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Partition coefficient
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== Example partition coefficient data == The values for the octanol-water system in the following table are from the [[Dortmund Data Bank]].<ref>{{cite web |url=http://www.ddbst.com/ddb-kow.html |title=Octanol–Water Partition Coefficients |work=ddbst.com |access-date=19 March 2016}}</ref>{{better source needed|date=March 2016}} They are sorted by the partition coefficient, smallest to largest (acetamide being hydrophilic, and 2,2',4,4',5-pentachlorobiphenyl lipophilic), and are presented with the temperature at which they were measured (which impacts the values).{{citation needed|date=March 2016}} {| class="wikitable" |- ! Component ! log ''P''<sub>OW</sub> ! ''T'' (°C) |- | [[Acetamide]]<ref name="Wolfenden">{{cite journal | vauthors = Wolfenden R | title = Interaction of the peptide bond with solvent water: a vapor phase analysis | journal = Biochemistry | volume = 17 | issue = 1 | pages = 201–4 | date = January 1978 | pmid = 618544 | doi = 10.1021/bi00594a030 | department = (primary) }}</ref> || −1.16 || 25 |- | [[Methanol]]<ref name="Collander">{{cite journal | vauthors = Collander R, Lindholm M, Haug CM, Stene J, Sörensen NA | title=The partition of organic compounds. between higher alcohols and water |journal= Acta Chem. Scand. |volume=5 |pages=774–780 |year= 1951| doi=10.3891/acta.chem.scand.05-0774 |url=http://actachemscand.org/pdf/acta_vol_05_p0774-0780.pdf |doi-access=free }}</ref> || −0.81 || 19 |- | [[Formic acid]]<ref name="Whitehead">{{cite journal | vauthors = Whitehead KE, Geankoplis CJ | title=Separation of Formic and Sulfuric Acids by Extraction |journal= Ind. Eng. Chem. |volume=47 |issue=10 |pages=2114–2122 |year= 1955 |doi=10.1021/ie50550a029 }}</ref> || −0.41 || 25 |- | [[Diethyl ether]]<ref name="Collander"/> || 0.83 || 20 |- | [[p-Dichlorobenzene]]<ref name="Wasik">{{cite journal | vauthors = Wasik SP, Tewari YB, Miller MM, Martire DE | title= Octanol–Water Partition Coefficients and Aqueous Solubilities of Organic Compounds | journal = NBS Techn. Rep. | volume = 81 | issue = 2406 | pages = S1–56 | year = 1981 | url = http://nepis.epa.gov/Exe/ZyNET.exe/9101OLPC.txt?ZyActionD=ZyDocument&Client=EPA&Index=1981%20Thru%201985&Docs=&Query=&Time=&EndTime=&SearchMethod=1&TocRestrict=n&Toc=&TocEntry=&QField=&QFieldYear=&QFieldMonth=&QFieldDay=&UseQField=&IntQFieldOp=0&ExtQFieldOp=0&XmlQuery=&File=D%3A%5CZYFILES%5CINDEX%20DATA%5C81THRU85%5CTXT%5C00000025%5C9101OLPC.txt&User=ANONYMOUS&Password=anonymous&SortMethod=h%7C-&MaximumDocuments=1&FuzzyDegree=0&ImageQuality=r75g8/r75g8/x150y150g16/i425&Display=p%7Cf&DefSeekPage=x&SearchBack=ZyActionL&Back=ZyActionS&BackDesc=Results%20page&MaximumPages=1&ZyEntry=2 }}</ref> || 3.37 || 25 |- | [[Hexamethylbenzene]]<ref name="Wasik"/> || 4.61 || 25 |- | 2,2',4,4',5-Pentachlorobiphenyl<ref name="Brodsky">{{cite journal | vauthors = Brodsky J, Ballschmiter K | title=Reversed phase liquid chromatography of PCBs as a basis for calculation of water solubility and ''K''<sub>ow</sub> for polychlorobiphenyls |journal= Fresenius' Z. Anal. Chem. |volume=331 |issue= 3–4|pages=295–301 |year= 1988 | doi=10.1007/BF00481899 | s2cid=91775126 }}</ref> || 6.41 || Ambient |} Values for other compounds may be found in a variety of available reviews and monographs.<ref name="Leo"/>{{rp|551ff}}<ref name="Hansch">{{cite book | vauthors = Hansch C, Leo A | author-link1 = Corwin Hansch | title = Substituent Constants for Correlation Analysis in Chemistry and Biology | chapter = Chapter 5: Calculation of Octanol-Water Partition Coefficients from Fragments, etc. | publisher = John Wiley & Sons Ltd. | year = 1979 | location = New York | isbn = 978-0-471-05062-9 }}</ref>{{page needed|date=March 2016}}<ref name="Sangster_1989_PDF">{{cite journal | url = https://www.nist.gov/data/PDFfiles/jpcrd367.pdf | title = Octanol–Water Partition Coefficients of Simple Organic Compounds | vauthors = Sangster J | journal = Journal of Physical and Chemical Reference Data | volume = 18 | issue =3 | year = 1989 | pages = 1111–1227 | doi = 10.1063/1.555833 | bibcode = 1989JPCRD..18.1111S }}</ref>{{rp|1121ff}}<ref name="Leo2">{{cite book | vauthors = Leo A, Hoekman DH, Hansch C | author-link3 = Corwin Hansch | title = Exploring QSAR, Hydrophobic, Electronic, and Steric Constants | url = https://archive.org/details/exploringqsar0001unse | url-access = registration | chapter = Octanol log ''P'' | publisher = American Chemical Society |year = 1995 | location = Washington, DC |isbn = 978-0-8412-3060-6 }}</ref>{{page needed|date=March 2016}}<ref name="Mannhold_2008">{{cite journal | vauthors = Mannhold R, Poda GI, Ostermann C, Tetko IV | title = Calculation of molecular lipophilicity: State-of-the-art and comparison of log P methods on more than 96,000 compounds | journal = Journal of Pharmaceutical Sciences | volume = 98 | issue = 3 | pages = 861–93 | date = March 2009 | pmid = 18683876 | doi = 10.1002/jps.21494 | s2cid = 9595034 }}</ref> Critical discussions of the challenges of measurement of log ''P'' and related computation of its estimated values (see below) appear in several reviews.<ref name = Martin2ndCh4>{{cite book | vauthors = Martin YC | author-link1 = Yvonne Connolly Martin | title = Quantitative Drug Design: A critical introduction | url = https://archive.org/details/quantitativedrug00mart | url-access = limited | chapter = Chapter 4: The Hydrophobic Properties of Molecules | pages = [https://archive.org/details/quantitativedrug00mart/page/n81 66]–73 | date=2010 | publisher=CRC Press/Taylor & Francis | location=Boca Raton | isbn = 978-1-4200-7099-6 | edition=2nd }}</ref><ref name="Mannhold_2008"/>
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