4-[2-(4-Aminophenyl)ethenyl]aniline

Base Information

• Chemical Name: 4-[2-(4-Aminophenyl)ethenyl]aniline
• CAS No.: 621-96-5
• Molecular Formula: C14H14N2
• Molecular Weight: 210.279
• DSSTox Substance ID: DTXSID2022412
• ChEMBL ID: CHEMBL2359907
• Mol file: 621-96-5.mol

Synonyms:CCRIS 5146;NSC 403525;4,4'-(1,2-Ethenediyl)bisbenzenamine;MLS003171543;CHEMBL2359907;DTXSID2022412;SMR001875426;LS-146788;FT-0630161;D89596

Chemical Property of 4-[2-(4-Aminophenyl)ethenyl]aniline

Chemical Property:

• Boiling Point: 438.5°Cat760mmHg
• Flash Point: 262.5°C
• Density: 1.186g/cm³
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 210.115698455
• Heavy Atom Count: 16
• Complexity: 197

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=CC2=CC=C(C=C2)N)N

Technology Process of 4-[2-(4-Aminophenyl)ethenyl]aniline

There total 26 articles about 4-[2-(4-Aminophenyl)ethenyl]aniline 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: 91.0%

tetravinylsilane (1112-55-6) + p-aminoiodobenzene (540-37-4) → 4-vinyl benzylamine (1520-21-4,25086-42-4) + 4,4'-diaminostilbene (621-96-5)

Guidance literature:

With potassium fluoride; Pd (1.04 wt%)/TiO2; In N,N-dimethyl-formamide; at 130 ℃; for 10h; under 1500.15 Torr; Inert atmosphere;

DOI:10.1016/j.jcat.2013.02.019

Reference yield: 82.0%

N,N'-diacetyl-4,4'-diaminostilbene (33267-39-9) → 4,4'-diaminostilbene (621-96-5)

Guidance literature:

With hydrogenchloride; In methanol; water; for 6h; Inert atmosphere;

DOI:10.1016/j.polymer.2015.12.008

Reference yield: 32.0%

1-methyl-4-nitrobenzene (99-99-0) → 4,4'-diaminostilbene (621-96-5)

Guidance literature:

With water; hydrazine hydrate; potassium hydroxide; In diethylene glycol; at 200 ℃; Reflux;

DOI:10.4314/bcse.v29i1.10

upstream raw materials:

1-methyl-4-nitrobenzene

4,4'-dinitro stilbene

1,2-bis(4-nitrophenyl)ethane

hydrazine hydrate

Downstream raw materials:

C₂₇H₂₇N₃O₂

Refernces

• 1、 Siclovan, Tiberiu M.,Zhang, Rong,Cotero, Victoria,Bajaj, Anshika,Dylov, Dmitry V.,Yazdanfar, Siavash,Carter, Randall L.,Hehir, Cristina A.Tan,Natarajan, Arunkumar. "Fluorescence phenomena in nerve-labeling styryl-type dyes". . p. 104 - 116. Retrieved 2015/12/05.
• 2、 Bouillon, Marc E.,Meyer, Hartmut H.. "The 4.4′-benzidine rearrangement of 4-alkyl substituted hydrazobenzenes". . p. 3151 - 3161. Retrieved 2016/05/24.