Revision as of 15:50, 6 December 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 459727043 of page Sodium_periodate for the Chem/Drugbox validation project (updated: ''). |
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}} |
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{{Chembox |
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{{Chembox |
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| Verifiedfields = changed |
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| verifiedrevid = 444111459 |
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| Watchedfields = changed |
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| ImageFile = Sodium periodate.png |
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| verifiedrevid = 464402875 |
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| ImageFile = Sodium metaperiodate.svg |
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| ImageSize = 150px |
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| ImageSize = 150px |
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| IUPACName = Sodium periodate |
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| IUPACName = Sodium periodate |
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| OtherNames = Sodium metaperiodate |
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| OtherNames = Sodium metaperiodate |
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| Section1 = {{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| index_label=meta |
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| index1_label=para |
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| index2_label=ortho |
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| index3_label=trihydrogen |
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| Abbreviations = |
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| Abbreviations = |
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| InChI = 1/HIO4.Na/c2-1(3,4)5;/h(H,2,3,4,5);/q;+1/p-1 |
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| InChI = 1/HIO4.Na/c2-1(3,4)5;/h(H,2,3,4,5);/q;+1/p-1 |
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| InChIKey = JQWHASGSAFIOCM-REWHXWOFAO |
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| InChIKey = JQWHASGSAFIOCM-REWHXWOFAO |
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| InChI1 = 1S/HIO4.Na/c2-1(3,4)5;/h(H,2,3,4,5);/q;+1/p-1 |
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| InChIKey1 = JQWHASGSAFIOCM-UHFFFAOYSA-M |
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| CASNo = 7790-28-5 |
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| CASNo = 7790-28-5 |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo1 = 13940-38-0 |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo3 = 15599-97-0 |
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| EC_number3 = 239-681-6 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = 98W4A29X43 |
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| EINECS = 232-197-6 |
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| EINECS = 232-197-6 |
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| EC_number1 = 237-720-1 |
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| PubChem = 65184 |
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| PubChem = 23667635 |
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| PubChem1 = 9796123 |
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| PubChem2 = 21982945 |
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| PubChem3 = 22765006 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 58683 |
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| ChemSpiderID = 58683 |
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| ChemSpiderID1 = 7971889 |
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| ChemSpiderID3 = 129318857 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = JQWHASGSAFIOCM-UHFFFAOYSA-M |
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| StdInChIKey = JQWHASGSAFIOCM-UHFFFAOYSA-M |
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| SMILES = I(=O)(=O)=O. |
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| SMILES = I(=O)(=O)=O. |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI =1S/HIO4.Na/c2-1(3,4)5;/h(H,2,3,4,5);/q;+1/p-1 |
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| StdInChI = 1S/HIO4.Na/c2-1(3,4)5;/h(H,2,3,4,5);/q;+1/p-1 |
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| RTECS = SD4550000 |
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| RTECS = SD4550000 |
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| MeSHName = |
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| MeSHName = |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI_Ref = {{ebicite|changed|EBI}} |
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| ChEBI = |
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| ChEBI = 75226 |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG = |
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| KEGG = |
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| QID1 = Q4161310 |
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| ATCCode_prefix = |
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| QID3 = Q17388101 |
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| ATCCode_suffix = |
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| InChI1=1S/H5IO6.3Na/c2-1(3,4,5,6)7;;;/h(H5,2,3,4,5,6,7);;;/q;3*+1/p-3 |
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| ATC_Supplemental =}} |
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| InChIKey1 = DSYMXPNUZLZKOA-UHFFFAOYSA-K |
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| Section2 = {{Chembox Properties |
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| SMILES1 = OI(=O)(O)()()... |
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| Formula = NaIO4 |
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| InChI2=1S/H5IO6.5Na/c2-1(3,4,5,6)7;;;;;/h(H5,2,3,4,5,6,7);;;;;/q;5*+1/p-5 |
