4,4'-BIS(N,N-DIPHENYLAMINO)TOLANE

Base Information

• Chemical Name: 4,4'-BIS(N,N-DIPHENYLAMINO)TOLANE
• CAS No.: 607716-27-8
• Molecular Formula: C38H28N2
• Molecular Weight: 512.654
• Mol file: 607716-27-8.mol

Synonyms:4,4'-BIS(N,N-DIPHENYLAMINO)TOLANE

Chemical Property of 4,4'-BIS(N,N-DIPHENYLAMINO)TOLANE

Chemical Property:

• Boiling Point: 673.6±40.0 °C(Predicted)
• PKA: -3.00±0.60(Predicted)
• PSA: 6.48000
• Density: 1.23±0.1 g/cm3(Predicted)
• LogP: 9.29730

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4,4'-BIS(N,N-DIPHENYLAMINO)TOLANE

There total 7 articles about 4,4'-BIS(N,N-DIPHENYLAMINO)TOLANE 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: 85.0%

1,2-bis(4-bromophenyl)acetylene (2789-89-1) + diphenylamine (122-39-4) → 4,4’-(1,2-ethynediyl)bis[N,N-diphenylbenzenamine] (607716-27-8)

Guidance literature:

With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate; In toluene; at 90 ℃; for 12h; Inert atmosphere;

Reference yield: 67.0%

4-N,N-diphenylamino-1-bromobenzene (36809-26-4) + Acetylenedicarboxylic acid (142-45-0) → 4,4’-(1,2-ethynediyl)bis[N,N-diphenylbenzenamine] (607716-27-8)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,4-di(diphenylphosphino)-butane; In dimethyl sulfoxide; at 110 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c6tc05591e

Reference yield: 65.0%

4-N,N-diphenylamino-1-bromobenzene (36809-26-4) + trimethylsilylacetylene (1066-54-2) → 4,4’-(1,2-ethynediyl)bis[N,N-diphenylbenzenamine] (607716-27-8)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In water; toluene; at 80 ℃; for 20h; Inert atmosphere;

DOI:10.1002/anie.201909706

upstream raw materials:

4-(N,N-diphenylamino)iodobenzene

4-diphenylaminophenylacetylene

1,2-bis(4’,4’,5’,5’-tetramethyl[1’,3’,2’]dioxaborolan-2’-yl)ethyne

4-N,N-diphenylamino-1-bromobenzene

Refernces

• 1、 Rao, Maddali L.N.,Shamim Islam, Sk. "Synthesis of alkynes under dry reaction conditions". supporting information. . Retrieved 2021/04/19.
• 2、 Choi, Jaewon,Kim, Eui Soon,Ko, Ju Hong,Lee, Sang Moon,Kim, Hae Jin,Ko, Yoon-Joo,Son, Seung Uk. "Hollow and microporous triphenylamine networks post-modified with TCNE for enhanced organocathode performance". supporting information. p. 8778 - 8781. Retrieved 2017/08/10.