:2-Chlorophenol

{{chembox

| Watchedfields = changed

| verifiedrevid = 477213052

| Name = 2-Chlorophenol

| Reference =

| ImageFileL1 = 2-Chlorphenol.svg

| ImageNameL1 = 2-Chlorophenol

| ImageFileR1 = 2-chlorophenol.png

| ImageNameR1 = 2-Chlorophenol

| PIN = 2-Chlorophenol{{cite book | title = Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book) | publisher = The Royal Society of Chemistry | 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 C₆H₅-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.}}

| OtherNames = o-Chlorophenol
ortho-Chlorophenol
2-Hydroxychlorobenzene

|Section1={{Chembox Identifiers

| ChEBI_Ref = {{ebicite|correct|EBI}}

| ChEBI = 47083

| DrugBank_Ref = {{drugbankcite|correct|drugbank}}

| DrugBank = DB03110

| SMILES = Oc1ccccc1Cl

| KEGG_Ref = {{keggcite|correct|kegg}}

| KEGG = C14219

| InChI = 1/C6H5ClO/c7-5-3-1-2-4-6(5)8/h1-4,8H

| InChIKey = ISPYQTSUDJAMAB-UHFFFAOYAM

| ChEMBL_Ref = {{ebicite|correct|EBI}}

| ChEMBL = 108877

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C6H5ClO/c7-5-3-1-2-4-6(5)8/h1-4,8H

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = ISPYQTSUDJAMAB-UHFFFAOYSA-N

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo = 95-57-8

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = K9KAV4K6BN

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 13837686

| PubChem = 7245

}}

|Section2={{Chembox Properties

| C=6 | H=5 | Cl=1 | O=1

| Appearance = colorless liquid

| Density = 1.2634 g/cm³ at 20 °C

| Solubility = 20 g/L at 20 °C

| SolubleOther = Soluble in ethanol, diethyl ether, benzene

| MeltingPtC = 8

| MeltingPt_ref =Haynes, p. 3.116

| BoilingPtC = 173.4

| BoilingPt_ref =

| RefractIndex = 1.5524

| pKa = 8.56Haynes, p. 5.90

| VaporPressure = 0.308 kPaHaynes, p. 16.20

| Viscosity = 3.59 mPa·sHaynes, p. 6.243

| MagSus = −77.3·10⁻⁶ cm³/molHaynes, p. 3.577

}}

|Section4={{Chembox Thermochemistry

| Thermochemistry_ref=Haynes, pp. 5.10, 6.156

| DeltaHf =

| DeltaHc =

| Entropy =

| HeatCapacity = 188.7 J·mol⁻¹·K⁻¹

| DeltaHfus = 13.0 kJ·mol⁻¹

}}

|Section7={{Chembox Hazards

| ExternalSDS = [http://msds.chem.ox.ac.uk/CH/2-chlorophenol.html MSDS]

| MainHazards = Corrosive – causes burns

| FlashPtC = 64

| FlashPt_ref =

| AutoignitionPtC = 550

}}

|Section8={{Chembox Related

| OtherFunction_label = aromatic
hydrocarbons

| OtherFunction = benzene
phenol
chlorobenzene

}}

}}

2-Chlorophenol or ortho-chlorophenol is an organic compound with the formula C₆H₄ClOH. It is one of three isomers of monochlorophenol. Aside from occasional use as a disinfectant, it has few applications. It is an intermediate in the polychlorination of phenol.{{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}}

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.