3,4,5-Trichloroaniline

Base Information

• Chemical Name: 3,4,5-Trichloroaniline
• CAS No.: 634-91-3
• Molecular Formula: C6H4Cl3N
• Molecular Weight: 196.463
• Hs Code.: 29214200
• European Community (EC) Number: 211-218-2
• NSC Number: 115260
• DSSTox Substance ID: DTXSID30212811
• Nikkaji Number: J134.594J
• Wikidata: Q72510198
• Mol file: 634-91-3.mol

Synonyms:3,4,5-TRICHLOROANILINE;634-91-3;Benzenamine, 3,4,5-trichloro-;CCRIS 2398;EINECS 211-218-2;NSC 115260;3,4,5-Trichlorobenzenamine;Aniline, 3,4,5-trichloro-;MFCD00007769;NSC115260;3,4,5 trichloroaniline;3.4.5-Trichloroaniline;3,4,5-trichloro-aniline;SCHEMBL330561;3,4,5-tris(chloranyl)aniline;3,4,5-Trichloroaniline, 97%;DTXSID30212811;AMY40761;AKOS015995494;CS-W005766;NSC-115260;DS-16418;SY049434;LS-188186;FT-0632693;T3008;EN300-84163;A834400;Z1250167428

Chemical Property of 3,4,5-Trichloroaniline

Chemical Property:

• Appearance/Colour: beige crystalline powder
• Vapor Pressure: 0.000456mmHg at 25°C
• Melting Point: 97-99 ºC
• Refractive Index: 1.626
• Boiling Point: 314.8 ºC at 760 mmHg
• PKA: 1.85±0.10(Predicted)
• Flash Point: 144.2 ºC
• PSA: 26.02000
• Density: 1.54 g/cm³
• LogP: 3.81020
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Water Solubility.: Insoluble in water.
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 194.940932
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

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

3,4,5-Trichloroaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N
• Statements: 23/24/25-33-50/53
• Safety Statements: 28-36/37-45-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1Cl)Cl)Cl)N
• Uses: 3,4,5-Trichloroaniline is a useful building block available (see catalogue entries T774090, T774323, and T774025 for its isomers). 3,4,5-Trichloroaniline has been used in the preparation of novel 3,4-dihydroisoquinoline compounds as potential antidepressant agents.

Technology Process of 3,4,5-Trichloroaniline

There total 3 articles about 3,4,5-Trichloroaniline 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: 98.0%

3,4,5-trichloronitrobenzen (20098-48-0) → 3,4,5-trichloroaniline (634-91-3)

Guidance literature:

With 2,3-dimethyl-2,3-butane diol; [MoO₂Cl₂(dmf)₂]; In toluene; at 150 ℃; for 0.5h; chemoselective reaction; Microwave irradiation;

DOI:10.1002/adsc.201100877

Reference yield: 47.0%

5-bromo-1,2,3-trichloro-benzene (21928-51-8) → 3,4,5-trichloroaniline (634-91-3)

Guidance literature:

5-bromo-1,2,3-trichloro-benzene; With magnesium; In tetrahydrofuran; Inert atmosphere;

With C₁₀H₁₇NO; In tetrahydrofuran; toluene; at -45 ℃; for 2h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; water; toluene; Inert atmosphere;

DOI:10.1038/nchem.2672

Reference yield: 47.0%

→ 3,4,5-trichloroaniline (634-91-3)

Guidance literature:

With magnesium; ethylene dibromide; In tetrahydrofuran; Inert atmosphere;

With C₁₀H₁₇NO; In tetrahydrofuran; toluene; at -45 ℃; for 2h; Inert atmosphere;

upstream raw materials:

3,4,5-trichloronitrobenzen

5-bromo-1,2,3-trichloro-benzene

Downstream raw materials:

5,6,7-trichloro-benzo[b]thiophen-3-ol

3,4,5-trichlorobenzenediazonium trichloromercurate(II)

C₁₂H₈Cl₃F₂N₃O

3,4,5-trichlorobenzenethiol

Refernces

• 1、 Wei, Zuojun,Hou, Yaxin,Zhu, Xinmiao,Guo, Liangyu,Liu, Yingxin,Zhang, Anyun. "Nitrogen-Doped Graphene-Supported Iron Catalyst for Highly Chemoselective Hydrogenation of Nitroarenes". . p. 2009 - 2013. Retrieved 2018/03/21.
• 2、 Gao, Hongyin,Zhou, Zhe,Kwon, Doo-Hyun,Coombs, James,Jones, Steven,Behnke, Nicole Erin,Ess, Daniel H.,Kürti, László. "Rapid heteroatom transfer to arylmetals utilizing multifunctional reagent scaffolds". . p. 681 - 688. Retrieved 2017/06/30.