Tris(2,4-dibromophenyl)amine

Base Information

• Chemical Name: Tris(2,4-dibromophenyl)amine
• CAS No.: 5489-72-5
• Molecular Formula: C18H9Br6N
• Molecular Weight: 718.7
• DSSTox Substance ID: DTXSID00466768
• Nikkaji Number: J1.549.584G
• Wikidata: Q82293392

Synonyms:tris(2,4-dibromophenyl)amine;5489-72-5;Benzenamine, 2,4-dibromo-N,N-bis(2,4-dibromophenyl)-;2,4-dibromo-N,N-bis(2,4-dibromophenyl)aniline;SCHEMBL1874361;DTXSID00466768;FT-0741279;E85166

Chemical Property of Tris(2,4-dibromophenyl)amine

Chemical Property:

• XLogP3: 9.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 718.57738
• Heavy Atom Count: 25
• Complexity: 376

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)Br)N(C2=C(C=C(C=C2)Br)Br)C3=C(C=C(C=C3)Br)Br

Technology Process of Tris(2,4-dibromophenyl)amine

There total 6 articles about Tris(2,4-dibromophenyl)amine 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: 89.0%

N,N-diphenylaminobenzene (603-34-9) → Tris(2,4-dibromophenyl)amine (5489-72-5)

Guidance literature:

With bromine; In chloroform; Ambient temperature;

DOI:10.1021/ja00126a007

Reference yield: 80.0%

tri(p-bromophenyl)amine (4316-58-9) → Tris(2,4-dibromophenyl)amine (5489-72-5)

Guidance literature:

With bromine; In chloroform; Ambient temperature;

Reference yield: 66.0%

benzyl decanoate (42175-41-7) → 1-decanoic acid (334-48-5) + Tris(2,4-dibromophenyl)amine (5489-72-5) + benzaldehyde (100-52-7)

Guidance literature:

With 2b⁽¹⁺⁾(.); sodium hydrogencarbonate; In water; acetonitrile; Yield given; indirect electrolysis;

upstream raw materials:

benzyl decanoate

tri(p-bromophenyl)amine

N,N-diphenylaminobenzene

Downstream raw materials:

Tris(2,4,6-tribromphenyl)amin

Refernces

INDIRECT ELECTROCHEMICAL α-METHOXYLATION OF ALIPHATIC ETHERS AND ACETALS - REACTIVITY AND REGIOSELECTIVITY OF THE ANODIC OXIDATION USING TRIS(2,4-DIBROMOPHENYL)AMINE AS REDOX CATALYST

10.1016/S0040-4020(01)87786-3

The research focuses on the indirect electrochemical α-methoxylation of aliphatic ethers and acetals, a process that is technologically significant for the formation of mixed acetals, aldehydes, or ortho-esters. The study utilizes tris(2,4-dibromophenyl)amine as a redox catalyst in methanol solution, which allows the reaction to occur at low potentials with an undivided cell, leading to higher regioselectivity compared to direct electrolysis without a catalyst. The method is particularly valuable for the regioselective methoxylation of secondary carbon atoms in the presence of primary or tertiary ones and for the acetal carbon in 1,3-dioxolanes. The redox catalyst's stability under reaction conditions enables more than a thousand turnovers. The conclusions highlight the superiority of the indirect electrochemical method in terms of regioselectivity and the potential for large-scale applications, as demonstrated by the successful large-scale electrolysis of 1,2-dimethoxy ethane.

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