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Ferric EDTA

Ferric EDTA is the coordination complex formed from ferric ions and EDTA. EDTA has a high affinity for ferric ions. It gives yellowish aqueous solutions.[1]

Ferric EDTA
Names
Other names
(ethylenedinitrilo)tetraacetatoferrate
Identifiers
  • 15275-07-7
3D model (JSmol)
  • Interactive image
ChemSpider
  • 26311
EC Number
  • 241-171-3
  • 28283
  • DTXSID0066163
  • InChI=1S/C10H16N2O8.Fe/c13-7(14)3-11(4-8(15)16)1-2-12(5-9(17)18)6-10(19)20;/h1-6H2,(H,13,14)(H,15,16)(H,17,18)(H,19,20);/q;+3/p-3
    Key: UOMQUZPKALKDCA-UHFFFAOYSA-K
  • C(CN(CC(=O)[O-])CC(=O)[O-])N(CC(=O)O)CC(=O)[O-].[Fe+3]
Properties
C10H12FeN2O8
Molar mass 344.057 g·mol−1
Appearance yellow
Hazards
GHS labelling:
Warning
H315, H319
P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Synthesis and structure edit

Solutions of Fe(III)-EDTA are produced by combining ferrous salts and aqueous solutions of EDTA known as Jacobson's solution (cf. chemical equation (1) under Table (1)).[2]

Near neutral pH, the principal complex is [Fe(EDTA)(H2O)], although most sources ignore the aquo ligand. The [Fe(EDTA)(H2O)] anion has been crystallized with many cations, e.g., the trihydrate Na[Fe(EDTA)(H2O)].2H2O.[3] The salts as well as the solutions are yellow-brown. Provided the nutrient solution in which the [Fe(EDTA)(H2O)] complex will be used has a pH of at least 5.5, all the uncomplexed iron, as a result of incomplete synthesis reaction, will still change into the chelated ferric form.[4]

Uses edit

EDTA is used to solubilize iron(III) in water. In the absence of EDTA or similar chelating agents, ferric ions form insoluble solids and are thus not bioavailable.[1]

Together with pentetic acid (DTPA), EDTA is widely used for sequestering metal ions. Otherwise these metal ions catalyze the decomposition of hydrogen peroxide, which is used to bleach pulp in papermaking. Several million kilograms EDTA are produced for this purpose annually.[5]

Iron chelate is commonly used for agricultural purposes to treat chlorosis, a condition in which leaves produce insufficient chlorophyll. Iron and ligand are absorbed separately by the plant roots whereby the highly stable ferric chelate is first reduced to the less stable ferrous chelate.[6] In horticulture, iron chelate is often referred to as 'sequestered iron' and is used as a plant tonic, often mixed with other nutrients and plant foods (e.g. seaweed). It is recommended in ornamental horticulture for feeding ericaceous plants like Rhododendrons if they are growing in calcareous soils. The sequestered iron is available to the ericaceous plants, without adjusting the soil's pH, and thus, lime-induced chlorosis is prevented.

Ferric EDTA can be used as a component for the Hoagland solution or the Long Ashton Nutrient Solution.[7] According to Jacobson (1951),[2] the stability of ferric EDTA was tested by adding 5 ppm iron, as the complex, to Hoagland's solution at various pH values. No loss of iron occurred below pH 6. In addition to Jacobson's original recipe and a modified protocol by Steiner and van Winden (1970),[4] an updated version for producing the ferric EDTA complex by Nagel et al. (2020)[8] is presented in Table (1).

Jacobson's solution edit

Table (1) to prepare the ferric EDTA stock solution

Component Quantities in solution
g/L mmol/L
FeSO4•7H2O 25.02 90
C10H16N2O8 (EDTA) 26.30 90
H2SO4 0.196 2
KOH 15.71 280

The formation of Fe(III)-EDTA (FeY) can be described as follows:

FeSO4∙7H2O + K2H2Y + 1/4 O2 → K[FeY(H2O)].H2O + KHSO4 + 5.5 H2O (1)[8]

Iron chelate has also been used as a bait in the chemical control of slugs, snails and slaters in agriculture in Australia and New Zealand. They have advantages over other more generally poisonous substances used as their toxicity is more specific to molluscs.[9]

Ferric EDTA is used as a photographic bleach to convert silver metal into silver salts, that can later be removed.

Iron EDTA preparation methods edit

Iron EDTA can also be prepared using different sources of carbonates, chlorides and sulfates.

