DIMETHYL-(2-VINYL-PHENYL)-AMINE

Base Information

• Chemical Name: DIMETHYL-(2-VINYL-PHENYL)-AMINE
• CAS No.: 5339-18-4
• Molecular Formula: C10H13 N
• Molecular Weight: 147.22
• Hs Code.: 2921430090
• Mol file: 5339-18-4.mol

Synonyms:Aniline,N,N-dimethyl-o-vinyl- (6CI,8CI); 2-Vinyl-N,N-dimethylaniline;N,N-Dimethyl-2-vinylaniline; NSC 3482

Chemical Property of DIMETHYL-(2-VINYL-PHENYL)-AMINE

Chemical Property:

• Vapor Pressure: 0.11mmHg at 25°C
• Boiling Point: 220.9°Cat760mmHg
• PKA: 5.24±0.18(Predicted)
• Flash Point: 88.4°C
• PSA: 3.24000
• Density: 0.959g/cm³
• LogP: 2.39560

Purity/Quality:

99% ^*data from raw suppliers

DIMETHYL-(2-VINYL-PHENYL)-AMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of DIMETHYL-(2-VINYL-PHENYL)-AMINE

There total 10 articles about DIMETHYL-(2-VINYL-PHENYL)-AMINE 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: 90.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-vinylaniline (3867-18-3) → N,N-dimethylaminostyrene (5339-18-4)

Guidance literature:

formaldehyd; 2-vinylaniline; With potassium carbonate; In acetonitrile; at 20 ℃; for 1h;

With sodium cyanoborohydride; acetic acid; In acetonitrile; at 20 ℃;

DOI:10.1039/c3cc46340k

Reference yield: 82.0%

2-(dimethylamino)benzaldehyde (579-72-6) + Methyltriphenylphosphonium bromide (1779-49-3) → N,N-dimethylaminostyrene (5339-18-4)

Guidance literature:

Methyltriphenylphosphonium bromide; With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

2-(dimethylamino)benzaldehyde; In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.201708578

Reference yield:

2,4,6,8-tetramethyl-2,4,6,8-tetravinyl-cyclotetrasiloxane (2554-06-5) + 2-bromo-N,N-dimethylaniline (698-00-0) → N,N-dimethylaminostyrene (5339-18-4) + N,N-dimethyl-aniline (121-69-7,77733-26-7)

Guidance literature:

With tetrabutyl ammonium fluoride; palladium(II) bromide; johnphos; In tetrahydrofuran; at 50 ℃; for 24h; Title compound not separated from byproducts;

DOI:10.1021/ol052517r

upstream raw materials:

2-(2-dimethylaminophenyl)ethyl alcohol

N,N-Dimethylindolinium iodide

2,4,6,8-tetramethyl-2,4,6,8-tetravinyl-cyclotetrasiloxane

2-bromo-N,N-dimethylaniline

Downstream raw materials:

1-methyl-1H-indole-2,3-dione

(E)-1-methoxy-2-(3,3,3-trifluoroprop-1-en-1-yl)benzene

Refernces

• 1、 -. "COMPOUNDS AND THE USE THEREOF IN METATHESIS REACTIONS". Page/Page column 51. . Retrieved 2015/11/18.
• 2、 Chen, Yan-Yan,Zhang, Xue-Jing,Yuan, Hui-Min,Wei, Wen-Tao,Yan, Ming. "Efficient cyclization of tertiary amines and alkenes promoted by KOt-Bu-DMF". supporting information. p. 10974 - 10976. Retrieved 2013/11/19.