1-Chloro-3-iodo-5-nitrobenzene

Base Information

• Chemical Name: 1-Chloro-3-iodo-5-nitrobenzene
• CAS No.: 123158-76-9
• Molecular Formula: C6H3ClINO2
• Molecular Weight: 283.453
• DSSTox Substance ID: DTXSID90599418
• Nikkaji Number: J1.026.981D
• Wikidata: Q72452494
• Mol file: 123158-76-9.mol

Synonyms:1-Chloro-3-iodo-5-nitrobenzene;123158-76-9;3-chloro-5-iodonitrobenzene;Benzene, 1-chloro-3-iodo-5-nitro-;5-chloro-3-iodonitrobenzene;SCHEMBL9452187;DTXSID90599418;MHCNYROPQXSCSQ-UHFFFAOYSA-N;YEA15876;AKOS016005763;AS-61245;DA-20515;CS-0186328;C71906;J-512270

Chemical Property of 1-Chloro-3-iodo-5-nitrobenzene

Chemical Property:

• Melting Point: 70℃
• Boiling Point: 301 °C at 760 mmHg
• Flash Point: 135.8 °C
• PSA: 45.82000
• Density: 2.094 g/cm³
• LogP: 3.37600
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 282.88970
• Heavy Atom Count: 11
• Complexity: 161

Purity/Quality:

99% ^*data from raw suppliers

1-Chloro-3-iodo-5-nitrobenzene 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C=C1Cl)I)[N+](=O)[O-]

Technology Process of 1-Chloro-3-iodo-5-nitrobenzene

There total 9 articles about 1-Chloro-3-iodo-5-nitrobenzene 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: 75.0%

4-chloro-2-nitro-benzoic acid (6280-88-2) → 1-chloro-3-iodo-5-nitrobenzene (123158-76-9)

Guidance literature:

With copper(I) oxide; potassium phosphate; bismuth (III) nitrate pentahydrate; oxygen; palladium diacetate; sodium iodide; In dimethyl sulfoxide; at 170 ℃; for 10h; regioselective reaction; Schlenk technique; Green chemistry;

DOI:10.1021/acs.orglett.9b00460

Reference yield:

sulfuric acid (7664-93-9) + 5-nitro-4-chloro-2-iodoaniline (146512-91-6) → 1-chloro-3-iodo-5-nitrobenzene (123158-76-9)

Guidance literature:

With sodium nitrite; In ethanol;

Reference yield:

2-amino-5-chloro-3-nitrophenyliodide (123158-75-8) → 1-chloro-3-iodo-5-nitrobenzene (123158-76-9)

Guidance literature:

With n-Amyl nitrite; ethanol; Diazotization;

upstream raw materials:

2-amino-5-chloro-3-nitrophenyliodide

2-chloro-6-iodo-4-nitroaniline

ethanol

isopentyl nitrite

Downstream raw materials:

1-chloro-3-(methylsulfonyl)-5-nitrobenzene

3-chloro-5-(methylsulfonyl)aniline

3-chloro-5-iodoaniline

Refernces

• 1、 -. "Method for synthesizing m-iodonitrobenzene compound". Paragraph 0069-0070. . Retrieved 2018/03/24.
• 2、 Leeson, Paul D.,Baker, Raymond,Carling, Robert W.,Curtis, Neil R.,Moore, Kevin W.,et al.. "Kynurenic Acid Derivatives. Structure-Activity Relationships for Excitatory Amino Acid Antagonism and Identification of Potent and Selective Antagonists at the Glycine Site of the N-Methyl-D-aspartate Receptor". . p. 1243 - 1252. Retrieved 2007/10/02.