Iron(II)-EDTA using carbonates edit

Combination of iron carbonate, EDTA acid and sodium hydroxide gives the iron EDTA:

FeCO3 + C10H16N2O8 + 2 NaOH → C10H12FeNa2N2O8 • 2 H2O + CO2 + H2O

With this reaction % Fe can achieve 12.0 minimum in chelated form.

Iron(III)-EDTA using chlorides edit

Combination of iron chloride, EDTA acid and sodium hydroxide gives the iron EDTA:

FeCl3 + C10H16N2O8 + 4 NaOH → C10H12FeNaN2O8 + 3 NaCl + 4 H2O

This results in getting % Fe = 9.0 and to enrich the iron content sodium chloride to be separated using crystallization method and for this twice of iron chloride and seeding with iron EDTA powder after cooling to 40 °C results iron EDTA powder.

Iron(II)-EDTA using sulfates edit

Combination of iron sulfate, EDTA acid and sodium hydroxide gives the iron EDTA:

FeSO4 + C10H16N2O8 + 4 NaOH → C10H12FeNa2N2O8 + Na2SO4 + 2 H2O

This combination gives % Fe about 9.5.

Related derivatives edit

Aside from EDTA, the chelating agent EDDHA is used to solubilize iron in water. It also can be used for the purposes of agriculture, accessible to plants.[10]

In iron chelation therapy, deferoxamine, has been used to treat excess iron stores, i.e. haemochromatosis.[11]

See also edit

References edit

  1. ^ a b Xue, Hanbin; Sigg, Laura; Kari, Franz Guenter (1995). "Speciation of EDTA in Natural Waters: Exchange Kinetics of Fe-EDTA in River Water". Environmental Science and Technology. 29 (1): 59–68. doi:10.1021/es00001a007. PMID 22200201.
  2. ^ a b Jacobson, L. (1951). "Maintenance of Iron Supply in Nutrient Solutions by a Single Addition of Ferric Potassium Ethylenediamine Tetra-Acetate". Plant Physiology. 26 (2): 411–413. doi:10.1104/pp.26.2.411. PMC 437509. PMID 16654380.
  3. ^ Solans, X.; Font Altaba, M.; Garcia-Oricain, J. (1984). "Crystal Structures of Ethylenediaminetetraacetato Metal Complexes. V. Structures Containing the [Fe(C10H12N2O8)(H2O)] Anion". Acta Crystallographica Section C. 40 (4): 635–638. doi:10.1107/S0108270184005151.
  4. ^ a b Steiner, A.A.; van Winden, H. (1970). "Recipe for Ferric Salts of Ethylenediaminetetraacetic Acid". Plant Physiology. 46 (6): 862–863. doi:10.1104/pp.46.6.862. PMC 396702. PMID 16657561.
  5. ^ J. Roger Hart "Ethylenediaminetetraacetic Acid and Related Chelating Agents" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005.doi:10.1002/14356007.a10_095
  6. ^ Van Driel, W. (1964). "The effect of iron ethylenediaminetetraacetic acid on the growth and metabolism of tomato plants in water culture". Plant and Soil. 20: 85–104. doi:10.1007/BF01378101. S2CID 28252630.
  7. ^ Hewitt E. J. (1966). Sand and Water Culture Methods Used in the Study of Plant Nutrition. Farnham Royal, England: Commonwealth Agricultural Bureaux, pp. 547. Technical Communication No. 22 (Revised 2nd Edition) of the Commonwealth Bureau of Horticulture and Plantation Crops.
  8. ^ a b Nagel, K.A.; Lenz, H.; Kastenholz, B.; Gilmer, F.; Averesch, A.; Putz, A.; Heinz, K.; Fischbach, A.; Scharr, H.; Fiorani, F.; Walter, A.; Schurr, U. (2020). "The platform GrowScreen-Agar enables identification of phenotypic diversity in root and shoot growth traits of agar grown plants". Plant Methods. 16 (89): 1–17. doi:10.1186/s13007-020-00631-3. PMC 7310412. PMID 32582364.
  9. ^ Young CL, Armstrong GD (2001). "Slugs, Snails and Iron based Baits: An Increasing Problem and a Low Toxic Specific Action Solution". Australian Society of Agronomy. The Regional Institute. Retrieved 2009-10-18.
  10. ^ Batra, P.P.; Maier, R.H. (1964). "Isolation and determination of the ferric iron chelate of ethylenediamine di(o-hydroxyphenylacetic acid) in plant tissues". Plant and Soil. 20: 105–115. doi:10.1007/BF01378102. S2CID 9873911.
  11. ^ . National Center on Birth Defects and Developmental Disabilities (NCBDDD). 2007-11-01. Archived from the original on May 18, 2009. Retrieved 2009-10-18.

