N,N'-Diphenylethylenediamine

Base Information

• Chemical Name: N,N'-Diphenylethylenediamine
• CAS No.: 150-61-8
• Molecular Formula: C14H16 N2
• Molecular Weight: 212.294
• Hs Code.: 29214200
• European Community (EC) Number: 205-765-6
• NSC Number: 8719
• UNII: PXK7AM35L2
• DSSTox Substance ID: DTXSID1059739
• Nikkaji Number: J5.856D
• Wikidata: Q27286809
• Mol file: 150-61-8.mol

Synonyms:1,2-dianilinoethane;1,2-diphenylethylenediamine;ethylenedianiline

Chemical Property of N,N'-Diphenylethylenediamine

Chemical Property:

• Appearance/Colour: BEIGE TO LIGHT BROWN CRYSTALLINE POWDER
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 65-67 °C(lit.)
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 228°C 12mm
• PKA: 4.67±0.50(Predicted)
• Flash Point: 267.5°C
• PSA: 24.06000
• Density: 1.121g/cm³
• LogP: 3.35660
• Water Solubility.: Sparingly soluble in water 0.072 g/L @ 25°C.
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 212.131348519
• Heavy Atom Count: 16
• Complexity: 150

Purity/Quality:

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

1,2-Dianilinoethane,Pract. ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NCCNC2=CC=CC=C2
• Uses: 1,2-Dianilinoethane can forms crystalline imidazolidines with aldehydes in the presence of AcOH. N-donating ligand. Can be used as a trapping agent for aldehydes.

Technology Process of N,N'-Diphenylethylenediamine

There total 62 articles about N,N'-Diphenylethylenediamine 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: 96.0%

toluene-4-sulfonic acid phenyl ester (640-60-8) + N-(2-aminoethyl)benzeneamine (1664-40-0) → N,N'-diphenylethylenediamine (150-61-8)

Guidance literature:

With (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl di-t-butylphosphine; bis(tri-ortho-tolylphosphine)palladium⁽⁰⁾; sodium t-butanolate; In toluene; at 25 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ja805810p

Reference yield: 91.0%

N,N'-Diphenyloxamid (620-81-5) → N,N'-diphenylethylenediamine (150-61-8)

Guidance literature:

With borane-ammonia complex; tris(pentafluorophenyl)borate; In 1,2-dichloro-ethane; at 60 ℃; for 16h;

DOI:10.1002/adsc.201801447

Reference yield: 90.0%

1,2-Bis-benzotriazol-1-yl-N,N'-diphenyl-ethane-1,2-diamine (151257-56-6) → N,N'-diphenylethylenediamine (150-61-8)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jo00297a042

upstream raw materials:

1,2-dichloro-ethane

aniline

ethylene dibromide

1-chloro-2-fluoroethane

Downstream raw materials:

2-(1,3-diphenyl-imidazolidin-2-yl)-pyridine

4-(1,3-diphenyl-imidazolidin-2-yl)-pyridine

3-(1,3-diphenyl-imidazolidin-2-yl)-pyridine

1,4-diphenyl-piperazine-2,3-dione

Refernces

• 1、 Ma, Ben,Qi, Yanfang,Song, Menghui,Wang, Xi-Cun,Yang, Jingya,Zhou, Hongyan. "Visible-light-promoted decarboxylative addition cyclization of: N -aryl glycines and azobenzenes to access 1,2,4-triazolidines". supporting information. p. 5806 - 5811. Retrieved 2021/08/23.
• 2、 Beard, Matthew C.,Chen, Xihan,Han, Chuang,Lin, Yixiong,Martin, Jovan San,Miller, Collin,Wang, Xiaoming,Yamamoto, Nobuyuki,Yan, Yanfa,Yan, Yong,Yazdi, Sadegh,Zeng, Xianghua. "A Nanocrystal Catalyst Incorporating a Surface Bound Transition Metal to Induce Photocatalytic Sequential Electron Transfer Events". supporting information. p. 11361 - 11369. Retrieved 2021/08/16.