2-Chloro-4-iodophenol

Base Information

• Chemical Name: 2-Chloro-4-iodophenol
• CAS No.: 116130-33-7
• Molecular Formula: C6H4ClIO
• Molecular Weight: 254.455
• Hs Code.: 2908199090
• DSSTox Substance ID: DTXSID60563762
• Nikkaji Number: J338.586H
• Wikidata: Q82448241
• Mol file: 116130-33-7.mol

Synonyms:2-CHLORO-4-IODOPHENOL;116130-33-7;Phenol, 2-chloro-4-iodo-;MFCD11110536;2-Chloro-4-iodo-phenol;SCHEMBL979907;DTXSID60563762;OZCYPGKPOUZZSO-UHFFFAOYSA-N;AKOS016016036;CS-W006410;DS-5983;MB09341;s11831;SY114363;A893614

Chemical Property of 2-Chloro-4-iodophenol

Chemical Property:

• PSA: 20.23000
• LogP: 2.65020
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 253.89954
• Heavy Atom Count: 9
• Complexity: 99.1

Purity/Quality:

98%Min ^*data from raw suppliers

2-Chloro-4-iodophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1I)Cl)O

Technology Process of 2-Chloro-4-iodophenol

There total 7 articles about 2-Chloro-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: 99.0%

2-monochlorophenol (95-57-8) → 2-chloro-4-iodophenol (116130-33-7)

Guidance literature:

With sodium hydroxide; sodium hypochlorite; sodium iodide; In methanol; water; at 23 ℃; for 2h;

DOI:10.1016/S0968-0896(01)00282-6

Reference yield: 96.0%

p-Iodophenol (540-38-5) → 2-chloro-4-iodophenol (116130-33-7)

Guidance literature:

With 1,3-dichloro-5,5-dimethylhydantoin; diisopropylamine hydrochloride; In toluene; at 0 ℃; for 4h; regioselective reaction; Darkness;

DOI:10.1021/acscatal.8b00327

Reference yield: 78.0%

2-monochlorophenol (95-57-8) → 2-chloro-6-iodophenol (28177-52-8) + 2-chloro-4-iodophenol (116130-33-7)

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

upstream raw materials:

2-chloro 4-aminophenol

2-monochlorophenol

p-Iodophenol

Downstream raw materials:

2-chloro-4,6-dinitro-phenol

1-(benzyloxy)-2-chloro-4-iodobenzene

allyl-(2-chloro-4-iodo-phenyl)-ether

2-monochlorophenol

Refernces

• 1、 Veglia, Alicia V.,Rossi, Rita H. de. "Selectivity in the Iodination of Phenol in the Presence of β-Cyclodextrin". . p. 5281 - 5287. Retrieved 1988.
• 2、 Xiong, Xiaodong,Yeung, Ying-Yeung. "Ammonium Salt-Catalyzed Highly Practical Ortho-Selective Monohalogenation and Phenylselenation of Phenols: Scope and Applications". . p. 4033 - 4043. Retrieved 2018/05/22.
• 3、 Xin, Hongchuan,Hu, Liangning,Yu, Jianqiang,Sun, Wenshou,An, Zengjian. "A green catalytic method for selective synthesis of iodophenols via aerobic oxyiodination under organic solvent-free conditions". . p. 1 - 4. Retrieved 2017/01/28.