ferric, edta, coordination, complex, formed, from, ferric, ions, edta, edta, high, affinity, ferric, ions, gives, yellowish, aqueous, solutions, namesother, names, ethylenedinitrilo, tetraacetatoferrateidentifierscas, number, 15275, model, jsmol, interactive, . Ferric EDTA is the coordination complex formed from ferric ions and EDTA EDTA has a high affinity for ferric ions It gives yellowish aqueous solutions 1 Ferric EDTA NamesOther names ethylenedinitrilo tetraacetatoferrateIdentifiersCAS Number 15275 07 73D model JSmol Interactive imageChemSpider 26311EC Number 241 171 3PubChem CID 28283CompTox Dashboard EPA DTXSID0066163InChI InChI 1S C10H16N2O8 Fe c13 7 14 3 11 4 8 15 16 1 2 12 5 9 17 18 6 10 19 20 h1 6H2 H 13 14 H 15 16 H 17 18 H 19 20 q 3 p 3Key UOMQUZPKALKDCA UHFFFAOYSA KSMILES C CN CC O O CC O O N CC O O CC O O Fe 3 PropertiesChemical formula C 10H 12Fe N 2O 8Molar mass 344 057 g mol 1Appearance yellowHazardsGHS labelling PictogramsSignal word WarningHazard statements H315 H319Precautionary statements P264 P280 P302 P352 P305 P351 P338 P321 P332 P313 P337 P313 P362Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references Contents 1 Synthesis and structure 2 Uses 2 1 Jacobson s solution 3 Iron EDTA preparation methods 3 1 Iron II EDTA using carbonates 3 2 Iron III EDTA using chlorides 3 3 Iron II EDTA using sulfates 4 Related derivatives 5 See also 6 ReferencesSynthesis and structure editSolutions of Fe III EDTA are produced by combining ferrous salts and aqueous solutions of EDTA known as Jacobson s solution cf chemical equation 1 under Table 1 2 Near neutral pH the principal complex is Fe EDTA H2O although most sources ignore the aquo ligand The Fe EDTA H2O anion has been crystallized with many cations e g the trihydrate Na Fe EDTA H2O 2H2O 3 The salts as well as the solutions are yellow brown Provided the nutrient solution in which the Fe EDTA H2O complex will be used has a pH of at least 5 5 all the uncomplexed iron as a result of incomplete synthesis reaction will still change into the chelated ferric form 4 Uses editEDTA is used to solubilize iron III in water In the absence of EDTA or similar chelating agents ferric ions form insoluble solids and are thus not bioavailable 1 Together with pentetic acid DTPA EDTA is widely used for sequestering metal ions Otherwise these metal ions catalyze the decomposition of hydrogen peroxide which is used to bleach pulp in papermaking Several million kilograms EDTA are produced for this purpose annually 5 Iron chelate is commonly used for agricultural purposes to treat chlorosis a condition in which leaves produce insufficient chlorophyll Iron and ligand are absorbed separately by the plant roots whereby the highly stable ferric chelate is first reduced to the less stable ferrous chelate 6 In horticulture iron chelate is often referred to as sequestered iron and is used as a plant tonic often mixed with other nutrients and plant foods e g seaweed It is recommended in ornamental horticulture for feeding ericaceous plants like Rhododendrons if they are growing in calcareous soils The sequestered iron is available to the ericaceous plants without adjusting the soil s pH and thus lime induced chlorosis is prevented Ferric EDTA can be used as a component for the Hoagland solution or the Long Ashton Nutrient Solution 7 According to Jacobson 1951 2 the stability of ferric EDTA was tested by adding 5 ppm iron as the complex to Hoagland s solution at various pH values No loss of iron occurred below pH 6 In addition to Jacobson s original recipe and a modified protocol by Steiner and van Winden 1970 4 an updated version for producing the ferric EDTA complex by Nagel et al 2020 8 is presented in Table 1 Jacobson s solution edit Table 1 to prepare the ferric EDTA stock solution Component Quantities in solutiong L mmol LFeSO4 7H2O 25 02 90C10H16N2O8 EDTA 26 30 90H2SO4 0 196 2KOH 15 71 280The formation of Fe III EDTA FeY can be described as follows FeSO4 7H2O K2H2Y 1 4 O2 K FeY H2O H2O KHSO4 5 5 H2O 1 8 Iron chelate has also been used as a bait in the chemical control of slugs snails and slaters in