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Revision as of 17:16, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 444962246 of page 2-Chlorophenol for the Chem/Drugbox validation project (updated: '').  Latest revision as of 09:03, 23 October 2024 edit Citation bot (talk | contribs)Bots5,431,230 edits Removed parameters. | Use this bot. Report bugs. | Suggested by Dominic3203 | Category:Foul-smelling chemicals | #UCB_Category 21/128 
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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.}}
{{chembox {{chembox
| Watchedfields = changed
| verifiedrevid = 444961058
| verifiedrevid = 477213052
| Name = 2-Chlorophenol
| Name = 2-Chlorophenol
| Reference = <ref name="hand">
| Reference =
{{Citation
| ImageFileL1 = 2-Chlorphenol.svg
| last = Lide
| ImageNameL1 = 2-Chlorophenol
| first = David R.
| ImageFileR1 = 2-chlorophenol.png
| author-link =
| ImageNameR1 = 2-Chlorophenol
| last2 =
| PIN = 2-Chlorophenol<ref name=iupac2013>{{cite book | title = Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book) | publisher = ] | date = 2014 | location = Cambridge | page = 690 | doi = 10.1039/9781849733069-FP001 | isbn = 978-0-85404-182-4 | quote = Only one name is retained, phenol, for C<sub>6</sub>H<sub>5</sub>-OH, both as a preferred name and for general nomenclature. The structure is substitutable at any position. Locants 2, 3, and 4 are recommended, not ''o'', ''m'', and ''p''.}}</ref>
| first2 =
| OtherNames = ''o''-Chlorophenol<br />''ortho''-Chlorophenol<br>2-Hydroxychlorobenzene
| author2-link =
|Section1={{Chembox Identifiers
| publication-date =
| ChEBI_Ref = {{ebicite|correct|EBI}}
| date =
| year = 1998
| title = Handbook of Chemistry and Physics
| edition = 87
| volume =
| series =
| publication-place = Boca Raton, FL
| place =
| publisher = CRC Press
| id =
| isbn = 0-8493-0594-2
| doi =
| oclc =
| pages = 3–120
| url =
| accessdate =
| postscript = <!--none-->
}}</ref><ref name="hand2">
{{Citation
| last = Lide
| first = David R.
| author-link =
| last2 =
| first2 =
| author2-link =
| publication-date =
| date =
| year = 1998
| title = Handbook of Chemistry and Physics
| edition = 87
| volume =
| series =
| publication-place = Boca Raton, FL
| place =
| publisher = CRC Press
| id =
| isbn = 0-8493-0594-2
| doi =
| oclc =
| pages = 1281
| url =
| accessdate =
| postscript = <!--none-->
}}</ref><ref name="hand3">
{{Citation
| last = Lide
| first = David R.
| author-link =
| last2 =
| first2 =
| author2-link =
| publication-date =
| date =
| year = 1998
| title = Handbook of Chemistry and Physics
| edition = 87
| volume =
| series =
| publication-place = Boca Raton, FL
| place =
| publisher = CRC Press
| id =
| isbn = 0-8493-0594-2
| doi =
| oclc =
| pages = 8–103
| url =
| accessdate =
| postscript = <!--none-->
}}</ref><ref name="hand4">
{{Citation
| last = Lide
| first = David R.
| author-link =
| last2 =
| first2 =
| author2-link =
| publication-date =
| date =
| year = 1998
| title = Handbook of Chemistry and Physics
| edition = 87
| volume =
| series =
| publication-place = Boca Raton, FL
| place =
| publisher = CRC Press
| id =
| isbn = 0-8493-0594-2
| doi =
| oclc =
| pages = 15–18
| url =
| accessdate =
| postscript = <!--none-->
}}</ref>
| ImageFileL1 = 2-Chlorphenol.svg
| ImageSizeL1 = 120px
| ImageNameL1 = 2-Chlorophenol
| ImageFileR1 = 2-chlorophenol.png
| ImageSizeR1 = 120px
| ImageNameR1 = 2-Chlorophenol
| IUPACName = 2-Chlorophenol
| OtherNames = 2-Hydroxychlorobenzene, ''o''-Chlorophenol
| Section1 = {{Chembox Identifiers
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 47083 | ChEBI = 47083
| DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB03110 | DrugBank = DB03110
| SMILES = Oc1ccccc1Cl | SMILES = Oc1ccccc1Cl
| KEGG_Ref = {{keggcite|correct|kegg}} | KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C14219 | KEGG = C14219
| InChI = 1/C6H5ClO/c7-5-3-1-2-4-6(5)8/h1-4,8H | InChI = 1/C6H5ClO/c7-5-3-1-2-4-6(5)8/h1-4,8H
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| StdInChIKey = ISPYQTSUDJAMAB-UHFFFAOYSA-N | StdInChIKey = ISPYQTSUDJAMAB-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}} | CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 95-57-8 | CASNo = 95-57-8
| UNII_Ref = {{fdacite|correct|FDA}}
| CASNo_valid = yes
| UNII = K9KAV4K6BN
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 13837686 | ChemSpiderID = 13837686
| PubChem = 7245
}} }}
| Section2 = {{Chembox Properties |Section2={{Chembox Properties
| C=6 | H=5 | Cl=1 | O=1
| Formula = C<sub>6</sub>H<sub>5</sub>ClO
| Appearance = colorless liquid
| MolarMass = 128.56 g/mol
| Density = 1.2634 g/cm<sup>3</sup> at 20 °C<ref name=crc/>
| Appearance = Light amber, liquid
| Density = 1.2634 g/cm<sup>3</sup> at 20 °C | Solubility = 20 g/L at 20 °C
| SolubleOther = Soluble in ], ], ]
| Solubility = 20 g/L at 20 °C
| MeltingPtC = 8
| SolubleOther = soluble in ], ], ]
| MeltingPt_ref =<ref name=crc>Haynes, p. 3.116</ref>
| MeltingPt = 9.4 °C
| BoilingPt = 174.9 °C | BoilingPtC = 173.4
| BoilingPt_ref =<ref name=crc/>
| pKa = 8.56
| RefractIndex = 1.5524<ref name=crc/>
| VaporPressure = 0.308 kPa
| pKa = 8.56<ref>Haynes, p. 5.90</ref>
| VaporPressure = 0.308 kPa<ref>Haynes, p. 16.20</ref>
| Viscosity = 3.59 mPa·s<ref name=crc2>Haynes, p. 6.243</ref>
| MagSus = -77.3·10<sup>−6</sup> cm<sup>3</sup>/mol<ref>Haynes, p. 3.577</ref>
}} }}
| Section4 = {{Chembox Thermochemistry |Section4={{Chembox Thermochemistry
| Thermochemistry_ref=<ref>Haynes, pp. 5.10, 6.156</ref>
| DeltaHf =
| DeltaHc = | DeltaHf =
| Entropy = | DeltaHc =
| Entropy =
| HeatCapacity = 1.468 J·g<sup>-1</sup>·K<sup>-1</sup>
| HeatCapacity = 188.7 J·mol<sup>−1</sup>·K<sup>−1</sup>
| DeltaHfus = 13.0 kJ·mol<sup>−1</sup>
}} }}
| Section7 = {{Chembox Hazards |Section7={{Chembox Hazards
| ExternalSDS =
| Autoignition = 550 °C
| MainHazards = Corrosive – causes burns
| ExternalMSDS =
| FlashPtC = 64
| MainHazards = Corrosive - causes burns
| FlashPt_ref = <ref name=crc2/>
| FlashPt = 64°C
| AutoignitionPtC = 550
}} }}
| Section8 = {{Chembox Related |Section8={{Chembox Related
| Function = ] | OtherFunction_label = ]
| OtherFunctn = ]<br />]<br />] | OtherFunction = ]<br />]<br />]
}} }}
}} }}

