2,3,5-triphenyl-1H-pyrrole

Base Information

• Chemical Name: 2,3,5-triphenyl-1H-pyrrole
• CAS No.: 3274-61-1
• Molecular Formula: C22H17N
• Molecular Weight: 295.384
• NSC Number: 131523,60935
• DSSTox Substance ID: DTXSID80289452
• Nikkaji Number: J284.568G
• Wikidata: Q82026755
• Mol file: 3274-61-1.mol

Synonyms:2,3,5-triphenyl-1H-pyrrole;3274-61-1;NSC 60935;NSC 131523;NSC60935;2,3,5-triphenylpyrrole;NCIOpen2_002571;SCHEMBL4793206;DTXSID80289452;1H-Pyrrole, 2,3,5-triphenyl-;NSC-60935;NSC131523;NSC-131523;AE-848/32947059

Chemical Property of 2,3,5-triphenyl-1H-pyrrole

Chemical Property:

• Vapor Pressure: 2.81E-08mmHg at 25°C
• Refractive Index: 1.635
• Boiling Point: 462.1 °C at 760 mmHg
• Flash Point: 194.1 °C
• Density: 1.12g/cm³
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 295.136099547
• Heavy Atom Count: 23
• Complexity: 347

Purity/Quality:

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)C2=CC(=C(N2)C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of 2,3,5-triphenyl-1H-pyrrole

There total 66 articles about 2,3,5-triphenyl-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: 95.0%

(E)-1,2,4-triphenylbut-2-ene-1,4-dione (34880-76-7) → 2,4,5-triphenylpyrrole (3274-61-1)

Guidance literature:

With PEG-200; ammonium formate; palladium on activated charcoal; for 0.0333333h; microwave irradiation;

DOI:10.1016/j.tet.2003.11.087

Reference yield: 91.0%

1,3-diphenyl-2-propynone (7338-94-5) + benzylamine (100-46-9) → 2,4,5-triphenylpyrrole (3274-61-1)

Guidance literature:

1,3-diphenyl-2-propynone; benzylamine; With potassium phosphate; In dimethyl sulfoxide; at 20 ℃; for 2h;

In dimethyl sulfoxide; at 140 ℃; for 12h; Inert atmosphere;

Reference yield: 91.0%

(2Z)-3-(benzylamino)-1,3-diphenyl-prop-2-en-1-one (20964-95-8) → 2,4,5-triphenylpyrrole (3274-61-1)

Guidance literature:

With potassium phosphate; In dimethyl sulfoxide; at 140 ℃; Solvent; Temperature; Reagent/catalyst; Inert atmosphere;

DOI:10.1039/c3cc43844a

upstream raw materials:

1,2,4-triphenylbutane-1,4-dione

ammonium acetate

3-chloro-2,4,5-triphenyl-pyrrole

2,4,5-triphenyl-pyrrole-3-carboxylic acid

Downstream raw materials:

2,3,4,5-tetraphenyl-1H-pyrrole

3,3,5-triphenyl-2,3-dihydro-1H-2-pyrrolone

N-(tert-butoxycarbonyl)-2,3,5-triphenylpyrrole

1-methyl-3-nitro-2,4,5-triphenyl-pyrrole

Refernces

• 1、 Liu, Jing,Lu, Liang-Qiu,Luo, Yixin,Zhao, Wei,Sun, Peng-Chao,Jin, Weiwei,Qi, Xiaotian,Cheng, Ying,Xiao, Wen-Jing. "Photoredox-Enabled Chromium-Catalyzed Alkene Diacylations". . p. 1879 - 1885. Retrieved 2022/02/07.
• 2、 Chen, Lai,Huo, Jing-Qian,Kou, Song,Mao, Jianyou,Si, He-Long,Xu, Xin-Yu,Zhang, Jin-Lin. "One-Pot Synthesis of N-H-Free Pyrroles from Aldehydes and Alkynes". supporting information. p. 4348 - 4352. Retrieved 2021/06/27.