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| InChIKey2 = RAJUJHHGBPSUAC-UHFFFAOYSA-I |
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| SMILES2 = I(=O)()()()..... |
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| InChI3=1S/H5IO6.2Na/c2-1(3,4,5,6)7;;/h(H5,2,3,4,5,6,7);;/q;2*+1/p-2 |
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| InChIKey3 = PEPDKRLBEGSBRW-UHFFFAOYSA-L |
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| SMILES3 = OI(=O)(O)(O)().. |
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}} |
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|Section2={{Chembox Properties |
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| Formula = NaIO<sub>4</sub> |
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| MolarMass = 213.8918 g/mol |
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| MolarMass = 213.8918 g/mol |
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| Appearance = |
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| Appearance = white crystals |
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| Density = 3.865 g/cm<sup>3</sup> |
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| Density = 3.865 g/cm<sup>3</sup> (anhydrous) <br> 3/210 g/cm<sup>3</sup> |
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| MeltingPt = 300 °C |
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| MeltingPt = {{convert|300|C|F K}} (anhydrous) <br>{{convert|175|C|F K}} (trihydrate) |
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| MeltingPt_notes = (decomposes) |
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| Melting_notes = |
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| BoilingPt = |
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| BoilingPt = |
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| Boiling_notes = |
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| BoilingPt_notes = |
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| Solubility = 91 g/L<ref name="GESTIS">{{GESTIS|Name=Natriumperiodat|ZVG=490496|CAS=7790-28-5|Date=2018-01-08}}</ref> |
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| Solubility = soluble |
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| SolubleOther = |
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| SolubleOther = soluble in acids |
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| Solvent = |
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| Solvent = |
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| pKa = |
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| pKb = }} |
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}} |
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| Section7 = {{Chembox Hazards |
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|Section3={{Chembox Structure |
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| CrystalStruct = tetragonal (anhydrous) <br> trigonal (trihydrate) |
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| ExternalMSDS = |
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}} |
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| EUClass = |
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|Section7={{Chembox Hazards |
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| EUIndex = |
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| ExternalSDS = |
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| MainHazards = |
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| MainHazards = |
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| NFPA-H = 2 |
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| NFPA-H = 2 |
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| NFPA-F = 0 |
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| NFPA-F = 0 |
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| NFPA-R = 0 |
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| NFPA-R = 3 |
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| NFPA-O = |
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| NFPA-S = ox |
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| RPhrases = |
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| HPhrases = |
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| SPhrases = |
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| PPhrases = |
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| FlashPt = |
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| PEL = }} |
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| PEL = |
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}} |
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| Section7 = {{Chembox Related |
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|Section8={{Chembox Related |
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| OtherAnions = ], ] |
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| OtherAnions = ], ] |
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| OtherCations = ] }} |
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| OtherCations = ], ]}} |
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'''Sodium periodate''' is an ] salt, composed of a ] ] and the ] ]. It may also be regarded as the sodium ] of ]. Like many periodates, it can exist in two different forms: '''sodium ''meta''periodate''' (formula NaIO<sub>4</sub>) and '''sodium ''ortho''periodate''' (normally Na<sub>2</sub>H<sub>3</sub>IO<sub>6</sub>, but sometimes the fully reacted salt Na<sub>5</sub>IO<sub>6</sub>). Both salts are useful oxidising agents.<ref>Andrew G. Wee, Jason Slobodian, Manuel A. Fernández-Rodríguez and Enrique Aguilar "Sodium Periodate" ''e-EROS Encyclopedia of Reagents for Organic Synthesis'' 2006. {{doi|10.1002/047084289X.rs095.pub2}}</ref> |
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==Preparation== |