'''2-Chlorophenol''' or '''''ortho''-chlorophenol''' is an ] with the formula C<sub>6</sub>H<sub>4</sub>ClOH. It is one of three ]s of ]. Aside from occasional use as a ], it has few applications. It is an intermediate in the poly] of phenol.<ref>{{Ullmann
|author1=Fiege, H. |author2=Voges, H.-M. |author3=Hamamoto, T |author4=Umemura, S. |author5=Iwata, T. |author6=Miki, H. |author7=Fujita, Y. |author8=Buysch, H.-J. |author9=Garbe, D. |author10=Paulus, W. | title = Phenol Derivatives
| year = 2000
| doi = 10.1002/14356007.a19_313}}</ref>
2-Chlorophenol is a colorless liquid, although commercial samples are often yellow or amber-colored. It has an unpleasant, penetrating (carbolic) odor. It is poorly soluble in water.

==See also==
* ]

==References==
{{Reflist}}

==Cited sources==
*{{cite book |ref=Haynes| editor= Haynes, William M. | date = 2016| title = ] | edition = 97th | publisher = ] | isbn = 9781498754293}}

==External links==
* , Agency for Toxic Substances and Disease Registry.
* , PubChem Open Chemistry Database.

{{DEFAULTSORT:Chlorophenol, 2-}}
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]
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{{Organohalide-stub}}