Methylphenyl[(E)-styryl]amine

Base Information

• Chemical Name: Methylphenyl[(E)-styryl]amine
• CAS No.: 5469-90-9
• Molecular Formula: C15H15 N
• Molecular Weight: 209.291
• NSC Number: 26921
• Nikkaji Number: J1.154.639K,J2.235.416G
• Mol file: 5469-90-9.mol

Synonyms:Methylphenyl[(E)-styryl]amine;NSC26921;5469-90-9;NSC-26921;N-Phenyl-N-methyl-2-phenylethene-1-amine

Chemical Property of Methylphenyl[(E)-styryl]amine

Chemical Property:

• Vapor Pressure: 0.000186mmHg at 25°C
• Boiling Point: 328.8°Cat760mmHg
• Flash Point: 138.6°C
• Density: 1.066g/cm³
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 209.120449483
• Heavy Atom Count: 16
• Complexity: 210

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C=CC1=CC=CC=C1)C2=CC=CC=C2
• Isomeric SMILES: CN(/C=C/C1=CC=CC=C1)C2=CC=CC=C2

Technology Process of Methylphenyl[(E)-styryl]amine

There total 18 articles about Methylphenyl[(E)-styryl]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: 99.0%

[(E)-2-bromoethenyl]benzene (588-72-7,1340-14-3) + N-methylaniline (100-61-8) → N-methyl-N-(3-phenylallyl)aniline (5469-90-9)

Guidance literature:

With P(i-BuNCH₂CH₂)3N; sodium t-butanolate; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In toluene; at 80 ℃; for 3h;

DOI:10.1021/ol051612x

Reference yield: 95.0%

phenylacetylene (536-74-3) + N-methylaniline (100-61-8) → α-N-methylanilinostyrene (5469-90-9)

Guidance literature:

With C₁₇H₁₅N₃Pd; In toluene; at 60 ℃; for 8h;

Reference yield: 95.0%

N-methyl-N,2-diphenylacetamide (40669-47-4) → N-methyl-N-(3-phenylallyl)aniline (5469-90-9)

Guidance literature:

With chlorocarbonylbis(triphenylphosphine)iridium(I); poly(methylhydrosiloxane); In toluene; at 25 ℃; for 0.5h; stereoselective reaction; Inert atmosphere;

DOI:10.1039/b821317h

upstream raw materials:

1,1-diethoxy-2-phenylethane

N-methylaniline

cinnamic alcohol

diethylamine

Downstream raw materials:

N-Benzolsulfonyl-N'-methyl-N'-phenyl-formamidin

Refernces

• 1、 -. "Method for synthesizing enamine under catalysis of palladium imine complex containing pyridine ligands". Paragraph 0033-0036. . Retrieved 2019/10/01.
• 2、 Wang, Lin,Neumann, Helfried,Beller, Matthias. "Palladium-Catalyzed Methylation of Nitroarenes with Methanol". . p. 5417 - 5421. Retrieved 2019/04/04.