3-Chloro-2-iodophenol

Base Information

• Chemical Name: 3-Chloro-2-iodophenol
• CAS No.: 858854-82-7
• Molecular Formula: C6H4 Cl I O
• Molecular Weight: 254.455
• DSSTox Substance ID: DTXSID00479252
• Nikkaji Number: J2.223.301G
• Wikidata: Q82313234
• Mol file: 858854-82-7.mol

Synonyms:3-Chloro-2-iodophenol;858854-82-7;3-Choro-2-iodophenol;C6H4ClIO;3-chloro-2-iodo-phenol;SCHEMBL1369040;DTXSID00479252;CBGCAUCBOPFLFN-UHFFFAOYSA-N;MFCD08166414;AKOS024259224;DS-9431;MB05351;FT-0749221;A856431

Chemical Property of 3-Chloro-2-iodophenol

Chemical Property:

• Vapor Pressure: 0.0572mmHg at 25°C
• Melting Point: 56 °C
• Refractive Index: 1.677
• Boiling Point: 225.6°C at 760 mmHg
• PKA: 7.55±0.10(Predicted)
• Flash Point: 90.2°C
• PSA: 20.23000
• Density: 2.087g/cm³
• 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:

97% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Chloro-2-iodophenol

There total 9 articles about 3-Chloro-2-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%

3-chloro-2-iodophenyl N,N-dimethyl O-carbamate (863870-77-3) → 3-chloro-2-iodo-phenol (858854-82-7)

Guidance literature:

With ethanol; sodium hydroxide; at 25 ℃; for 2h; Inert atmosphere; Reflux;

Reference yield:

1-chloro-2-iodo-3-(methoxymethoxy)benzene → 3-chloro-2-iodo-phenol (858854-82-7)

Guidance literature:

With hydrogenchloride; In methanol; water; at 25 ℃; for 12h;

DOI:10.1016/j.tet.2016.01.047

Reference yield:

3-chlorophenyl N,N-diethylcarbamate (159390-33-7) → 3-chloro-2-iodo-phenol (858854-82-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 88 percent / I₂ / tetrahydrofuran; hexane / -78 - 20 °C

2.1: NaOH / ethanol / 8 h / Heating

With sodium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; ethanol; hexane;

DOI:10.1021/jo070643y

upstream raw materials:

2-amino-3-chlorophenol

3-chloro-2-iodophenyl N,N-dimethyl O-carbamate

3-chlorophenyl N,N-diethylcarbamate

3-monochlorophenol

Downstream raw materials:

tert-butyl 2-(3-chloro-2-iodophenoxy)acetate

3-chloro-2-iodo-1-triisopropylsilyloxybenzene

1-chloro-2-iodo-3-methoxybenzene

1-chloro-2-iodo-3-(phenylmethoxy)benzene

Refernces

• 1、 Augros, David,Yalcouye, Boubacar,Berthelot-Bréhier, Ana?s,Chessé, Matthieu,Choppin, Sabine,Panossian, Armen,Leroux, Frédéric R.. "Atropo-diastereoselective coupling of aryllithiums and arynes — variations around the chiral auxiliary". . p. 5208 - 5220. Retrieved 2016/08/02.
• 2、 Sanz, Roberto,Guilarte, Veronica,Garcia, Nuria. "Synthesis of 4-functionalized-1H-indoles from 2,3-dihalophenols". supporting information; experimental part. p. 3860 - 3864. Retrieved 2010/09/17.