4-Iodophenol
- Product Name
- 4-Iodophenol
- CAS No.
- 540-38-5
- Chemical Name
- 4-Iodophenol
- Synonyms
- P-IODOPHENOL;p-Jodphenol;p-iodo-pheno;4-IODOPHENOL;4-iodo-pheno;4-lodophenoI;4-Iodophenol99%;Phenol, p-iodo-;PHENOL, 4-IODO-;I**4-Iodophenol
- CBNumber
- CB8328252
- Molecular Formula
- C6H5IO
- Formula Weight
- 220.01
- MOL File
- 540-38-5.mol
4-Iodophenol Property
- Melting point:
- 92-94 °C(lit.)
- Boiling point:
- 138 °C5 mm Hg(lit.)
- Density
- 1.8573
- Flash point:
- 138°C/5mm
- storage temp.
- Refrigerator
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Crystals or Crystalline Powder
- pka
- 9.33(at 25℃)
- color
- Pink or beige to brown
- Water Solubility
- slightly soluble
- Sensitive
- Light Sensitive
- Merck
- 14,5036
- BRN
- 1904544
- Henry's Law Constant
- 4.6×101 mol/(m3Pa) at 25℃, Hilal et al. (2008)
- Stability:
- Stable. Incompatible with strong oxidizing agents.
- InChI
- 1S/C6H5IO/c7-5-1-3-6(8)4-2-5/h1-4,8H
- InChIKey
- VSMDINRNYYEDRN-UHFFFAOYSA-N
- SMILES
- Oc1ccc(I)cc1
- CAS DataBase Reference
- 540-38-5(CAS DataBase Reference)
- NIST Chemistry Reference
- Phenol, 4-iodo-(540-38-5)
- EPA Substance Registry System
- p-Iodophenol (540-38-5)
Safety
- Hazard Codes
- C,Xi,Xn
- Risk Statements
- 21/22-34-36/37/38-20/21/22
- Safety Statements
- 26-36/37/39-45-22
- RIDADR
- UN 3261 8/PG 3
- WGK Germany
- 3
- RTECS
- SL5600000
- Hazard Note
- Irritant
- TSCA
- TSCA listed
- HazardClass
- IRRITANT, LACHRYMATOR
- HS Code
- 29081900
- Storage Class
- 8A - Combustible corrosive hazardous materials
- Hazard Classifications
- Acute Tox. 4 Oral
Skin Corr. 1B
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H411Toxic to aquatic life with long lasting effects
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P273Avoid release to the environment.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P391Collect spillage. Hazardous to the aquatic environment
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- I10201
- Product name
- 4-Iodophenol
- Purity
- 99%
- Packaging
- 10g
- Price
- $72
- Updated
- 2026/04/30
- Product number
- I10201
- Product name
- 4-Iodophenol
- Purity
- 99%
- Packaging
- 25g
- Price
- $113
- Updated
- 2026/04/30
- Product number
- I0311
- Product name
- 4-Iodophenol
- Purity
- >98.0%(GC)
- Packaging
- 10g
- Price
- $50
- Updated
- 2026/04/30
- Product number
- I0311
- Product name
- 4-Iodophenol
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $95
- Updated
- 2026/04/30
- Product number
- 25460
- Product name
- 4-IODOPHENOL
- Purity
- 95%
- Packaging
- 1G
- Price
- $23
- Updated
- 2026/04/30
4-Iodophenol Chemical Properties,Usage,Production
Chemical Properties
Light brown powder. It dissolves slightly in water, but readily dissolves in ethanol, ether, and other organic solvents.
Uses
4-Iodophenol is used in chemiluminescence imaging assays and experiments, as diagnostic agents in order to detect cancer cells in patients. It is also utilized in synthesizing agonists for the estrogen β receptor. Additionally, The compound finds extensive applications in various medical industries as well as in human and animal nutrition products such as pharmaceutical intermediates, and polarizing films for Liquid Crystal Display (LCD) chemicals.
