4-Iodophenol

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|ImageFile = 4-Iodophenol.svg

|ImageSize = 80px

|ImageFile1 = 4-Iodophenol powder.jpg

|IUPACName = 4-Iodophenol

|OtherNames = {{ubl|

• p-Iodophenol
• para-Iodophenol

}}

| Section1 = {{Chembox Identifiers

| CASNo = 540-38-5

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

| ChEBI = 43521

| ChEMBL = 56475

| ChemSpiderID = 10432

| DrugBank = DB03002

| EC_number = 208-745-5

| PubChem = 10894

| UNII = BH194BAK0B

| SMILES = C1=CC(=CC=C1O)I

| InChI = 1S/C6H5IO/c7-5-1-3-6(8)4-2-5/h1-4,8H

| InChIKey = VSMDINRNYYEDRN-UHFFFAOYSA-N

}}

| Section2 = {{Chembox Properties

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

| Density = 1.8573 g/cm³ (112 °C)

| MeltingPtC = 93.5

| MeltingPt_ref = Haynes, p. 3.324

| BoilingPtC = 139

| BoilingPt_notes= (5 mmHg; decomposes)

| BoilingPt_ref =

| pKa = 9.33Haynes, p. 5.93

}}

| Section3 = {{Chembox Hazards

| MainHazards =

| NFPA-H =

| NFPA-F =

| NFPA-I =

| NFPA-S =

| GHSPictograms = {{GHS exclamation mark}}{{GHS corrosion}}

| GHSSignalWord =

| HPhrases = {{H-phrases|302|312|314}}

| PPhrases = {{P-phrases|280|305+351+338|310}}

}}

| Section4 = {{Chembox Related

| OtherCompounds = {{ubl|

• 2-Iodophenol
• 3-Iodophenol
• 4-Fluorophenol
• 4-Chlorophenol
• 4-Bromophenol

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}}

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4-Iodophenol (p-iodophenol) is an aromatic organic compound. A colorless solid, it is one of three monoiodophenols. 4-Iodophenol undergoes a variety of coupling reactions in which the iodine substituent is replaced by a new carbon group para to the hydroxy group of the phenol.{{cite web | url = https://www.sigmaaldrich.com/catalog/product/ALDRICH/I10007 | publisher = Sigma-Aldrich | title= 4-Iodophenol}} It is also used to enhance chemiluminescence for detection of cancer cells{{cite web | url = https://www.fishersci.com/shop/products/4-iodophenol-98-thermo-scientific/AAA1345514?searchHijack=true&searchTerm=4-iodophenol-98-thermo-scientific&searchType=Rapid&matchedCatNo=AAA1345514 | publisher = Fisher Scientific | title= 4-Iodophenol}} and in the Eclox assay.

4-Iodophenol can be prepared from 4-aminophenol via the diazonium salt. An alternative synthesis involves reaction of salicylic acid with iodine, followed by decarboxylation.{{cite journal |author1=Dains, F. B. |author2=Eberly, Floyd |doi=10.15227/orgsyn.015.0039|title=p-Iodophenol |journal=Organic Syntheses |year=1935 |volume=15 |page=39 }}