| Revision as of 13:39, 15 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 472978653 of page Potassium_hydrogen_phthalate for the Chem/Drugbox validation project (updated: ''). |
Latest revision as of 19:10, 17 April 2024 edit Trasheater Midir (talk | contribs)Extended confirmed users3,587 edits →topTag: ProveIt edit |
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{{redirect|KHPh|the radio station KHPH in Hawaii|List of radio stations in Hawaii}} |
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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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{{redirect|KHP}} |
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{{chembox |
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{{chembox |
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|Watchedfields = changed |
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| verifiedrevid = 464211874 |
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|verifiedrevid = 477002550 |
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| ImageNameL1 = Potassium hydrogen phthalate |
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| ImageFileL1 = Potassium-hydrogen-phthalate-2D-skeletal.png |
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|ImageFile = Potassium hydrogen phthalate.jpg |
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|ImageNameL1 = Potassium hydrogen phthalate |
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| ImageSizeL1 = 120px |
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| ImageNameR1 = Potassium hydrogen phthalate |
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|ImageFileL1 = Potassium-hydrogen-phthalate-2D-skeletal.png |
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| ImageFileR1 = Potassium-hydrogen-phthalate-3D-skeletal.png |
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|ImageNameR1 = Potassium hydrogen phthalate |
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|ImageFileR1 = Potassium-hydrogen-phthalate-3D-skeletal.png |
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|ImageName = Potassium hydrogen phthalate |
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| ImageSizeR1 = 120px |
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| ImageName = Potassium hydrogen phthalate |
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|PIN = Potassium 2-carboxybenzoate |
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|OtherNames = hydrogen potassium phthalate;<br>phthalic acid potassium salt;<br> potassium biphthalate;<br> potassium acid phthalate;<br> 1,2-benzenedicarboxylic acid,<br>monopotassium salt;<br>KHP; KHPh |
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| IUPACName = Potassium hydrogen phthalate |
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|Section1={{Chembox Identifiers |
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| OtherNames = hydrogen potassium phthalate;</br>phthalic acid potassium salt;</br> potassium biphthalate;</br> potassium acid phthalate;</br> 1,2-benzenedicarboxylic acid,</br>monopotassium salt;</br>KHP; KHPh |
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|ChEMBL = 3187152 |
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| Section1 = {{Chembox Identifiers |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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|ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 12839 |
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|ChemSpiderID = 12839 |
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|EC_number = 212-889-4 |
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| PubChem = 13413 |
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|PubChem = 23676735 |
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| InChI = 1/C8H6O4.K/c9-7(10)5-3-1-2-4-6(5)8(11)12;/h1-4H,(H,9,10)(H,11,12);/q;+1/p-1 |
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|InChI = 1/C8H6O4.K/c9-7(10)5-3-1-2-4-6(5)8(11)12;/h1-4H,(H,9,10)(H,11,12);/q;+1/p-1 |
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| InChIKey = IWZKICVEHNUQTL-REWHXWOFAT |
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|InChIKey = IWZKICVEHNUQTL-REWHXWOFAT |
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| SMILES = .O=C(O)c1ccccc1C()=O |
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|SMILES = .O=C(O)c1ccccc1C()=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/C8H6O4.K/c9-7(10)5-3-1-2-4-6(5)8(11)12;/h1-4H,(H,9,10)(H,11,12);/q;+1/p-1 |
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|StdInChI = 1S/C8H6O4.K/c9-7(10)5-3-1-2-4-6(5)8(11)12;/h1-4H,(H,9,10)(H,11,12);/q;+1/p-1 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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|StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = IWZKICVEHNUQTL-UHFFFAOYSA-M |
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|StdInChIKey = IWZKICVEHNUQTL-UHFFFAOYSA-M |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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|CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = 877-24-7 |
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|CASNo = 877-24-7 |
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| RTECS = |
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|UNII_Ref = {{fdacite|correct|FDA}} |
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}} |
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|UNII = GG9121M623 |
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| Section2 = {{Chembox Properties |
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| C=8|H=5|K=1|O=4 |
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| Appearance = White or colorless solid |
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| Density = 1.64 g/cm<sup>3</sup>, solid |
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| Solubility = 25 g/100 ml |
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| MeltingPt = ~295 °C (decomposes) |
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| BoilingPt = |
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| pKa = 5.4 |
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}} |
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}} |
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| Section3 = {{Chembox Structure |
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|Section2={{Chembox Properties |
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|C=8 | H=5 | K=1 | O=4 |
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| Coordination = tetrahedral |
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|Appearance = White or colorless solid |
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| CrystalStruct = |
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|Density = 1.636 g/cm<sup>3</sup> |
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}} |
