N,N'-diphenylpropane-1,3-diamine

Base Information

• Chemical Name: N,N'-diphenylpropane-1,3-diamine
• CAS No.: 104-69-8
• Molecular Formula: C15H18 N2
• Molecular Weight: 226.321
• Hs Code.: 2921590090
• European Community (EC) Number: 203-228-0
• UNII: YJ3D396JXV
• DSSTox Substance ID: DTXSID7059301
• Nikkaji Number: J182.184I
• Wikidata: Q81988741
• ChEMBL ID: CHEMBL1526915
• Mol file: 104-69-8.mol

Synonyms:1,3-Propanediamine,N,N'-diphenyl- (6CI,7CI,8CI,9CI); 1,3-Dianilinopropane; Benzenamine,N,N'-1,3-propanediylbis-; N,N'-Diphenyl-1,3-propanediamine;N,N'-Trimethylenedianiline; Warcoat GFC

Chemical Property of N,N'-diphenylpropane-1,3-diamine

Chemical Property:

• Boiling Point: 424.3°Cat760mmHg
• Flash Point: 274.2°C
• PSA: 24.06000
• Density: 1.099g/cm³
• LogP: 3.74670
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 226.146998583
• Heavy Atom Count: 17
• Complexity: 161

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NCCCNC2=CC=CC=C2

Technology Process of N,N'-diphenylpropane-1,3-diamine

There total 20 articles about N,N'-diphenylpropane-1,3-diamine 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: 74.0%

iodobenzene (591-50-4) + Trimethylenediamine (109-76-2,54018-94-9) → N,N'-diphenylpropane-1,3-diamine (104-69-8)

Guidance literature:

With copper(l) iodide; metformin hydrochloride; caesium carbonate; In ethanol; for 1h; Reflux; Inert atmosphere;

DOI:10.1016/j.tet.2014.10.014

Reference yield: 70.0%

bromobenzene (108-86-1,52753-63-6) + Trimethylenediamine (109-76-2,54018-94-9) → N,N'-diphenylpropane-1,3-diamine (104-69-8) + N-(3-aminopropyl)aniline (4742-01-2)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; sodium t-butanolate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; for 100h; Heating;

DOI:10.1016/S0040-4039(97)00363-8

Reference yield: 68.0%

iodobenzene (591-50-4) + Trimethylenediamine (109-76-2,54018-94-9) → N,N'-diphenylpropane-1,3-diamine (104-69-8) + N-(3-aminopropyl)aniline (4742-01-2)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; sodium t-butanolate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; for 100h; Heating;

DOI:10.1016/S0040-4039(97)00363-8

upstream raw materials:

1,2-diphenyl-pyrazolidine

N,N'-dinitroso-N,N'-diphenyl-propanediyldiamine

aniline

1,3-dibromo-propane

Downstream raw materials:

N,N'-diacetyl-N,N'-diphenylpropanediamine

1,2-diphenyl-pyrazolidine

C₁₉H₂₀Br₂N₂O₂

N,N',N'',N'''-tetraphenyl-N,N''-propanediyl-di-urea

Refernces

• 1、 Sperotto, Elena,van Klink, Gerard P.M.,de Vries, Johannes G.,van Koten, Gerard. "C-N Coupling of nitrogen nucleophiles with aryl and heteroaryl bromides using aminoarenethiolato-copper(I) (pre-)catalyst". . p. 3478 - 3484. Retrieved 2010.
• 2、 Beletskaya, Irina P.,Bessmertnykh, Alla G.,Guilard, Roger. "Palladium-catalyzed synthesis of aryl-substituted polyamine compounds from aryl halides". . p. 2287 - 2290. Retrieved 1997.
• 3、 Zhang, Chao,Zhan, Zhajun,Lei, Min,Hu, Lihong. "Ullmann-type C-N coupling reaction catalyzed by CuI/metformin". . p. 8817 - 8821. Retrieved 2015/03/05.