1-Chloro-2-iodobenzene

Base Information

• Chemical Name: 1-Chloro-2-iodobenzene
• CAS No.: 615-41-8
• Molecular Formula: C6H4ClI
• Molecular Weight: 238.455
• Hs Code.: 29036990
• European Community (EC) Number: 210-423-4
• NSC Number: 32860
• DSSTox Substance ID: DTXSID5060647
• Nikkaji Number: J95.411J
• Wikidata: Q72452392
• Mol file: 615-41-8.mol

Synonyms:1-Chloro-2-iodobenzene;615-41-8;2-CHLOROIODOBENZENE;o-Chloroiodobenzene;2-Iodochlorobenzene;o-Iodochlorobenzene;Benzene, 1-chloro-2-iodo-;2-Chlorophenyl iodide;2-chloro-1-iodobenzene;1-chloro-2-iodo-benzene;C6H4ClI;EINECS 210-423-4;MFCD00001033;NSC 32860;AI3-16897;Chlorjodbenzol;iodochlorobenzene;NSC32860;2-Chloro-iodobenzene;l-chloro-2-iodobenzene;1-iodo-2-chloro-benzene;SCHEMBL109605;1-chloranyl-2-iodanyl-benzene;DTXSID5060647;NSC-32860;1-Chloro-2-iodobenzene, >=99.0%;AKOS009157424;AM61600;CS-W007543;BP-21293;DS-16932;SY014858;A8533;FT-0611956;EN300-92971;H10670;A833288;W-105138

Chemical Property of 1-Chloro-2-iodobenzene

Chemical Property:

• Appearance/Colour: Clear colourless to light yellow liquid
• Vapor Pressure: 0.0805mmHg at 25°C
• Melting Point: 1 °C(lit.)
• Refractive Index: n20/D 1.6334(lit.)
• Boiling Point: 234.5 °C at 760 mmHg
• Flash Point: 111.7 °C
• PSA: 0.00000
• Density: 1.931 g/cm³
• LogP: 2.94460
• Storage Temp.: Store below +30°C.
• Sensitive.: Light Sensitive
• Solubility.: 0.069g/l
• Water Solubility.: INSOLUBLE
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 237.90463
• Heavy Atom Count: 8
• Complexity: 74.9

Purity/Quality:

99% ^*data from raw suppliers

o-Iodochlorobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)Cl)I
• Uses: o-Iodochlorobenzene is a building block that has been used as a reactant for the synthesis of biaryl derivatives of seasamol used for their antioxidant activity against DPPH radical. 1-Chloro-2-iodobenzene is used as a precursor and involved in the preparation of 2,2'-dichloro-biphenyl. It is also used to prepare N,N-diaryl-o-phenylenediamines and 4(5)-(2-chlorophenyl)-1H-imidazole. It reacts with lanthanum metal in the presence of trimethylchlorosilane to prepare 1-chloro-2-trimethylsilylbenzene. 1-Chloro-2-iodobenzene has been used in the preparation of N,N-diaryl-o-phenylenediamines and 4(5)-(2-chlorophenyl)-1H-imidazole.

Technology Process of 1-Chloro-2-iodobenzene

There total 36 articles about 1-Chloro-2-iodobenzene 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: 85.0%

2-chlorobenzenediazonium tetrafluoroborate (1956-97-4) → 2-iodochlorobenzene (615-41-8)

Guidance literature:

With potassium iodide; In water; at 25 ℃; for 0.0833333h;

DOI:10.2174/1570178614666170907120329

Reference yield: 82.0%

ortho-chlorobenzoic acid (118-91-2) → 2-iodochlorobenzene (615-41-8)

Guidance literature:

With 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; In 1,2-dichloro-ethane; for 15h; Irradiation; Inert atmosphere; Reflux;

DOI:10.1002/adsc.201100145

Reference yield: 78.0%

2-Chlorobenzeneboronic acid (3900-89-8) → 2-iodochlorobenzene (615-41-8)

Guidance literature:

With iodine; potassium carbonate; In acetonitrile; at 80 ℃; for 9h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1055/s-0033-1340871

upstream raw materials:

o-chloroaniline

benzenedizolium-2-carboxylate

(2-chloro-phenyl)-trimethyl-silane

iodobenzene

Downstream raw materials:

2-<(2-chlorophenyl)thio>pyridine

1,2-bis(pyridin-2-ylthio)benzene

2-chloro-benzaldehyde

(2-chloro-phenyl)-diphenylamine

Refernces

• 1、 Badgoti, Ranveer Singh,Dandia, Anshu,Parewa, Vijay,Rathore, Kuldeep S.,Saini, Pratibha,Sharma, Ruchi. "The graphite-catalyzed: ipso -functionalization of arylboronic acids in an aqueous medium: metal-free access to phenols, anilines, nitroarenes, and haloarenes". . p. 18040 - 18049. Retrieved 2021/05/29.
• 2、 Ghaffari Khaligh, Nader,Rafie Johan, Mohd,Shahnavaz, Zohreh,Zaharani, Lia. "Arene diazonium saccharin intermediates: A greener and cost-effective alternative method for the preparation of aryl iodide". . p. 535 - 542. Retrieved 2020/06/01.