N,N-Dimethyl-4-vinylaniline

Base Information

• Chemical Name: N,N-Dimethyl-4-vinylaniline
• CAS No.: 2039-80-7
• Molecular Formula: C10H13N
• Molecular Weight: 147.22
• Hs Code.: 2921430090
• European Community (EC) Number: 873-041-2
• NSC Number: 3471
• UNII: 23V9HW8HJU
• DSSTox Substance ID: DTXSID30174329
• Nikkaji Number: J80.368E
• Wikidata: Q72469246
• Mol file: 2039-80-7.mol

Synonyms:N,N-Dimethyl-4-vinylaniline;2039-80-7;p-(Dimethylamino)styrene;4-ethenyl-N,N-dimethylaniline;4-Dimethylaminostyrene;Benzenamine, 4-ethenyl-N,N-dimethyl-;NSC-3471;MFCD00085252;NSC3471;p-dimethylaminostyrol;p-Vinyldimethylaniline;4-(Dimethylamino)styrene;4-N,N-Dimethylaminostyrene;p-N,N-dimethyl-aminostyrene;23V9HW8HJU;N,N-Dimethyl-p-vinylaniline;Aniline,N-dimethyl-p-vinyl-;4-(n,n-dimethylamino)styrene;p-(N,N-Dimethylamino)styrene;SCHEMBL178888;SCHEMBL13341427;Aniline, N,N-dimethyl-p-vinyl-;DTXSID30174329;1-(Dimethylamino)-4-vinylbenzene;AMY31954;NSC 3471;AKOS016009830;CS-W022908;SB75481;AS-19092;SY019506;EN300-388614;A879649

Chemical Property of N,N-Dimethyl-4-vinylaniline

Chemical Property:

• Vapor Pressure: 0.0356mmHg at 25°C
• Melting Point: 16.8 °C
• Refractive Index: 1.586
• Boiling Point: 241.6 °C at 760 mmHg
• PKA: 5.26±0.24(Predicted)
• Flash Point: 97.5 °C
• PSA: 3.24000
• Density: 0.959 g/cm³
• LogP: 2.39560
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Sparingly)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 147.104799419
• Heavy Atom Count: 11
• Complexity: 121

Purity/Quality:

97% ^*data from raw suppliers

N,N-Dimethyl-4-vinylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)C=C

Technology Process of N,N-Dimethyl-4-vinylaniline

There total 35 articles about N,N-Dimethyl-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: 97.0%

4-bromo-N,N-dimethylaniline (586-77-6) + tri-n-butyl(vinyl)tin (7486-35-3) → N,N-dimethy-4-vinylaniline (2039-80-7)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; 2,8,9-tribenzyl-2,3,8,9-tetraaza-1-phosphabicyclo[3,3,3]undecane; cesium fluoride; In tetrahydrofuran; at 20 ℃; for 14h;

DOI:10.1021/ja0450096

Reference yield: 94.0%

Methyltriphenylphosphonium bromide (1779-49-3) + 4-dimethylamino-benzaldehyde (100-10-7) → N,N-dimethy-4-vinylaniline (2039-80-7)

Guidance literature:

Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; for 0.25h;

4-dimethylamino-benzaldehyde; In tetrahydrofuran; Further stages.;

DOI:10.1021/ol0705907

Reference yield: 93.0%

4-bromo-N,N-dimethylaniline (586-77-6) + potassium vinyltrifluoroborate → N,N-dimethy-4-vinylaniline (2039-80-7)

Guidance literature:

With dioxathion; caesium carbonate; palladium dichloride; In tetrahydrofuran; water; at 85 ℃; for 22h;

DOI:10.1021/jo0617013

upstream raw materials:

methyl magnesium iodide

4-dimethylamino-benzaldehyde

methylmagnesium bromide

2-methanesulfonylbenzothiazole

Downstream raw materials:

N,N-dimethyl-4-ethylaniline

1-(2,2-Dichlorcyclopropyl)-4-dimethylaminobenzol

N,N-dimethyl-4-[3-(4-nitro-phenyl)-4,5-dihydro-isoxazol-5-yl]-aniline

cis-1-(4-dimethylaminophenyl)-2-phenylcyclobutane