agriculture in Australia and New Zealand They have advantages over other more generally poisonous substances used as their toxicity is more specific to molluscs 9 Ferric EDTA is used as a photographic bleach to convert silver metal into silver salts that can later be removed Iron EDTA preparation methods editIron EDTA can also be prepared using different sources of carbonates chlorides and sulfates Iron II EDTA using carbonates edit Combination of iron carbonate EDTA acid and sodium hydroxide gives the iron EDTA FeCO3 C10H16N2O8 2 NaOH C10H12FeNa2N2O8 2 H2O CO2 H2OWith this reaction Fe can achieve 12 0 minimum in chelated form Iron III EDTA using chlorides edit Combination of iron chloride EDTA acid and sodium hydroxide gives the iron EDTA FeCl3 C10H16N2O8 4 NaOH C10H12FeNaN2O8 3 NaCl 4 H2OThis results in getting Fe 9 0 and to enrich the iron content sodium chloride to be separated using crystallization method and for this twice of iron chloride and seeding with iron EDTA powder after cooling to 40 C results iron EDTA powder Iron II EDTA using sulfates edit Combination of iron sulfate EDTA acid and sodium hydroxide gives the iron EDTA FeSO4 C10H16N2O8 4 NaOH C10H12FeNa2N2O8 Na2SO4 2 H2OThis combination gives Fe about 9 5 Related derivatives editAside from EDTA the chelating agent EDDHA is used to solubilize iron in water It also can be used for the purposes of agriculture accessible to plants 10 In iron chelation therapy deferoxamine has been used to treat excess iron stores i e haemochromatosis 11 See also editDTPA EDDHA Tartrate CitrateReferences edit a b Xue Hanbin Sigg Laura Kari Franz Guenter 1995 Speciation of EDTA in Natural Waters Exchange Kinetics of Fe EDTA in River Water Environmental Science and Technology 29 1 59 68 doi 10 1021 es00001a007 PMID 22200201 a b Jacobson L 1951 Maintenance of Iron Supply in Nutrient Solutions by a Single Addition of Ferric Potassium Ethylenediamine Tetra Acetate Plant Physiology 26 2 411 413 doi 10 1104 pp 26 2 411 PMC 437509 PMID 16654380 Solans X Font Altaba M Garcia Oricain J 1984 Crystal Structures of Ethylenediaminetetraacetato Metal Complexes V Structures Containing the Fe C10H12N2O8 H2O Anion Acta Crystallographica Section C 40 4 635 638 doi 10 1107 S0108270184005151 a b Steiner A A van Winden H 1970 Recipe for Ferric Salts of Ethylenediaminetetraacetic Acid Plant Physiology 46 6 862 863 doi 10 1104 pp 46 6 862 PMC 396702 PMID 16657561 J Roger Hart Ethylenediaminetetraacetic Acid and Related Chelating Agents in Ullmann s Encyclopedia of Industrial Chemistry Wiley VCH Weinheim 2005 doi 10 1002 14356007 a10 095 Van Driel W 1964 The effect of iron ethylenediaminetetraacetic acid on the growth and metabolism of tomato plants in water culture Plant and Soil 20 85 104 doi 10 1007 BF01378101 S2CID 28252630 Hewitt E J 1966 Sand and Water Culture Methods Used in the Study of Plant Nutrition Farnham Royal England Commonwealth Agricultural Bureaux pp 547 Technical Communication No 22 Revised 2nd Edition of the Commonwealth Bureau of Horticulture and Plantation Crops a b Nagel K A Lenz H Kastenholz B Gilmer F Averesch A Putz A Heinz K Fischbach A Scharr H Fiorani F Walter A Schurr U 2020 The platform GrowScreen Agar enables identification of phenotypic diversity in root and shoot growth traits of agar grown plants Plant Methods 16 89 1 17 doi 10 1186 s13007 020 00631 3 PMC 7310412 PMID 32582364 Young CL Armstrong GD 2001 Slugs Snails and Iron based Baits An Increasing Problem and a Low Toxic Specific Action Solution Australian Society of Agronomy The Regional Institute Retrieved 2009 10 18 Batra P P Maier R H 1964 Isolation and determination of the ferric iron chelate of ethylenediamine di o hydroxyphenylacetic acid in plant tissues Plant and Soil 20 105 115 doi 10 1007 BF01378102 S2CID 9873911 Hemochromatosis Monitoring and Treatment National Center on Birth Defects and Developmental Disabilities NCBDDD 2007 11 01 Archived from the original on May 18 2009 Retrieved 2009 10 18 Retrieved from https en wikipedia org w index php title Ferric EDTA amp oldid 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