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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 18:39, 21 October 2024 edit JWBE (talk | contribs)Extended confirmed users10,111 edits removed Category:Phenols; added Category:3-Hydroxyphenyl compounds using HotCat 
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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
| verifiedrevid = 444961058 | verifiedrevid = 477213052
| Name = 2-Chlorophenol | Name = 3-Chlorophenol
| ImageFile = 3-Chlorphenol.svg
| Reference = <ref name="hand">
| ImageName = 3-Chlorophenol
{{Citation
| last = Lide | ImageSize = 120px
| PIN = 3-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>
| first = David R.
| OtherNames = ''m''-Chlorophenol <br />''meta''-Chlorophenol <br />3-Hydroxychlorobenzene
| author-link =
|Section1={{Chembox Identifiers
| last2 =
| first2 = | CASNo = 108-43-0
| CASNo_Ref = {{cascite|correct|CAS}}
| author2-link =
| UNII_Ref = {{fdacite|correct|FDA}}
| publication-date =
| UNII = Z2Z7M2FTAD
| date =
| ChEBI_Ref = {{ebicite|correct|EBI}}
| year = 1998
| ChEBI =
| 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
| DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB03110 | DrugBank =
| SMILES = Oc1ccccc1Cl | SMILES = C1=CC(=CC(=C1)Cl)O
| KEGG_Ref = {{keggcite|correct|kegg}} | KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C14219 | KEGG =
| InChI = 1/C6H5ClO/c7-5-3-1-2-4-6(5)8/h1-4,8H | InChI = 1S/C6H5ClO/c7-5-2-1-3-6(8)4-5/h1-4,8H
| InChIKey = ISPYQTSUDJAMAB-UHFFFAOYAM | InChIKey = HORNXRXVQWOLPJ-UHFFFAOYSA-N
| ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 108877 | ChEMBL =
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C6H5ClO/c7-5-3-1-2-4-6(5)8/h1-4,8H | StdInChI =
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = ISPYQTSUDJAMAB-UHFFFAOYSA-N | StdInChIKey =

| CASNo_Ref = {{cascite|correct|CAS}}
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| CASNo = 95-57-8
| ChemSpiderID = 13875432
| CASNo_valid = yes
| PubChem = 7933
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 13837686
}} }}
| 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 or white oily solid
| MolarMass = 128.56 g/mol
| Density = 1.245 g/cm<sup>3</sup> at 45 °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
| Solvent = other solvents
| SolubleOther = soluble in ], ], ]
| MeltingPt = 9.4 °C | MeltingPtC = 32.5
| MeltingPt_ref =<ref name=crc>Haynes, p. 3.116</ref>
| BoilingPt = 174.9 °C
| pKa = 8.56 | BoilingPtC = 210
| BoilingPt_ref =<ref name=crc/>
| VaporPressure = 0.308 kPa
| RefractIndex = 1.5565<ref name=crc/>
| pKa = 9.12<ref>Haynes, p. 5.90</ref>
| MagSus = -77.6·10<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 =
| DeltaHf = -206.4 kJ·mol<sup>−1</sup> (s)<br> −189.3 kJ·mol<sup>−1</sup> (l)
| DeltaHc = | DeltaHc =
| Entropy = | Entropy =
| HeatCapacity = 1.468 J·g<sup>-1</sup>·K<sup>-1</sup> | HeatCapacity =
| DeltaHfus = 14.9 kJ·mol<sup>−1</sup>
}} }}
| Section7 = {{Chembox Hazards |Section7={{Chembox Hazards
| ExternalSDS =
| Autoignition = 550 °C
| MainHazards = Corrosive – causes burns
| ExternalMSDS =
| FlashPtC = 120
| MainHazards = Corrosive - causes burns
| AutoignitionPtC = 550
| FlashPt = 64°C
}} }}
| Section8 = {{Chembox Related |Section8={{Chembox Related
| Function = ] | OtherFunction_label = ]
| OtherFunctn = ]<br />]<br />] | OtherFunction = ]<br />]<br />]
}} }}
}} }}

'''3-Chlorophenol''' is an ] with the molecular formula C<sub>6</sub>H<sub>4</sub>ClOH. It is one of three ]s of mono]. It is a colorless or white solid that melts easily and exhibits significant solubility in water. Together with 3,5-dichlorophenol, it is prepared industrially by dechlorination of polychlorophenols. Alternatively, it arises via the ], which starts with the alkylation of chlorobenzene with propylene.<ref>{{Ullmann|author1=François Muller |author2=Liliane Caillard|title=Chlorophenols|year=2011|doi=10.1002/14356007.a07_001.pub2}}</ref>

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

{{DEFAULTSORT:Chlorophenol, 3-}}
]
]