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
8
O
6
, 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 skeletal 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.

Iron(III) chloride describes the inorganic compounds with the formula FeCl3(H2O)x. Also called ferric chloride, these compounds are some of the most important and commonplace compounds of iron. They are available both in anhydrous and in hydrated forms which are both hygroscopic. They feature iron in its +3 oxidation state. The anhydrous derivative is a Lewis acid, while all forms are mild oxidizing agents. It is used as a water cleaner and as an etchant for metals.

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

Trisodium citrate has the molecular formula 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.

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

Piperazine is an organic compound that consists of a six-membered ring containing two nitrogen atoms at opposite positions in the ring. Piperazine exists as small alkaline deliquescent crystals with a saline taste.

<span class="mw-page-title-main">Cyanuric acid</span> Chemical compound belonging to the class of triazine

Cyanuric acid or 1,3,5-triazine-2,4,6-triol is a chemical compound with the formula (CNOH)3. Like many industrially useful chemicals, this triazine has many synonyms. This white, odorless solid finds use as a precursor or a component of bleaches, disinfectants, and herbicides. In 1997, worldwide production was 160 000 tonnes.

<span class="mw-page-title-main">Sulfamic acid</span> Chemical compound

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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

Iron(II) sulfide or ferrous sulfide is one of a family of chemical compounds and minerals with the approximate formula FeS. Iron sulfides are often iron-deficient non-stoichiometric. All are black, water-insoluble solids.

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

Dicalcium citrate is a compound with formula C6H6Ca2O7. It is a calcium acid salt of citric acid.

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

Magnesium citrates are metal-organic compounds formed from citrate and magnesium ions. They are salts. One form is the 1:1 magnesium preparation in salt form with citric acid in a 1:1 ratio. It contains 11.33% magnesium by weight. Magnesium citrate is used medicinally as a saline laxative and to completely empty the bowel prior to a major surgery or colonoscopy. It is available without a prescription, both as a generic and under various brand names. It is also used in the pill form as a magnesium dietary supplement. As a food additive, magnesium citrate is used to regulate acidity and is known as E number E345.

Magnesium aspartate is a magnesium salt of aspartic acid. It is used as a mineral supplement, and as an ingredient in manufacturing of cosmetics and household products.

<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