4-Iodophenol

4-Iodophenol
Names
	IUPAC name 4-Iodophenol
	Other names p-Iodophenol; para-Iodophenol; ;
Identifiers
CAS Number	540-38-5 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:43521;
ChEMBL	ChEMBL56475;
ChemSpider	10432;
DrugBank	DB03002;
ECHA InfoCard	100.007.951
EC Number	208-745-5;
PubChem CID	10894;
UNII	BH194BAK0B;
CompTox Dashboard (EPA)	DTXSID4052186 ;
	InChI InChI=1S/C6H5IO/c7-5-1-3-6(8)4-2-5/h1-4,8H Key: VSMDINRNYYEDRN-UHFFFAOYSA-N;
	SMILES C1=CC(=CC=C1O)I;
Properties
Chemical formula	C6H5IO
Molar mass	220.009 g·mol−1
Density	1.8573 g/cm3 (112 °C)
Melting point	93.5 °C (200.3 °F; 366.6 K)
Boiling point	139 °C (282 °F; 412 K) (5 mmHg; decomposes)
Acidity (pKa)	9.33
Hazards
	GHS labelling:
Pictograms
Hazard statements	H302, H312, H314
Precautionary statements	P280, P305+P351+P338, P310
Related compounds
Related compounds	2-Iodophenol; 3-Iodophenol; 4-Fluorophenol; 4-Chlorophenol; 4-Bromophenol; ;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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.^[3] It is also used to enhance chemiluminescence for detection of cancer cells^[4] 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.^[5]

References

^ ^a ^b ^c Haynes, p. 3.324
^ Haynes, p. 5.93
^ ^a ^b "4-Iodophenol". Sigma-Aldrich.
^ "4-Iodophenol". Fisher Scientific.
^ Dains, F. B.; Eberly, Floyd (1935). "p-Iodophenol". Organic Syntheses. 15: 39. doi:10.15227/orgsyn.015.0039.

Cited sources

Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. ISBN 9781498754293.

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[crc-1] Haynes, p. 3.324

[2] Haynes, p. 5.93

[SigmaAldrich-3] "4-Iodophenol". Sigma-Aldrich.

[Fisher-4] "4-Iodophenol". Fisher Scientific.

[5] Dains, F. B.; Eberly, Floyd (1935). "p-Iodophenol". Organic Syntheses. 15: 39. doi:10.15227/orgsyn.015.0039.

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