2-Vinylaniline

Base Information

• Chemical Name: 2-Vinylaniline
• CAS No.: 3867-18-3
• Molecular Formula: C8H9N
• Molecular Weight: 119.166
• Hs Code.: 2921420090
• DSSTox Substance ID: DTXSID40438449
• Nikkaji Number: J28.426B
• Wikidata: Q82254201
• Mol file: 3867-18-3.mol

Synonyms:2-vinylaniline;3867-18-3;2-ethenylaniline;2-aminostyrene;2-Vinylbenzenamine;MFCD11878483;o-aminostyrene;2-vinyl-aniline;(2-vinyl-phenyl)-amine;SCHEMBL30273;DTXSID40438449;KURPPWHPIYBYBS-UHFFFAOYSA-N;BCP24389;AKOS006340622;CS-W006235;DS-3464;SB75473;SY110137;EN300-332078;A873797;J-510360

Chemical Property of 2-Vinylaniline

Chemical Property:

• Refractive Index: 1.6124
• Boiling Point: 219.505 °C at 760 mmHg
• PKA: 3.86±0.10(Predicted)
• Flash Point: 93.84 °C
• PSA: 26.02000
• Density: 1.013 g/cm³
• LogP: 2.49300
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 119.073499291
• Heavy Atom Count: 9
• Complexity: 98.7

Purity/Quality:

99%, ^*data from raw suppliers

2-Vinylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC1=CC=CC=C1N
• Uses: 2-Vinylaniline is a useful chemical for preparation of cyclopeptides solomonamides, a possible antitumor agent.

Technology Process of 2-Vinylaniline

There total 46 articles about 2-Vinylaniline 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: 97.0%

2-nitrostyrene (579-71-5) → 2-vinylaniline (3867-18-3)

Guidance literature:

With hydrazine hydrate; In ethanol; at 20 ℃; for 4h; chemoselective reaction;

DOI:10.1021/acscatal.5b00830

Reference yield: 88.0%

2-aminophenethyl alcohol (5339-85-5) → 2-vinylaniline (3867-18-3)

Guidance literature:

With potassium hydroxide;

DOI:10.1002/cjoc.201800258

Reference yield: 87.0%

2-chlorostyrene (2039-87-4,107830-52-4,26125-41-7) → 2-vinylaniline (3867-18-3)

Guidance literature:

With C₃₉H₄₅FeNNiP₂; ammonia; sodium t-butanolate; In 1,4-dioxane; at 100 ℃; for 3h; Reagent/catalyst; Solvent; Inert atmosphere; Glovebox;

DOI:10.1002/anie.201500404

upstream raw materials:

2-nitrostyrene

2-aminophenethyl alcohol

Isopropylbenzene

2-ethylthio-N-allylaniline

Downstream raw materials:

N-(2-vinylphenyl)acetamide

N,N'-bis-(2-vinyl-phenyl)-adipamide

chloro-acetic acid-(2-vinyl-anilide)

(2-Methoxy-pyridin-4-yl)-(2-vinyl-phenylamino)-acetic acid methyl ester

Refernces

• 1、 Cao, Dapeng,Cao, Xiaohua,Han, Chuan,Hu, Huanan,Huang, Huanan,Liu, Guochang,Peng, You,Wang, Yawei,Xu, Zhixiong,Yan, Ping,Zhan, Changchao,Zhou, Ying. "Precise molecular design for BN-modified polycyclic aromatic hydrocarbons toward mechanochromic materials". . p. 22023 - 22031. Retrieved 2020.
• 2、 Shrestha, Bijay,Basnet, Prakash,Dhungana, Roshan K.,Kc, Shekhar,Thapa, Surendra,Sears, Jeremiah M.,Giri, Ramesh. "Ni-Catalyzed Regioselective 1,2-Dicarbofunctionalization of Olefins by Intercepting Heck Intermediates as Imine-Stabilized Transient Metallacycles". . p. 10653 - 10656. Retrieved 2017.
• 3、 -. "METHOD OF REDUCING AROMATIC NITRO COMPOUNDS". Paragraph 0332; 0339. . Retrieved 2022/02/26.
• 4、 Li, Jing,Liang, Kun,Long, Yu,Luo, Shicheng,Ma, Jiantai,Qiao, Yi,Qin, Jiaheng,Yang, Guangxue. "Unsaturated Mo in Mo4O4N3for efficient catalytic transfer hydrogenation of nitrobenzene using stoichiometric hydrazine hydrate". supporting information. p. 8545 - 8553. Retrieved 2021/11/17.