1,3-Dibromo-2-iodo-5-nitrobenzene

Base Information

• Chemical Name: 1,3-Dibromo-2-iodo-5-nitrobenzene
• CAS No.: 98137-96-3
• Molecular Formula: C6H2 Br2 I N O2
• Molecular Weight: 406.8
• Hs Code.: 2904909090
• DSSTox Substance ID: DTXSID20436261
• Nikkaji Number: J2.024.414C
• Wikidata: Q72464472
• Mol file: 98137-96-3.mol

Synonyms:1,3-DIBROMO-2-IODO-5-NITROBENZENE;98137-96-3;1,3-dibromo-2-iodo-5-nitro-benzene;3,5-dibromo-4-iodonitrobenzene;3,5-Dibrom-4-jodnitrobenzol;SCHEMBL2041061;DTXSID20436261;ZTLNIHDUCWPSGZ-UHFFFAOYSA-N;AMY39746;AKOS015891299;AT32787;Benzene,1,3-dibromo-2-iodo-5-nitro-;FT-0757082;A905365

Chemical Property of 1,3-Dibromo-2-iodo-5-nitrobenzene

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 153-155℃
• Refractive Index: 1.714
• Boiling Point: 369.37°C at 760 mmHg
• Flash Point: 177.189°C
• PSA: 45.82000
• Density: 2.612
• LogP: 4.24760
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 406.74765
• Heavy Atom Count: 12
• Complexity: 175

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,3-Dibromo-2-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(=C1Br)I)Br)[N+](=O)[O-]

Technology Process of 1,3-Dibromo-2-iodo-5-nitrobenzene

There total 6 articles about 1,3-Dibromo-2-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: 83.0%

2,6-dibromo-4-nitrophenyl trifluoromethanesulfonate (525584-72-9) → 1,3-dibromo-2-iodo-5-nitrobenzene (98137-96-3)

Guidance literature:

With sodium iodide; In N,N-dimethyl-formamide; at 20 - 100 ℃; Inert atmosphere;

DOI:10.1021/acs.jmedchem.6b00173

Reference yield: 80.0%

2,6-dibromo-4-nitroaniline (827-94-1) → 1,3-dibromo-2-iodo-5-nitrobenzene (98137-96-3)

Guidance literature:

2,6-dibromo-4-nitroaniline; With sulfuric acid; sodium nitrite; In acetic acid; at 20 ℃; for 4h;

With iodine; potassium iodide; In water; acetic acid; at 20 ℃; for 12h;

DOI:10.1021/ol502778j

Reference yield: 79.0%

C10H12Br2N4O2 (401631-97-8) → 3,5-dibromonitrobenzene (6311-60-0) + 1,3-dibromo-2-iodo-5-nitrobenzene (98137-96-3)

Guidance literature:

With hydrogen iodide; In acetonitrile; at 60 ℃; for 13h;

DOI:10.1055/s-2001-18072

upstream raw materials:

2,6-dibromo-4-nitroaniline

C₁₀H₁₂Br₂N₄O₂

2,6-dibromo-4-nitrophenyl trifluoromethanesulfonate

4-nitro-aniline

Downstream raw materials:

4-(2,6-dibromo-4-nitrophenoxy)-2-isopropylphenol

4-(4-amino-2,6-dibromophenoxy)-2-isopropylphenol

Refernces

• 1、 Osako, Takao,Uozumi, Yasuhiro. "Enantioposition-selective copper-catalyzed azide-alkyne cycloaddition for construction of chiral biaryl derivatives". supporting information. p. 5866 - 5869. Retrieved 2015/01/08.
• 2、 Barbero,Degani,Diulgheroff,Dughera,Fochi. "1-Aryl-3,3-dialkyltriazenes: A convenient synthesis from dry arenediazonium o-benzenedisulfonimides - A high yield break down to the starting dry salts and efficient conversions to aryl iodides, bromides and chlorides". . p. 2180 - 2190. Retrieved 2007/10/03.