2,5-Bis(4-methylphenyl)-1H-pyrrole

Base Information

• Chemical Name: 2,5-Bis(4-methylphenyl)-1H-pyrrole
• CAS No.: 21399-23-5
• Molecular Formula: C18H17N
• Molecular Weight: 247.34
• DSSTox Substance ID: DTXSID40492309
• Nikkaji Number: J1.577.090B
• Wikidata: Q82338091
• Mol file: 21399-23-5.mol

Synonyms:2,5-Bis(4-methylphenyl)-1H-pyrrole;21399-23-5;SCHEMBL6309866;DTXSID40492309

Chemical Property of 2,5-Bis(4-methylphenyl)-1H-pyrrole

Chemical Property:

• PSA: 15.79000
• LogP: 4.96550
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 247.136099547
• Heavy Atom Count: 19
• Complexity: 243

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=CC=C(N2)C3=CC=C(C=C3)C

Technology Process of 2,5-Bis(4-methylphenyl)-1H-pyrrole

There total 11 articles about 2,5-Bis(4-methylphenyl)-1H-pyrrole 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: 90.0%

1,4-bis(4-methylphenyl)-2-butyne-1,4-dione (66864-60-6) → 2,5-di(4-methylphenyl)-1H-pyrrole (21399-23-5)

Guidance literature:

With PEG-200; ammonium formate; palladium on activated charcoal; for 0.0166667h; microwave irradiation;

DOI:10.1016/j.tet.2003.11.087

Reference yield: 85.0%

ditoluylethylene (5465-41-8,42289-03-2,144831-01-6,17342-09-5) → 2,5-di(4-methylphenyl)-1H-pyrrole (21399-23-5)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In various solvent(s); for 0.025h; microwave irradiation;

DOI:10.1016/S0040-4039(01)01334-X

Reference yield: 78.0%

butanedinitrile (110-61-2) + 4-methylphenylboronic acid (5720-05-8) → 2,5-di(4-methylphenyl)-1H-pyrrole (21399-23-5)

Guidance literature:

With [2,2]bipyridinyl; palladium(II) trifluoroacetate; 2,2,2-trifluoroacetic acid ammonia; trifluoroacetic acid; In tetrahydrofuran; water; at 80 ℃; for 48h; Schlenk technique;

DOI:10.1021/acs.joc.9b02999

upstream raw materials:

ammonium acetate

acetic acid

1,4-bis(4-tolyl)butane-1,4-dione

bis-(1-p-tolyl-ethylidene)-hydrazine

Refernces

• 1、 Qi, Linjun,Li, Renhao,Yao, Xinrong,Zhen, Qianqian,Ye, Pengqing,Shao, Yinlin,Chen, Jiuxi. "Syntheses of Pyrroles, Pyridines, and Ketonitriles via Catalytic Carbopalladation of Dinitriles". supporting information. p. 1097 - 1108. Retrieved 2020/01/22.
• 2、 Rao, H. Surya Prakash,Jothilingam,Scheeren, Hans W.. "Microwave mediated facile one-pot synthesis of polyarylpyrroles from but-2-ene- and but-2-yne-1,4-diones". . p. 1625 - 1630. Retrieved 2007/10/03.