(4-Allylphenyl)diphenylamine

Base Information

• Chemical Name: (4-Allylphenyl)diphenylamine
• CAS No.: 190334-80-6
• Molecular Formula: C21H19N
• Molecular Weight: 285.389
• European Community (EC) Number: 693-346-2
• DSSTox Substance ID: DTXSID10584780
• Nikkaji Number: J3.275.287J
• Wikidata: Q82476502
• Mol file: 190334-80-6.mol

Synonyms:(4-Allylphenyl)diphenylamine;190334-80-6;N,N-diphenyl-4-prop-2-enylaniline;4-Allyl-N,N-diphenylaniline;Benzenamine, N,N-diphenyl-4-(2-propen-1-yl)-;4-allyl-phenyl-diphenyl-amine;SCHEMBL3791458;DTXSID10584780;YJYHPUGNMYKYNU-UHFFFAOYSA-N;(4-Allylphenyl)diphenylamine, 97%;N-(4-allylphenyl)-N,N-diphenylamine;AKOS025294803;N,N-Diphenyl-4-(prop-2-en-1-yl)aniline;J-012287

Chemical Property of (4-Allylphenyl)diphenylamine

Chemical Property:

• Melting Point: 64-68?°C
• PSA: 3.24000
• LogP: 5.88490
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 285.151749610
• Heavy Atom Count: 22
• Complexity: 299

Purity/Quality:

98%Min ^*data from raw suppliers

(4-Allylphenyl)diphenylamine 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

Useful:

• Canonical SMILES: C=CCC1=CC=C(C=C1)N(C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of (4-Allylphenyl)diphenylamine

There total 5 articles about (4-Allylphenyl)diphenylamine 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: 81.0%

[4-(diphenylamino)phenyl][2-(hydroxymethyl)phenyl]dimethylsilane (953412-86-7) + 3-chloroprop-1-ene (107-05-1) → 4-allyl-phenyl-diphenylamine (190334-80-6)

Guidance literature:

[4-(diphenylamino)phenyl][2-(hydroxymethyl)phenyl]dimethylsilane; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h; Inert atmosphere;

3-chloroprop-1-ene; With copper(l) iodide; triethyl phosphite; In N,N-dimethyl-formamide; at 50 ℃; for 16h; Inert atmosphere;

DOI:10.1002/anie.201306882

Reference yield: 67.0%

4-N,N-diphenylamino-1-bromobenzene (36809-26-4) + allyltributylstanane (24850-33-7) → 4-allyl-phenyl-diphenylamine (190334-80-6)

Guidance literature:

With potassium fluoride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c8tc05259j

Reference yield: 35.0%

4-N,N-diphenylamino-1-bromobenzene (36809-26-4) + allyl bromide (106-95-6) → 4-allyl-phenyl-diphenylamine (190334-80-6)

Guidance literature:

4-N,N-diphenylamino-1-bromobenzene; With n-butyllithium; In diethyl ether; hexane; at -50 - 25 ℃;

With copper(l) iodide; In diethyl ether; hexane; at 20 ℃;

allyl bromide; In diethyl ether; hexane; at 20 ℃; for 12h;

DOI:10.1021/ja037174b

upstream raw materials:

4-N,N-diphenylamino-1-bromobenzene

allyl bromide

1.4-dibromobenzene

diphenylamine

Refernces

• 1、 Tsubouchi, Akira,Muramatsu, Daisuke,Takeda, Takeshi. "Copper(I)-catalyzed alkylation of aryl- and alkenylsilanes activated by intramolecular coordination of an alkoxide". supporting information. p. 12719 - 12722. Retrieved 2013/12/04.
• 2、 Huang, Qinglan,Evmenenko, Guennadi,Dutta, Pulak,Marks, Tobin J.. "Molecularly "Engineered" Anode Adsorbates for Probing OLED Interfacial Structure-Charge Injection/Luminance Relationships: Large, Structure-Dependent Effects". . p. 14704 - 14705. Retrieved 2007/10/03.