2,5-Dimethyl-1-phenethyl-1H-pyrrole

Base Information

• Chemical Name: 2,5-Dimethyl-1-phenethyl-1H-pyrrole
• CAS No.: 50691-34-4
• Molecular Formula: C14H17N
• Molecular Weight: 199.296
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10368683
• Nikkaji Number: J1.101.983H
• Wikidata: Q82155417
• Metabolomics Workbench ID: 164396
• Mol file: 50691-34-4.mol

Synonyms:2,5-Dimethyl-1-phenethyl-1H-pyrrole;50691-34-4;2,5-dimethyl-1-(2-phenylethyl)pyrrole;2,5-dimethyl-1-(2-phenylethyl)-1H-pyrrole;SCHEMBL4879015;DTXSID10368683;PLDQUNMUOIQIEP-UHFFFAOYSA-N;HMS1766D06;1-Phenethyl-2,5-dimethyl-1H-pyrrole;AKOS000122919;2,5-Dimethyl-N-(2-phenylethyl)pyrrole;EN300-06340;Z55891982

Chemical Property of 2,5-Dimethyl-1-phenethyl-1H-pyrrole

Chemical Property:

• Vapor Pressure: 0.000417mmHg at 25°C
• Boiling Point: 326.2°C at 760 mmHg
• Flash Point: 151.1°C
• PSA: 4.93000
• Density: 0.94g/cm³
• LogP: 3.34760
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 199.136099547
• Heavy Atom Count: 15
• Complexity: 174

Purity/Quality:

99%min ^*data from raw suppliers

2,5-DIMETHYL-1-PHENETHYL-1H-PYRROLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(N1CCC2=CC=CC=C2)C

Technology Process of 2,5-Dimethyl-1-phenethyl-1H-pyrrole

There total 7 articles about 2,5-Dimethyl-1-phenethyl-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: 99.0%

2,5-hexanedione (110-13-4) + phenethylamine (64-04-0) → 2,5-dimethyl-1-(2-phenylethyl)-1H-pyrrole (50691-34-4)

Guidance literature:

With amberlite IR 120 acidic resin; at 20 ℃; for 0.233333h; Neat (no solvent);

DOI:10.1080/00397911.2010.540766

Reference yield: 94.0%

5-Hexen-2-one (109-49-9) + phenethylamine (64-04-0) → 2,5-dimethyl-1-(2-phenylethyl)-1H-pyrrole (50691-34-4)

Guidance literature:

With palladium(II) trifluoroacetate; oxygen; In toluene; at 100 ℃;

DOI:10.1016/j.tetlet.2016.10.029

Reference yield: 84.0%

3-hexyn-2,5-diol (3031-66-1) + phenethylamine (64-04-0) → 2,5-dimethyl-1-(2-phenylethyl)-1H-pyrrole (50691-34-4)

Guidance literature:

3-hexyn-2,5-diol; With carbonyl bis(hydrido)tris(triphenylphosphine)ruthenium(II); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; for 0.5h; Inert atmosphere; Reflux;

phenethylamine; In toluene; for 23.5h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2009.06.108

upstream raw materials:

2,5-hexanedione

phenethylamine

3-hexyn-2,5-diol

hexane-2,5-diol

Downstream raw materials:

3,4-diformyl-2,5-dimethyl-1-(2-phenylethyl)pyrrole

Refernces

• 1、 Borghs, Jannik C.,Lebedev, Yury,Rueping, Magnus,El-Sepelgy, Osama. "Sustainable Manganese-Catalyzed Solvent-Free Synthesis of Pyrroles from 1,4-Diols and Primary Amines". supporting information. p. 70 - 74. Retrieved 2019/01/11.
• 2、 Audubert, Clément,Bouchard, Alexanne,Mathieu, Gary,Lebel, Hélène. "Chemoselective Synthesis of Amines from Ammonium Hydroxide and Hydroxylamine in Continuous Flow". . p. 14203 - 14209. Retrieved 2019/01/21.