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Classically, periodate was produced in the form of sodium hydrogen periodate ({{chem2|Na3H2IO6}}).<ref name=Brauer /> This commercially available, but can also be produced by the oxidation of ]s with ] and ].<ref name=Brauer>{{cite book|author=M. Schmeisser|chapter=Periodic acid|title=Handbook of Preparative Inorganic Chemistry, 2nd Ed. |editor=G. Brauer|publisher=Academic Press|year=1963|place=NY,NY|volume=2pages=323}}</ref><ref>{{cite journal|last=Hill|first=Arthur E.|title=Ternary Systems. VII. The Periodates of the Alkali Metals|journal=Journal of the American Chemical Society|date=October 1928|volume=50|issue=10|pages=2678–2692|doi=10.1021/ja01397a013}}</ref> Or, similarly, from ]s by oxidation with ] and sodium hydroxide: |
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:{{chem2| NaIO3 + Cl2 + 4 NaOH -> Na3H2IO6 + 2NaCl + H2O}} |
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:{{chem2|NaI + 4 Br2 + 10 NaOH -> Na3H2IO6 + 8 NaBr + 4 H2O}} |
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Modern industrial scale production involves the ] oxidation of iodates, on a ] ({{chem2|PbO2}}) anode, with the following ]: |
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:{{chem2|H5IO6 + H+ + 2e- -> IO3- + 3 H2O}}{{spaces|5}}{{nowrap|1=] = 1.6 V}}<ref>{{cite book|last=Parsons|first=Roger|title=Handbook of electrochemical constants|url=https://archive.org/details/ost-chemistry-parsons-handbookofelectrochemicalconstants|year=1959|publisher=Butterworths Scientific Publications Ltd|page=}}</ref> |
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Sodium metaperiodate can be prepared by the dehydration of sodium hydrogen periodate with ]. |
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:{{chem2|Na3H2IO6 + 2 HNO3 -> NaIO4 + 2 NaNO3 + 2 H2O}} |
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==Structure== |
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Sodium metaperiodate (NaIO<sub>4</sub>) forms ] crystals (] ''I''4<sub>1</sub>/<sub>a</sub>) consisting of slightly distorted {{chem|IO|4|−}} ions with average I–O bond distances of 1.775 Å; the Na<sup>+</sup> ions are surrounded by 8 oxygen atoms at distances of 2.54 and 2.60 Å.<ref>{{cite journal|last=Kálmán|first=A.|author2=Cruickshank, D. W. J. |title=Refinement of the structure of NaIO<sub>4</sub>|journal=Acta Crystallographica Section B|date=15 November 1970|volume=26|issue=11|pages=1782–1785|doi=10.1107/S0567740870004880|bibcode=1970AcCrB..26.1782K }}</ref> |
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Sodium hydrogen periodate (Na<sub>2</sub>H<sub>3</sub>IO<sub>6</sub>) forms ] crystals (space group Pnnm). Iodine and sodium atoms are both surrounded by an octahedral arrangement of 6 oxygen atoms; however the NaO<sub>6</sub> octahedron is strongly distorted. IO<sub>6</sub> and NaO<sub>6</sub> groups are linked via common vertices and edges.<ref>{{cite journal|last=Jansen|first=Martin|author2=Rehr, Anette |title=Na<sub>2</sub>H<sub>3</sub>IO<sub>6</sub>, eine Variante der Markasitstruktur|journal=Zeitschrift für anorganische und allgemeine Chemie|date=1988|volume=567|issue=1|pages=95–100|doi=10.1002/zaac.19885670111|language=de}}</ref> |
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] indicates that Na<sub>5</sub>IO<sub>6</sub> crystallises in the ] system (space group C2/m).<ref>{{cite journal|last=Betz|first=T.|author2=Hoppe, R. |title=Über Perrhenate. 2. Zur Kenntnis von Li<sub>5</sub>ReO<sub>6</sub> und Na<sub>5</sub>ReO<sub>6</sub> – mit einer Bemerkung über Na<sub>5</sub>IO<sub>6</sub>|journal=Zeitschrift für anorganische und allgemeine Chemie|date=May 1984|volume=512|issue=5|pages=19–33|doi=10.1002/zaac.19845120504|language=de}}</ref> |
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==Uses== |
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{{further|Periodate#Reactions}} |
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<!--seems rather specialized and unrefed Sodium periodate is used to oxidize ] and create a ] and ] ] that can be used as ], as a ] for ], or for ].--> |
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Sodium periodate can be used in solution to open saccharide rings between ] leaving two aldehyde groups. This process is often used in labeling saccharides with fluorescent molecules or other tags such as ]. Because the process requires vicinal diols, periodate oxidation is often used to selectively label the 3′-ends of ] (] has vicinal diols) instead of ] as ] does not have vicinal diols. |
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NaIO<sub>4</sub> is used in ] to cleave ]s to produce two ]s.<ref>{{cite book|last=McMurry|first=John|title=Organic chemistry|publisher=Brooks/Cole Cengage Learning|location=Singapore|isbn=9780840054531|pages=285–286|edition=8th ed., }}</ref> |
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] |
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In 2013 the ] announced that it would replace environmentally harmful chemicals ] and ] with sodium metaperiodate for use in their ].<ref>{{cite web|title=Picatinny to remove tons of toxins from lethal rounds|url=http://www.army.mil/article/109769/Picatinny_to_remove_tons_of_toxins_from_lethal_rounds/|publisher=U.S. Army|access-date=31 October 2013}}</ref> |
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==See also== |
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* ] - also effective for diol cleavage via the ] |
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==References== |
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{{reflist}} |
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*See Fatiadi, ''Synthesis'' (1974) 229–272 for a review of periodate chemistry. |
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{{Sodium compounds}} |
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{{Periodates}} |
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{{DEFAULTSORT:Sodium Periodate}} |
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] |
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] |
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] |