N-(4-methylphenyl)-2,3,4,5-tetrapropylcyclopenta-2,4-dien-1-imine

Base Information

• Chemical Name: N-(4-methylphenyl)-2,3,4,5-tetrapropylcyclopenta-2,4-dien-1-imine
• CAS No.: 731842-73-2
• Molecular Formula: C₂₄H₃₅N
• Molecular Weight: 337.549
• DSSTox Substance ID: DTXSID30699340
• Nikkaji Number: J2.056.588H
• Mol file: 731842-73-2.mol

Synonyms:731842-73-2;N-(4-methylphenyl)-2,3,4,5-tetrapropylcyclopenta-2,4-dien-1-imine;DTXSID30699340;N-(2,3,4,5-Tetrapropyl-2,4-cyclopentadienylidene)-4-methylaniline

Chemical Property of N-(4-methylphenyl)-2,3,4,5-tetrapropylcyclopenta-2,4-dien-1-imine

Chemical Property:

• PSA: 12.36000
• LogP: 7.87470
• XLogP3: 7.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 9
• Exact Mass: 337.276950121
• Heavy Atom Count: 25
• Complexity: 478

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1=C(C(=NC2=CC=C(C=C2)C)C(=C1CCC)CCC)CCC

Technology Process of N-(4-methylphenyl)-2,3,4,5-tetrapropylcyclopenta-2,4-dien-1-imine

There total 3 articles about N-(4-methylphenyl)-2,3,4,5-tetrapropylcyclopenta-2,4-dien-1-imine 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%

4-Octyne (1942-45-6) + 1-isothiocyanato-4-methylbenzene (622-59-3) → (4-methylphenyl)(2,3,4,5-tetrapropyl-cyclopenta-2,4-dienylidene)amine (731842-73-2)

Guidance literature:

4-Octyne; With dibutylbis(cyclopentadienyl)zirconium; In hexane; toluene; at -78 - 20 ℃; for 1h;

1-isothiocyanato-4-methylbenzene; With ethylaluminum dichloride; In hexane; toluene; at -78 - 20 ℃; for 1h; Further stages.;

DOI:10.1016/j.tet.2007.02.015

Reference yield: 63.0%

1-isothiocyanato-4-methylbenzene (622-59-3) + (5Z,7Z)-6,7-dibutyl-5,8-diiodododeca-5,7-diene → (4-methylphenyl)(2,3,4,5-tetrapropyl-cyclopenta-2,4-dienylidene)amine (731842-73-2)

Guidance literature:

With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 - 20 ℃; for 2h;

DOI:10.1016/j.tet.2004.04.045

Reference yield: 45.0%

4-Octyne (1942-45-6) + p-Tolylisocyanate (622-58-2,374675-64-6) → (4-methylphenyl)(2,3,4,5-tetrapropyl-cyclopenta-2,4-dienylidene)amine (731842-73-2)

Guidance literature:

4-Octyne; With dibutylbis(cyclopentadienyl)zirconium; In hexane; toluene; at -78 - 20 ℃; for 1h;

p-Tolylisocyanate; With boron trifluoride diethyl etherate; In hexane; toluene; at 80 ℃; for 1h; Further stages.;

DOI:10.1016/j.tet.2007.02.015

upstream raw materials:

1-isothiocyanato-4-methylbenzene

4-Octyne

p-Tolylisocyanate