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|Solubility = 80 g/L (20 °C)<ref>{{cite web |url=http://www.merckmillipore.com/INTL/en/product/pharmaceutical-ingredients/potassium-hydrogen-phthalate,MDA_CHEM-104874 |url-status=dead |archive-url=https://web.archive.org/web/20140821105856/http://www.merckmillipore.com/INTL/en/product/pharmaceutical-ingredients/potassium-hydrogen-phthalate,MDA_CHEM-104874 |archive-date=2014-08-21 |title=104874 {{!}} Potassium hydrogen phthalate}}</ref> |
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| Section7 = {{Chembox Hazards |
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|SolubleOther = slightly soluble in alcohol |
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| ExternalMSDS = |
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|MeltingPt = ~295 °C (decomposes) |
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| MainHazards = Irritant to eyes, skin,<br />and respiratory system |
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|pKa = 5.4<ref>{{Cite web|url=http://archpdfs.lps.org/Chemicals/Potassium%20Hydrogen%20Phthalate.pdf|title = Lincoln Public Schools}}</ref> |
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| FlashPt = Non-flammable |
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| RPhrases = {{R36}} {{R37}} {{R38}} |
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| SPhrases = |
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|Section3={{Chembox Structure |
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|Coordination = tetrahedral |
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}} |
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|Section4={{Chembox Hazards |
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|ExternalSDS = |
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|MainHazards = Irritant to eyes, skin,<br />and respiratory system |
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|FlashPt = Non-flammable |
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|Hazards_ref=<ref>{{cite web |title=C&L Inventory |url=https://echa.europa.eu/information-on-chemicals/cl-inventory-database/-/discli/details/60754 |website=echa.europa.eu}}</ref> |
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|GHSPictograms = {{GHS07}} |
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|GHSSignalWord = Warning |
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|HPhrases = {{H-phrases|315|319|335}} |
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|PPhrases = {{P-phrases|}} |
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}} |
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}} |
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'''Potassium hydrogen phthalate''', often called simply '''KHP''', is an acidic salt compound. It forms white powder, colorless crystals, a colorless solution, and an ionic ] that is the ] salt of ]. KHP is slightly ]ic, and it is often used as a ] for ]s because it is solid and air-stable, making it easy to weigh accurately. It is not ].<ref>{{cite journal |last= Hendrixson|first= W. S. |year=1920 |title= Further Work on Potassium Hydrogen Phthalate as a Standard in Volumetric Analysis |journal=J Am Chem Soc |volume= 42 |issue= 4 |pages= 724–727 |doi=10.1021/ja01449a008|url= https://zenodo.org/record/1428826 }}</ref><ref>{{cite web |url= http://www.riccachemical.com/Technical-Support/Tech-Tips/Potassium_Hydrogen_Phthalate |title= Potassium Hydrogen Phthalate |publisher= Ricca Chemical Company |location= Arlington, TX |accessdate= 2012-10-03 |archive-url= https://web.archive.org/web/20121130163435/http://www.riccachemical.com/Technical-Support/Tech-Tips/potassium_hydrogen_phthalate |archive-date= 2012-11-30 |url-status= dead }}</ref><ref>{{cite web |url= http://web.clark.edu/nfattaleh/classes/135/Sp05/Labs/NaOHStdSp05.pdf |title= The Standardization Of NaOH and KHP Assay |publisher= Clark College |accessdate= 2012-10-03 |url-status= dead |archiveurl= https://web.archive.org/web/20121119094358/http://web.clark.edu/nfattaleh/classes/135/Sp05/Labs/NaOHStdSp05.pdf |archivedate= 2012-11-19 }}</ref> It is also used as a primary standard for calibrating ]s because, besides the properties just mentioned, its ] in solution is very stable. It also serves as a thermal standard in ].<ref>{{Cite journal |last=Smalley |first=I.J. |last2=Lill |first2=G.O. |last3=Bentley |first3=S.P. |last4=Wood |first4=D.R. |date=1977 |title=Thermogravimetry of potassium hydrogen phthalate and its use as a thermal standard |url=https://pubs.geoscienceworld.org/canmin/article-abstract/15/1/30/11172/Thermogravimetry-of-potassium-hydrogen-phthalate |journal=Canadian Mineralogist |volume=15 |issue=1 |pages=30-35}}</ref> |
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KHP dissociates completely in water, giving the potassium cation (K<sup>+</sup>) and hydrogen phthalate anion (HP<sup>−</sup> or Hphthalate<sup>−</sup>) |
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: KHP <chem>-></chem> K<sup>+</sup> + HP<sup>−</sup> |
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and then, acting as a ], hydrogen phthalate reacts reversibly with water to give ] (H<sub>3</sub>O<sup>+</sup>) and phthalate ions. |
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: HP<sup>−</sup> + H<sub>2</sub>O {{eqm}} P<sup>2−</sup> + H<sub>3</sub>O<sup>+</sup> |
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KHP can be used as a ] in combination with ] (HCl) or ] (NaOH). The buffering region is dependent upon the pKa, and is typically +/- 1.0 pH units of the pKa. The pKa of KHP is 5.4, so its pH buffering range would be 4.4 to 6.4; however, due to the presence of the second acidic group that bears the potassium ion, the first pKa also contributes to the buffering range well below pH 4.0, which is why KHP is a good choice for use as a reference standard for pH 4.00.<ref>{{cite web |title=pH Metrology |url=https://www.nist.gov/programs-projects/ph-metrology |website=Projects/Programs |publisher=National Institute of Standards and Technology |access-date=4 August 2022}}</ref> <ref>{{cite journal |last1=Buck |first1=R.P. |last2=Rondinini |first2=S. |last3=Baucke |first3=F.G.K. |last4=Brett |first4=C.M.A. |last5=Camoes |first5=M.F. |last6=Covington |first6=A.K. |last7=Milton |first7=M.J.T. |last8=Mussini |first8=T. |last9=Naumann |first9=R. |last10=Pratt |first10=K.W. |last11=Spitzer |first11=P. |last12=Wilson |first12=G.S. |title=Measurement of pH. Definition, Standards, and Procedures; IUPAC Recommendation |journal=Pure Appl. Chem. |date=2002 |volume=74 |pages=2169–2200 |doi=10.1351/pac200274112169 |hdl=2434/195966 |s2cid=96759529 |url=http://publications.iupac.org/pac/2002/pdf/7411x2169.pdf |access-date=4 August 2022}}</ref> |
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KHP is also a useful standard for ] (TOC) testing. Most TOC analyzers are based on the oxidation of organics to carbon dioxide and water, with subsequent quantitation of the carbon dioxide. Many TOC analysts suggest testing their instruments with two standards: one typically easy for the instrument to oxidize (KHP), and one more difficult to oxidize. For the latter, ] is suggested. |
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==References== |
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{{reflist}} |
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