4-Iodo-2-methylphenol

Base Information

• Chemical Name: 4-Iodo-2-methylphenol
• CAS No.: 60577-30-2
• Molecular Formula: C7H7IO
• Molecular Weight: 234.036
• Hs Code.: 2908199090
• European Community (EC) Number: 628-288-9
• DSSTox Substance ID: DTXSID00209379
• Nikkaji Number: J338.585J
• Wikidata: Q83083655
• Mol file: 60577-30-2.mol

Synonyms:4-Iodo-2-methylphenol;60577-30-2;Phenol, 4-iodo-2-methyl-;2-methyl-4-iodophenol;4-iodo-2-methyl-phenol;MFCD00075092;4-Iodo-o-cresol;4-iodo-2-cresol;2-hydroxy-5-iodotoluene;Phenol, 2-methyl-4-iodo;4-iodanyl-2-methyl-phenol;SCHEMBL172779;4-Iodo-2-methylphenol, 97%;DTXSID00209379;AKOS005259802;AC-33910;AS-57472;CS-0130295;FT-0640703;D70129;A832796;InChI=1/C7H7IO/c1-5-4-6(8)2-3-7(5)9/h2-4,9H,1H

Chemical Property of 4-Iodo-2-methylphenol

Chemical Property:

• Vapor Pressure: 0.00452mmHg at 25°C
• Melting Point: 67-68 °C
• Refractive Index: 1.646
• Boiling Point: 268.9 °C at 760 mmHg
• PKA: 9.70±0.18(Predicted)
• Flash Point: 116.4 °C
• PSA: 20.23000
• Density: 1.854 g/cm³
• LogP: 2.30520
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 233.95416
• Heavy Atom Count: 9
• Complexity: 94.9

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Iodo-2-methylphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)I)O
• Uses: 4-Iodo-2-methylphenol was used as starting reagent in the synthesis of an agonist for the peroxisome proliferator-activated receptor δ (PPARδ) GW501516, a potential antiobesity drug.

Technology Process of 4-Iodo-2-methylphenol

There total 12 articles about 4-Iodo-2-methylphenol 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: 89.0%

ortho-cresol (95-48-7,77504-84-8) → 2,4-diiodo-6-methyl-phenol (4186-52-1) + 4-iodo-2-methyl-phenol (60577-30-2)

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: 87.0%

ortho-cresol (95-48-7,77504-84-8) → 4-iodo-2-methyl-phenol (60577-30-2) + 6-iodo-2-methyl-phenol (24885-45-8)

Guidance literature:

With Oxone; potassium iodide; In methanol; at 20 ℃; for 24h;

DOI:10.1081/SCC-120006002

Reference yield: 83.0%

2,4-diiodo-6-methyl-phenol (4186-52-1) → 4-iodo-2-methyl-phenol (60577-30-2)

Guidance literature:

With sodium bis(2-methoxyethoxy)aluminium dihydride; In dichloromethane; toluene; at 0 ℃; for 0.5h; regioselective reaction;

DOI:10.1021/acs.orglett.6b00706

upstream raw materials:

4-amino-2-methylphenol

acetic acid-(4-iodo-2-methyl-phenyl ester)

2,2'-dimethyl-4,4'-selanediyl-di-phenol

ortho-cresol

Downstream raw materials:

4-{{2-[4-(trifluoromethyl)phenyl]-4-methylthiazol-5-yl}methylthio}-2-methylphenol

ortho-cresol

3-(4-Iodo-2-methylphenyloxy)propane-1,2-diol

4-(4-Iodo-2-methylphenyloxymethyl)-2,2-dimethyl-1,3-dioxolane

Refernces

• 1、 Ikoma, Atsushi,Ogawa, Narihito,Kondo, Daiki,Kawada, Hiroki,Kobayashi, Yuichi. "Synthesis of (-)-Piperitylmagnolol Featuring ortho-Selective Deiodination and Pd-Catalyzed Allylation". supporting information. p. 2074 - 2077. Retrieved 2016/06/01.
• 2、 Samant, Bhupesh S.,Bhagwat, Sunil S.. "Selectivity enhancement of aromatic halogenation reactions at the micellar interface: Effect of highly ionic media". scheme or table. p. 1039 - 1044. Retrieved 2012/10/18.