1,3-Diiodo-5-nitrobenzene

Base Information

• Chemical Name: 1,3-Diiodo-5-nitrobenzene
• CAS No.: 57830-60-1
• Molecular Formula: C6H3I2NO2
• Molecular Weight: 374.904
• European Community (EC) Number: 845-134-8
• DSSTox Substance ID: DTXSID10478251
• Nikkaji Number: J1.026.976H
• Wikidata: Q82311496
• Mol file: 57830-60-1.mol

Synonyms:1,3-Diiodo-5-nitrobenzene;57830-60-1;3,5-diiodonitrobenzene;MFCD00156599;Benzene, 1,3-diiodo-5-nitro-;3,5-diiodnitrobenzene;3,5-diiodo-nitrobenzene;1,3-Diiodo-5-nitro-benzene;SCHEMBL222935;JIVYEUNBDFYQRD-UHFFFAOYSA-;DTXSID10478251;JIVYEUNBDFYQRD-UHFFFAOYSA-N;AS-83159;SY162429;CS-0236982;FT-0729582;EN300-176009;N11815;InChI=1/C6H3I2NO2/c7-4-1-5(8)3-6(2-4)9(10)11/h1-3H

Chemical Property of 1,3-Diiodo-5-nitrobenzene

Chemical Property:

• Melting Point: 104.5 °C
• Boiling Point: 365.7±22.0 °C(Predicted)
• PSA: 45.82000
• Density: 2.578±0.06 g/cm3(Predicted)
• LogP: 3.32720
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 374.82532
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

98.5% ^*data from raw suppliers

1,3-Diiodo-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=C1I)I)[N+](=O)[O-]

Technology Process of 1,3-Diiodo-5-nitrobenzene

There total 9 articles about 1,3-Diiodo-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: 99.0%

2,4-diiodo-6-nitroaniline (116529-49-8) → 3,5-diiodonitrobenzene (57830-60-1)

Guidance literature:

2,4-diiodo-6-nitroaniline; With sulfuric acid; at 0 ℃; for 1h; Inert atmosphere; Schlenk technique;

With sodium nitrite; at 0 ℃; for 2h; Inert atmosphere; Schlenk technique;

With copper(II) sulfate; In ethanol; for 2h; Reflux; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201504598

Reference yield: 91.0%

2,6-diiodo-4-nitroaniline (5398-27-6) → 3,5-diiodonitrobenzene (57830-60-1)

Guidance literature:

With ethanol; sulfuric acid; sodium nitrite; at 60 - 90 ℃; for 3h; Cooling with ice; Inert atmosphere;

DOI:10.1016/j.molcata.2011.10.011

Reference yield: 84.0%

2,6-diiodo-4-nitroaniline → 3,5-diiodonitrobenzene (57830-60-1)

Guidance literature:

2,6-diiodo-4-nitroaniline; With sulfuric acid; sodium nitrite; at 0 ℃; for 2h;

With copper(ll) sulfate pentahydrate; In ethanol; for 2h; Reflux;

DOI:10.1039/c5cc05704c

upstream raw materials:

2,6-diiodo-4-nitroaniline

2,4-diiodo-6-nitroaniline

4-nitro-aniline

2-nitro-aniline

Downstream raw materials:

1,3-bis(trimethylsilylethynyl)-5-nitrobenzene

1-benzoyl-3-(3,5-diiodophenyl)thiourea

(3,5-diiodophenyl)thiourea

Refernces

• 1、 Fu, Zhengjiang,Jiang, Yongqing,Wang, Shuiliang,Song, Yuanyuan,Guo, Shengmei,Cai, Hu. "Pd-Catalyzed Decarboxylative Ortho-Halogenation of Aryl Carboxylic Acids with Sodium Halide NaX Using Carboxyl as a Traceless Directing Group". supporting information. p. 3003 - 3007. Retrieved 2019/05/10.
• 2、 -. "3,5-diiodo benzenesulfonyl choride preparation technology". Paragraph 0007; 0030; 0043; 0052; 0055; 0056; 0069; 0082. . Retrieved 2018/01/09.