4-Vinylaniline

Base Information

• Chemical Name: 4-Vinylaniline
• CAS No.: 1520-21-4
• Molecular Formula: C8H9N
• Molecular Weight: 119.166
• Hs Code.: 29214990
• European Community (EC) Number: 216-185-8
• NSC Number: 168484
• UNII: N5W976JK5I
• DSSTox Substance ID: DTXSID4061751
• Nikkaji Number: J206.731E
• Wikidata: Q81989643
• Mol file: 1520-21-4.mol

Synonyms:4-vinylaniline

Chemical Property of 4-Vinylaniline

Chemical Property:

• Appearance/Colour: liquid
• Vapor Pressure: 0.0415mmHg at 25°C
• Melting Point: 23 °C
• Refractive Index: n20/D 1.626(lit.)
• Boiling Point: 238.8 °C at 760 mmHg
• PKA: 4.73±0.10(Predicted)
• Flash Point: 108.6 °C
• PSA: 26.02000
• Density: 1.012 g/cm³
• LogP: 2.49300
• Storage Temp.: 0-6°C
• Solubility.: Soluble in benzene, acetone and methanol.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 119.073499291
• Heavy Atom Count: 9
• Complexity: 90.7

Purity/Quality:

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

4-Vinylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn; T; Xi
• Hazard Codes: Xn,T,Xi
• Statements: 36/37/38-48/20/21/22-43-40-33-20/21/22
• Safety Statements: 26-36/37-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CC1=CC=C(C=C1)N
• Uses: 4-Aminostyrene undergoes graft copolymerization with poly(tetrafluoroethylene) (PTFE)1 and Si surface,2 followed by oxidative copolymerization with aniline. Thus, it renders PTFE and Si surface conductive.1 4-VAn is coupled with hydrogen terminated Si surfaces for electroless metal and synthetic metal deposition.3 Palladium(II) schiff base complexes derived from Allylamine and vinylaniline has been reported.4 It also acts as a second surfactant for coating nanomagnetic particles.5 It is used in functionalization of single-walled carbon nanotube through solvent free functionalization.

Technology Process of 4-Vinylaniline

There total 51 articles about 4-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: 99.0%

4-Ethynylaniline (14235-81-5) → 4-vinyl benzylamine (1520-21-4,25086-42-4)

Guidance literature:

With hydrogen; In toluene; at 20 ℃; for 12h; under 22801.5 Torr; chemoselective reaction; Autoclave;

DOI:10.1021/jacs.5b07521

Reference yield: 97.0%

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

Guidance literature:

With potassium fluoride; Pd (0.87 wt%)/MgO; In N,N-dimethyl-formamide; at 130 ℃; for 5h; under 1500.15 Torr; Reagent/catalyst; Time; Inert atmosphere;

DOI:10.1016/j.jcat.2013.02.019

Reference yield: 95.0%

4-Ethynylaniline (14235-81-5) → 4-vinyl benzylamine (1520-21-4,25086-42-4) + 4-aminoethylbenzene (589-16-2)

Guidance literature:

With hydrogen; In hexane; toluene; at 30 ℃; for 8h; under 760.051 Torr;

DOI:10.1002/anie.201207845

upstream raw materials:

4-nitrostyrene

2-(4'-aminophenyl)ethyl alcohol

methyl magnesium iodide

2-(4-aminophenyl)-1,3-dithiolane

Downstream raw materials:

N-(4-vinylphenyl)formamide

(R)-2-(4-vinyl-phenethyl)-[1,3,2]dioxaborolane-4-carboxylic acid 4-vinyl-anilide

(R)-2-(4-vinyl-phenyl)-[1,3,2]dioxaborolane-4-carboxylic acid 4-vinyl-anilide

4-((E)-2-(4-methoxyphenyl)ethenyl)aniline

Refernces

• 1、 Shen, Mengqi,Liu, Hu,Yu, Chao,Yin, Zhouyang,Muzzio, Michelle,Li, Junrui,Xi, Zheng,Yu, Yongsheng,Sun, Shouheng. "Room-Temperature Chemoselective Reduction of 3-Nitrostyrene to 3-Vinylaniline by Ammonia Borane over Cu Nanoparticles". . p. 16460 - 16463. Retrieved 2018.
• 2、 Sakthikumar,Ede, Sivasankara Rao,Mishra, Soumyaranjan,Kundu, Subrata. "Shape-selective synthesis of Sn(MoO4)2 nanomaterials for catalysis and supercapacitor applications". . p. 8897 - 8915. Retrieved 2016.
• 3、 Gao, Ruixiao,Guo, Haotian,Wang, Bowei,Qiu, Pengzhi,Sun, Mingming,Chen, Ligong. "Co based N, S co-doped carbon hybrids for catalytic hydrogenation: Role of cobalt salt and doped S". . p. 99 - 105. Retrieved 2019.
• 4、 Lin, Yangming,Wu, Shuchang,Shi, Wen,Zhang, Bingsen,Wang, Jia,Kim, Yoong Ahm,Endo, Morinobu,Su, Dang Sheng. "Efficient and highly selective boron-doped carbon materials-catalyzed reduction of nitroarenes". . p. 13086 - 13089. Retrieved 2015.
• 5、 Plessers, Eva,Stassen, Ivo,Sree, Sreeprasanth Pulinthanathu,Janssen, Kris P. F.,Yuan, Haifeng,Martens, Johan,Hofkens, Johan,De Vos, Dirk,Roeffaers, Maarten B. J.. "Resolving Interparticle Heterogeneities in Composition and Hydrogenation Performance between Individual Supported Silver on Silica Catalysts". . p. 6690 - 6695. Retrieved 2015.
• 6、 Du, Mingxian,Ge, Hui,Han, Wenpeng,Li, Xuekuan,Ma, Ben,Wang, Shanmin,Yang, Ying,Zhang, Ye,Zhou, Ligong. "Effect of Fe, Co and Ni promoters on MoS2 based catalysts for chemoselective hydrogenation of nitroarenes". . p. 8055 - 8065. Retrieved 2020.
• 7、 Liu, Dawei,Xue, Nan,Wei, Lijuan,Zhang, Ye,Qin, Zhangfeng,Li, Xuekuan,Binks, Bernard P.,Yang, Hengquan. "Surfactant Assembly within Pickering Emulsion Droplets for Fabrication of Interior-Structured Mesoporous Carbon Microspheres". . p. 10899 - 10904. Retrieved 2018.
• 8、 Li, Shushuang,Wang, Fuzerong,Liu, Yongmei,Cao, Yong. "Highly Chemoselective Reduction of Nitroarenes Using a Titania-Supported Platinum-Nanoparticle Catalyst under a CO Atmosphere". . p. 591 - 595. Retrieved 2017.
• 9、 Huang, Xiaoqing,Jin, Yu,Li, Leigang,Liu, Shangheng,Mao, Xinnan,Shao, Qi,Wang, Lu,Wang, Pengtang,Xu, Yong. "A Top-Down Strategy to Realize Surface Reconstruction of Small-Sized Platinum-Based Nanoparticles for Selective Hydrogenation". . p. 17430 - 17434. Retrieved 2021.
• 10、 Alsalahi, W.,Trzeciak, A. M.,Tylus, W.. "Highly selective hydrogenation of aromatic ketones to alcohols in water: effect of PdO and ZrO2". . p. 10386 - 10393. Retrieved 2021/08/09.