Ammonium ferric citrate

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Ammonium ferric citrate
Ammoniumeisen(III)-citrat V7.svg
Structure of ammonium ferric citrate
Ammonium ferric citrate dihydrate structure.png
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
ChEBI
ChEMBL
ECHA InfoCard 100.013.351 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 214-686-6
E number E381 (antioxidants, ...)
KEGG
PubChem CID
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 Yes check.svgY
    Key: FRHBOQMZUOWXQL-UHFFFAOYSA-L Yes check.svgY
  • 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
Properties
C6H8O7xFe3+yNH3
Appearanceyellow crystals
Pharmacology
V08CA07 ( WHO )
Hazards
Safety data sheet (SDS)
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 [NH+4]5[Fe(C6H4O7)2]5−. 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]

Uses

Ammonium ferric citrate has a range of uses, including:

See also

Related Research Articles

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An acid is a molecule or ion capable of either donating a proton (i.e. hydrogen ion, H+), known as a Brønsted–Lowry acid, or forming a covalent bond with an electron pair, known as a Lewis acid.

<span class="mw-page-title-main">Chemistry of ascorbic acid</span> Chemical compound

Ascorbic acid is an organic compound with formula C
6
H
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O
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, originally called hexuronic acid. It is a white solid, but impure samples can appear yellowish. It dissolves freely in water to give mildly acidic solutions. It is a mild reducing agent.

<span class="mw-page-title-main">Carboxylic acid</span> Organic compound containing a –C(=O)OH group

In organic chemistry, a carboxylic acid is an organic acid that contains a carboxyl group attached to an R-group. The general formula of a carboxylic acid is often written as R−COOH or R−CO2H, sometimes as R−C(O)OH with R referring to an organyl group, or hydrogen, or other groups. Carboxylic acids occur widely. Important examples include the amino acids and fatty acids. Deprotonation of a carboxylic acid gives a carboxylate anion.

<span class="mw-page-title-main">Citric acid</span> Weak organic acid

Citric acid is an organic compound with the chemical formula HOC(CO2H)(CH2CO2H)2. It is a colorless weak organic acid. It occurs naturally in citrus fruits. In biochemistry, it is an intermediate in the citric acid cycle, which occurs in the metabolism of all aerobic organisms.

<span class="mw-page-title-main">Ferrous</span> The element iron in its +2 oxidation state

In chemistry, iron(II) refers to the element iron in its +2 oxidation state. The adjective ferrous or the prefix ferro- is often used to specify such compounds, as in ferrous chloride for iron(II) chloride (FeCl2). The adjective ferric is used instead for iron(III) salts, containing the cation Fe3+. The word ferrous is derived from the Latin word ferrum, meaning "iron".

<span class="mw-page-title-main">Malic acid</span> Dicarboxylic acid responsible for apple acidity

Malic acid is an organic compound with the molecular formula HO2CCH(OH)CH2CO2H. It is a dicarboxylic acid that is made by all living organisms, contributes to the sour taste of fruits, and is used as a food additive. Malic acid has two stereoisomeric forms, though only the L-isomer exists naturally. The salts and esters of malic acid are known as malates. The malate anion is a metabolic intermediate in the citric acid cycle.

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<span class="mw-page-title-main">Trisodium citrate</span> Chemical compound

Trisodium citrate has the chemical formula of Na3C6H5O7. It is sometimes referred to simply as "sodium citrate", though sodium citrate can refer to any of the three sodium salts of citric acid. It possesses a saline, mildly tart flavor, and is a mild alkali.

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<span class="mw-page-title-main">Phosphoric acids and phosphates</span> Class of chemical species; phosphorus oxoacids and their deprotonated derivatives

In chemistry, a phosphoric acid, in the general sense, is a phosphorus oxoacid in which each phosphorus (P) atom is in the oxidation state +5, and is bonded to four oxygen (O) atoms, one of them through a double bond, arranged as the corners of a tetrahedron. Two or more of these PO4 tetrahedra may be connected by shared single-bonded oxygens, forming linear or branched chains, cycles, or more complex structures. The single-bonded oxygen atoms that are not shared are completed with acidic hydrogen atoms. The general formula of a phosphoric acid is Hn+2−2xPnO3n+1−x, where n is the number of phosphorus atoms and x is the number of fundamental cycles in the molecule's structure, between 0 and n + 2/2.

<span class="mw-page-title-main">Iron(II) sulfide</span> Chemical compound

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<span class="mw-page-title-main">Thickening agent</span> Increases the viscosity of a liquid without altering its other properties

A thickening agent or thickener is a substance which can increase the viscosity of a liquid without substantially changing its other properties. Edible thickeners are commonly used to thicken sauces, soups, and puddings without altering their taste; thickeners are also used in paints, inks, explosives, and cosmetics.

Food chemistry is the study of chemical processes and interactions of all biological and non-biological components of foods. The biological substances include such items as meat, poultry, lettuce, beer, milk as examples. It is similar to biochemistry in its main components such as carbohydrates, lipids, and protein, but it also includes areas such as water, vitamins, minerals, enzymes, food additives, flavors, and colors. This discipline also encompasses how products change under certain food processing techniques and ways either to enhance or to prevent them from happening. An example of enhancing a process would be to encourage fermentation of dairy products with microorganisms that convert lactose to lactic acid; an example of preventing a process would be stopping the browning on the surface of freshly cut apples using lemon juice or other acidulated water.

<span class="mw-page-title-main">Iron(II) citrate</span> 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. Ferrous citrates are all paramagnetic, reflecting the weak crystal field of the carboxylate ligands.

<span class="mw-page-title-main">Iron(III) citrate</span> Chemical compound

Ferric citrate or iron(III) citrate describes any of several complexes formed upon binding any of the several conjugate bases derived from citric acid with ferric ions. Most of these complexes are orange or red-brown. They contain two or more Fe(III) centers.

<span class="mw-page-title-main">Triammonium citrate</span> Chemical compound

Triammonium citrate is a chemical compound whose molecular formula is C6H17N3O7.

References

  1. 1 2 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.
  4. "AMMONIUM FERRIC CITRATE". World Health Organization. Retrieved 21 September 2022.
  5. 1 2 "Ammonium Ferric Citrate Properties, Molecular Formula, Applications – WorldOfChemicals". worldofchemicals.com. Retrieved 17 October 2022.
  6. Aryal, Sagar (28 November 2018). "Kligler's Iron Agar Test – Procedure, Uses and Interpretation". MicrobiologyInfo.com. Retrieved 5 November 2021.
  7. Budavari, Susan, ed. (2001), The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals (13th ed.), Merck, ISBN   0911910131