4-Iodophenol

Base Information

• Chemical Name: 4-Iodophenol
• CAS No.: 540-38-5
• Deprecated CAS: 1779540-31-6
• Molecular Formula: C6H5IO
• Molecular Weight: 220.01
• Hs Code.: 29081900
• European Community (EC) Number: 208-745-5
• NSC Number: 91464
• UNII: BH194BAK0B
• DSSTox Substance ID: DTXSID4052186
• Nikkaji Number: J53.759D
• Wikipedia: 4-Iodophenol
• Wikidata: Q27093973
• Metabolomics Workbench ID: 52340
• ChEMBL ID: CHEMBL56475
• Mol file: 540-38-5.mol

Synonyms:4-iodophenol;p-iodophenol;para-iodophenol

Chemical Property of 4-Iodophenol

Chemical Property:

• Appearance/Colour: light brown powder
• Vapor Pressure: 0.00146mmHg at 25°C
• Melting Point: 92-94 °C(lit.)
• Refractive Index: 1.669
• Boiling Point: 287.2 °C at 760 mmHg
• Flash Point: 112.4 °C
• PSA: 20.23000
• Density: 2.001 g/cm³
• LogP: 1.99680
• Water Solubility.: slightly soluble
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 219.93851
• Heavy Atom Count: 8
• Complexity: 66.9

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): C, Xi, Xn
• Hazard Codes: Xn:Harmful
• Statements: R20/21/22:; R36/37/38:
• Safety Statements: S22:; S26:; S36/37/39:

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Phenols
• Canonical SMILES: C1=CC(=CC=C1O)I

Technology Process of 4-Iodophenol

There total 59 articles about 4-Iodophenol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

4-iodophenylboronic acid (5122-99-6) → p-Iodophenol (540-38-5)

Guidance literature:

With dihydrogen peroxide; Ti_0.97Ni_0.03O_1.97; In water; at 20 ℃; for 0.0583333h; Reagent/catalyst; Catalytic behavior;

DOI:10.1039/d1dt02293h

Reference yield: 95.0%

phenol (108-95-2,27073-41-2) → 2-Iodophenol (533-58-4) + p-Iodophenol (540-38-5)

Guidance literature:

With N-iodo-succinimide; toluene-4-sulfonic acid; In acetonitrile; at 20 ℃; for 14h; regioselective reaction;

DOI:10.1016/j.tetlet.2009.03.128

Reference yield: 90.0%

4-iodophenylboronic acid (5122-99-6) + oxygen (80937-33-3) → p-Iodophenol (540-38-5)

Guidance literature:

With triethanolamine; In water; at 20 ℃; for 18h; Sonication; Irradiation; Green chemistry;

DOI:10.1016/j.tetlet.2020.152010

upstream raw materials:

4-amino-phenol

diethyl ether

phenyllithium

p-aminoiodobenzene

Downstream raw materials:

2,3,4,4,5,6-hexachlorocyclohexa-2,5-dien-1-one

4-(4-benzyloxyphenyl) iodide

1-[2-bromoethoxy]-4-iodobenzene

(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(4-iodophenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Refernces

• 1、 Dalai, Pallaba Ganjan,Palit, Kuntal,Panda, Niranjan. "Generation of Dimethyl Sulfoxide Coordinated Thermally Stable Halogen Cation Pools for C?H Halogenation". supporting information. p. 1031 - 1038. Retrieved 2022/02/02.
• 2、 Hegde, M. S.,Prasanna,Usha, K. M.. "Highly recyclable Ti0.97Ni0.03O1.97catalyst coated on cordierite monolith for efficient transformation of arylboronic acids to phenols and reduction of 4-nitrophenol". supporting information. p. 14223 - 14234. Retrieved 2021/10/25.