Preparation
It is obtained from 4-Aminophenol by diazotisation and substitution.
Application
4-Iodophenol can be used as a building block for the synthesis of:
Hydroxybiaryls by reacting with aryl boronic acids via Pd-catalyzed Suzuki-Miyaura coupling reaction.[1][2]
Aryl substituted olefins by reacting with acrylates via Pd-catalyzed Heck reaction.[3]
Iodinated-4-aryloxymethylcoumarins [4]
Hydroxylated stilbenoids [5] and psammaplysenes A and B.[6]
Definition
ChEBI: 4-iodophenol is an iodophenol.
Synthesis Reference(s)
Organic Syntheses, Coll. Vol. 2, p. 355, 1943
The Journal of Organic Chemistry, 70, p. 8590, 2005 DOI: 10.1021/jo051191x
Tetrahedron Letters, 40, p. 6051, 1999 DOI: 10.1016/S0040-4039(99)01236-8
Metabolism
4-Iodophenol has known human metabolites that include (2S,3S,4S,5R)-3,4,5-trihydroxy-6-(4-iodophenoxy)oxane-2-carboxylic acid.
Purification Methods
Crystallise 4-iodophenol from pet ether (b 80-100o) or distil it in vacuo. If the material has a brown or violet color, then dissolve it in CHCl3, shake it with 5% sodium thiosulfate solution until is colourless. Dry (Na2SO4), extract, evaporate and disil the residue in vacuo. [Dains & Eberly Org Synth Coll Vol II 355 1948, Beilstein 6 IV 1074.]
References
[1] HIDEHIRO SAKURAI Toshikazu H Tatsuya Tsukuda. Pd/C as a Reusable Catalyst for the Coupling Reaction of Halophenols and Arylboronic Acids in Aqueous Media[J]. The Journal of Organic Chemistry, 2002, 67 8: 2721-2722. DOI:10.1021/jo016342k.
[2] PIOTR WAWRZYNIAK Joachim H. Microwave-Promoted Suzuki—Miyaura Coupling of Arylboronic Acids with 1-Bromo-2-naphthol, o-Bromophenol, and o-Chlorophenol.[J]. ChemInform, 2007, 38 14. DOI:10.1002/chin.200714105.
[3] LUNXIANG YIN Juergen L. Carbon—Carbon Coupling Reactions Catalyzed by Heterogeneous Palladium Catalysts[J]. ChemInform, 2007, 38 22. DOI:10.1002/chin.200722237.
[4] MAHANTESHA BASANAGOUDA . Synthesis, structure–activity relationship of iodinated-4-aryloxymethyl-coumarins as potential anti-cancer and anti-mycobacterial agents[J]. European Journal of Medicinal Chemistry, 2014, 74: Pages 225-233. DOI:10.1016/j.ejmech.2013.12.061.
[5] AMIT SHARD. Tandem Heck/Decarboxylation/Heck Strategy: Protecting-Group-Free Synthesis of Symmetric and Unsymmetric Hydroxylated Stilbenoids[J]. Angewandte Chemie International Edition, 2012, 51 49: 12250-12253. DOI:10.1002/anie.201206346.
[6] SAVVAS N. GEORGIADES Jon C. Total Synthesis of Psammaplysenes A and B, Naturally Occurring Inhibitors of FOXO1a Nuclear Export[J]. Organic Letters, 2005, 7 19: 4091-4094. DOI:10.1021/ol0513286.
4-Iodophenol Preparation Products And Raw materials
Raw materials
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View Lastest Price from 4-Iodophenol manufacturers
- Product
- 4-Iodophenol 540-38-5
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99.00%
- Supply Ability
- 20tons
- Release date
- 2023-09-19
- Product
- 4-Iodophenol 540-38-5
- Price
- US $100.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2023-12-24
- Product
- 4-Iodophenol 540-38-5
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-11