2,4,6-Tribromoaniline

Base Information

• Chemical Name: 2,4,6-Tribromoaniline
• CAS No.: 147-82-0
• Molecular Formula: C6H4 Br3 N
• Molecular Weight: 329.816
• Hs Code.: 29214200
• European Community (EC) Number: 205-700-1
• NSC Number: 2216
• UNII: 0C2N8WIL3B
• DSSTox Substance ID: DTXSID5051733
• Nikkaji Number: J5.840H
• Wikipedia: 2,4,6-Tribromoaniline
• Wikidata: Q4029749
• Mol file: 147-82-0.mol

Synonyms:2,4,6-tribromoaniline

Chemical Property of 2,4,6-Tribromoaniline

Chemical Property:

• Appearance/Colour: White crystal
• Vapor Pressure: 0.00115mmHg at 25°C
• Melting Point: 119 - 122 C
• Refractive Index: 1.6890 (estimate)
• Boiling Point: 300 C
• PKA: -0.23±0.10(Predicted)
• Flash Point: 132.9 °C
• PSA: 26.02000
• Density: 2.35
• LogP: 4.13750
• Solubility.: alcohol: soluble (cold)(lit.)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 328.78734
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

99% ^*data from raw suppliers

2,4,6-Tribromoaniline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T,Xi,Xn
• Statements: 23/24/25-33-36/37/38-20/21/22-41-38
• Safety Statements: 28-36/37/39-45-36/37-28A-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: C1=C(C=C(C(=C1Br)N)Br)Br
• Uses: A trihalogen substituted aniline with potential inhibitory effect on human cytochrome P 450 (CYP) 2E1. 2,4,6-Tribromoaniline was used in simultaneous determination of phenolic brominated flame retardants and their by-products in water.

Technology Process of 2,4,6-Tribromoaniline

There total 165 articles about 2,4,6-Tribromoaniline 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%

4-bromo-aniline (106-40-1) + diethylazodicarboxylate (1972-28-7,218603-74-8) → diethyl hydrazodicarboxylate (4114-28-7) + 2,4,6-tribromoaniline (147-82-0)

Guidance literature:

With ZrBr₄; In dichloromethane; at 20 ℃; for 1.5h;

DOI:10.1016/j.tetlet.2008.01.072

Reference yield: 76.0%

aniline (62-53-3) → 2,4-dibromo-aniline (615-57-6) + 2,4,6-tribromoaniline (147-82-0) + 4-bromo-aniline (106-40-1)

Guidance literature:

aniline; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 1h;

With poly[4-(dibutyliodostannyl)butyl]styrene; In diethyl ether; hexane; at 20 ℃; for 18h;

With bromine; In diethyl ether; hexane; dichloromethane; at -78 - 20 ℃; for 2h;

DOI:10.1021/jo0480141

Reference yield: 74.0%

4-nitrobenzyl chloride (619-73-8) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2,4,6-tribromoaniline (147-82-0)

Guidance literature:

With potassium bromate; potassium bromide; zinc; In ethanol; water; Product distribution; Heating;

upstream raw materials:

p-aminophenylarsonic acid

formaldehyd

2,4-dibromo-aniline

2,4,6-tribromo-benzoic acid amide

Downstream raw materials:

4-chloro-2,6-dibromoaniline

2,4,6-tribromoacetanilide

4-nitro-benzoic acid-(2,4,6-tribromo-anilide)

N,N'-bis-(2,4,6-tribromo-phenyl)-benzamidine

Refernces

• 1、 Thijssen. "A simple method for preparing 2 amino 4 hydroxy 6 formylpteridine, a precursor of the pteridine substrate of dihydropteroate biosynthesis". . p. 609 - 611. Retrieved 1973.
• 2、 Salakhov,Bagmanov,Umaeva,Bagmanova. "Oxidative bromination of aniline and its derivatives". . p. 1479 - 1481. Retrieved 2008.
• 3、 Dunn et al.. "". . p. 180,183. Retrieved 1961.
• 4、 -. "Synthesis method of high-purity phloroglucinol compound". Paragraph 0018. . Retrieved 2021/06/09.
• 5、 Chen, Ping,Zhang, Shaowei,Zhang, Jie,Xia, Wen,Yu, Xianyong. "Crystal structure, NMR and catalytic properties of a bis-peroxovanadium [NH4][VO(O2)2(mpa)]·H2O". . p. 239 - 250. Retrieved 2019/02/01.