3-Chlorophenol

{{chembox

| verifiedrevid = 477213052

| Name = 3-Chlorophenol

| ImageFile = 3-Chlorphenol.svg

| ImageName = 3-Chlorophenol

| ImageSize = 120px

| PIN = 3-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 = m-Chlorophenol
meta-Chlorophenol
3-Hydroxychlorobenzene

|Section1={{Chembox Identifiers

| CASNo = 108-43-0

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

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

| UNII = Z2Z7M2FTAD

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

| ChEBI =

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

| DrugBank =

| SMILES = C1=CC(=CC(=C1)Cl)O

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

| KEGG =

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

| InChIKey = HORNXRXVQWOLPJ-UHFFFAOYSA-N

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

| ChEMBL =

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

| StdInChI =

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

| StdInChIKey =

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

| ChemSpiderID = 13875432

| PubChem = 7933

}}

|Section2={{Chembox Properties

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

| Appearance = Colorless or white oily solid

| Density = 1.245 g/cm³ at 45 °C

| Solubility = 20 g/L at 20 °C

| SolubleOther = Soluble in ethanol, diethyl ether, benzene

| Solvent = other solvents

| MeltingPtC = 32.5

| MeltingPt_ref =Haynes, p. 3.116

| BoilingPtC = 210

| BoilingPt_ref =

| RefractIndex = 1.5565

| pKa = 9.12Haynes, p. 5.90

| MagSus = −77.6·10⁻⁶ cm³/molHaynes, p. 3.577

}}

|Section4={{Chembox Thermochemistry

| Thermochemistry_ref=Haynes, pp. 5.10, 6.156

| DeltaHf = −206.4 kJ·mol⁻¹ (s)
−189.3 kJ·mol⁻¹ (l)

| DeltaHc =

| Entropy =

| HeatCapacity =

| DeltaHfus = 14.9 kJ·mol⁻¹

}}

|Section7={{Chembox Hazards

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

| MainHazards = Corrosive – causes burns

| FlashPtC = 120

| AutoignitionPtC = 550

}}

|Section8={{Chembox Related

| OtherFunction_label = aromatic
hydrocarbons

| OtherFunction = Benzene
Phenol
Chlorobenzene

}}

}}

3-Chlorophenol is an organic compound with the molecular formula C₆H₄ClOH. It is one of three isomers of monochlorophenol. 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 cumene process, which starts with the alkylation of chlorobenzene with propylene.{{Ullmann|author1=François Muller |author2=Liliane Caillard|title=Chlorophenols|year=2011|doi=10.1002/14356007.a07_001.pub2}}