4-Iodophenol
Names
IUPAC name
4-Iodophenol
Other names
    • p-Iodophenol
    • para-Iodophenol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.007.951
EC Number
  • 208-745-5
UNII
  • InChI=1S/C6H5IO/c7-5-1-3-6(8)4-2-5/h1-4,8H
    Key: VSMDINRNYYEDRN-UHFFFAOYSA-N
  • C1=CC(=CC=C1O)I
Properties
C6H5IO
Molar mass 220.009 g·mol−1
Density 1.8573 g/cm3 (112 °C)[1]
Melting point 93.5 °C (200.3 °F; 366.6 K)[1]
Boiling point 139 °C (282 °F; 412 K)[1] (5 mmHg; decomposes)
Acidity (pKa) 9.33[2]
Hazards
GHS labelling:
GHS07: Exclamation markGHS05: Corrosive[3]
H302, H312, H314
P280, P305+P351+P338, P310
Related compounds
Related compounds
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

  1. 1 2 3 Haynes, p. 3.324
  2. ↑ Haynes, p. 5.93
  3. 1 2 "4-Iodophenol". Sigma-Aldrich.
  4. ↑ "4-Iodophenol". Fisher Scientific.
  5. ↑ Dains, F. B.; Eberly, Floyd (1935). "p-Iodophenol". Organic Syntheses. 15: 39. doi:10.15227/orgsyn.015.0039.

Cited sources

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