3,5-Dibromo-4-iodotoluene

Base Information

• Chemical Name: 3,5-Dibromo-4-iodotoluene
• CAS No.: 175278-10-1
• Molecular Formula: C7H5Br2I
• Molecular Weight: 375.829
• Hs Code.: 2903999090
• DSSTox Substance ID: DTXSID00384231
• Nikkaji Number: J1.446.548K
• Wikidata: Q82176208
• Mol file: 175278-10-1.mol

Synonyms:3,5-Dibromo-4-iodotoluene;175278-10-1;1,3-dibromo-2-iodo-5-methylbenzene;2,6-DIBROMO-4-METHYLIODOBENZENE;1,3-dibromo-2-iodo-5-methyl-benzene;SCHEMBL23648084;DTXSID00384231;MFCD00052397;AKOS009158609;Benzene, 1,3-dibromo-2-iodo-5-methyl-;CS-0315096;FT-0606623;E89364;A812043

Chemical Property of 3,5-Dibromo-4-iodotoluene

Chemical Property:

• Vapor Pressure: 0.000646mmHg at 25°C
• Melting Point: 69-72°C
• Refractive Index: 1.663
• Boiling Point: 319.1 °C at 760 mmHg
• Flash Point: 146.8 °C
• PSA: 0.00000
• Density: 2.346 g/cm³
• LogP: 4.12460
• Sensitive.: Light Sensitive
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 375.77822
• Heavy Atom Count: 10
• Complexity: 106

Purity/Quality:

99% ^*data from raw suppliers

3,5-Dibromo-4-iodotoluene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)Br)I)Br

Technology Process of 3,5-Dibromo-4-iodotoluene

There total 5 articles about 3,5-Dibromo-4-iodotoluene 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: 95.0%

2,6-Dibromo-4-methylaniline (6968-24-7) → 1,3-dibromo-2-iodo-5-methylbenzene (175278-10-1)

Guidance literature:

2,6-Dibromo-4-methylaniline; 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: 94.0%

3,5-dibromotoluene (1611-92-3) → 1,3-dibromo-2-iodo-5-methylbenzene (175278-10-1)

Guidance literature:

3,5-dibromotoluene; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

With iodine; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;

DOI:10.1002/anie.201705403

Reference yield:

p-toluidine (106-49-0,12221-03-3) → 1,3-dibromo-2-iodo-5-methylbenzene (175278-10-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: bromine / dichloromethane; methanol / 2 h / 20 °C

2.1: sodium nitrite; sulfuric acid / acetic acid / 4 h / 20 °C

2.2: 12 h / 20 °C

With sulfuric acid; bromine; sodium nitrite; In methanol; dichloromethane; acetic acid;

DOI:10.1021/ol502778j

upstream raw materials:

2,6-Dibromo-4-methylaniline

2-bromo-4-methyl-6-nitroaniline

p-toluidine hydrochloride

p-toluidine

Downstream raw materials:

2,6-dibromo-4-methylbenzaldehyde

Refernces

• 1、 Tejerina, Lara,Caballero, Esmeralda,Martínez-Díaz, M. Victoria,Nazeeruddin, Mohammad Khaja,Gr?tzel, Michael,Torres, Tomas. "Introducing rigid π-conjugated peripheral substituents in phthalocyanines for DSSCs". . p. 1361 - 1367. Retrieved 2016.
• 2、 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.