[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references
Chemical compound

Ferrous citrate, also known as iron(II) citrate or iron(2+) citrate, describes coordination complexes containing citrate anions with Fe2+ formed in aqueous solution. Although a number of complexes are possible (or even likely), only one complex has been crystallized. That complex is the coordination polymer with the formula [Fe(H2O)6]2+{[Fe(C6H5O7)(H2O)]−}2.2H2O, where C6H5O73- is HOC(CH2CO2−)2(CO2−, i.e., the triple conjugate base of citric acid wherein the three carboxylic acid groups are ionized.[3] Ferrous citrates are all paramagnetic, reflecting the weak crystal field of the carboxylate ligands.[4]

Structure of the anionic coordination polymer {[Fe(C6H5O7)(H2O)]−}n.[3] (legend: red = O, gray = C, blue = Fe, white = H).

Ferrous citrates are produced by treating disodium citrate Na2C6H6O7 with sources of iron(II) aquo complexes, such as iron(II) sulfate.[5][2] Ferrous citrates are all highly unstable in air, converting to ferric citrates.

It is a nutrient supplement approved by the FDA.[6][7]

See also

[edit]
  • Iron(III) citrate
  • Ammonium ferric citrate

References

[edit]
  1. ^ Food Chemicals Codex. United States Pharmacopeial Convention. 2010. p. 396. ISBN 978-1-889788-86-9.
  2. ^ a b Perry, Dale L.; Phillips, Sidney L., eds. (1995). Handbook of Inorganic Compounds. Boca Raton, Florida: CRC Press. p. 167. ISBN 0-8493-8671-3.
  3. ^ a b Strouse, Jane; Layten, Steven W.; Strouse, Charles E. (1977). "Structural Studies of transition metal complexes of triionized and tetraionized citrate. Models for the coordination of the citrate ion to transition metal ions in solution and at the active site of aconitase". Journal of the American Chemical Society. 99 (2): 562–572. doi:10.1021/ja00444a041. PMID 830693.
  4. ^ Pierre, J. L.; Gautier-Luneau, I. (2000). "Iron and Citric Acid: A Fuzzy Chemistry of Ubiquitous Biological Relevance". Biometals. 13 (1): 91–96. doi:10.1023/A:1009225701332. PMID 10831230. S2CID 2301450.
  5. ^ "CFR - Code of Federal Regulations Title 21". www.fda.gov. U.S. Food and Drug Administration. 2013-06-01. Archived from the original on May 10, 2003. Retrieved 2014-08-02.
  6. ^ PubChem. "Iron(II) citrate". pubchem.ncbi.nlm.nih.gov. Retrieved 2022-08-22.
  7. ^ "Substances Added to Food (formerly EAFUS)". www.cfsanappsexternal.fda.gov. Retrieved 2022-08-22.
  • v
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Iron compounds
Fe(−II)
  • H2Fe(CO)4
  • Na2Fe(CO)4
Fe(0)
Organoiron(0) compounds
  • Fe(CO)5
  • Fe2(CO)9
  • Fe3(CO)12
  • Fe(CO)3CH3COC2H2C6H6
Fe(I)
  • FeH
Organoiron(I) compounds
  • (C5H5FeCO)2(CO)2
  • Fe(0,II)
    • Fe3C
    Fe(II)
    • FeH2
    • Mg2FeH6
    • FeF2
    • FeCl2
    • Fe(ClO4)2
    • FeBr2
    • FeI2
    • FeO
    • Fe(OH)2
    • FeS
    • FeSO4
    • (NH4)2Fe(SO4)2·6H2O
    • FeSe
    • FeSeO4
    • Fe(NO3)2
    • Fe3(PO4)2
    • FeSi2
    • Fe(BF4)2
    • FeCr2O4
    • FeMoO4
    • FeTiO3
    • FeCO3
    Organoiron(II) compounds
    • Fe(C5H5)2
    • Fe(C5H5)(CO)2I
    • Fe(C5H4P(C6H5)2)2
    • C4H4Fe(CO)3
    • C4H6Fe(CO)3
    • FeC2O4
    • Fe(C2H3O2)2
    • Fe(C3H5O3)2
    • FeC6H6O7
    • FeC12H22O14
    • FeI2(CO)4
    • K4Fe(CN)6
    • K2Fe(C2O4)2
    Fe(0,III)
    • FeSi
    • FeGe
    Fe(II,III)
    • Fe3O4
    • Fe3S4
    • Prussian blue
    Fe(III)
    • FeI3
    • FeBr3
    • FeCl3
    • FeF3
    • FeP
    • Fe(NO3)3
    • FeOCl
    • FeO(OH)
    • FePO4
    • Fe4(P2O7)3
    • Fe2(CrO4)3*Fe2O3
    • Fe2(SeO3)3
    • Fe2S3
    • Fe2(SO4)3
    • Fe(N3)3
    • NH4Fe(SO4)2·12H2O
    • K3Fe(CN)6
    Organoiron(III) compounds
    • Fe(C5H5)2BF4
    • Na3Fe(C2O4)3
    • Fe(acac)3
    • [(C2H5)4N][O(FeCl3)2]|
    • Fe2(C2O4)3
    • K3Fe(C2O4)3
    • C6H8O7·xFe3+·yNH3
    • C54H105FeO6
    Fe(IV)
    • FeF4
    Fe(VI)
    • K2FeO4
    • BaFeO4
    Purported
    • Hemolithin (protein)
    • v
    • t
    • e
    Salts of the citrate ion
    C6H8O7 He
    Li3C6H5O7 Be B C (NH4)3C6H5O7 O F Ne
    Na3C6H5O7Na2C6H6O7NaC6H7O7 Mg3(C6H5O7)2MgC6H6O7 AlC6H5O7 Si P S Cl Ar
    K3C6H5O7 Ca3(C6H5O7)2CaC6H6O7Ca(C6H7O7)2 Sc Ti V Cr Mn FeC6H6O7FeC6H5O7 Co Ni Cu2C6H4O7 Zn Ga Ge As Se Br Kr
    Rb Sr Y Zr Nb Mo Tc Ru Rh Pd Ag Cd In Sn Sb Te I Xe
    Cs Ba * Lu Hf Ta W Re Os Ir Pt Au Hg Tl Pb3(C6H5O7)2 Bi Po At Rn
    Fr Ra ** Lr Rf Db Sg Bh Hs Mt Ds Rg Cn Nh Fl Mc Lv Ts Og
     
    * La Ce Pr Nd Pm Sm Eu Gd Tb Dy Ho Er Tm Yb
    ** Ac Th Pa U Np Pu Am Cm Bk Cf Es Fm Md No
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