1-Ethyl-2-phenyl-1H-indole

Base Information

• Chemical Name: 1-Ethyl-2-phenyl-1H-indole
• CAS No.: 13228-39-2
• Molecular Formula: C16H15N
• Molecular Weight: 221.302
• Hs Code.: 2933990090
• European Community (EC) Number: 236-199-8
• UNII: 2Q4U5R8QBV
• DSSTox Substance ID: DTXSID70157459
• Nikkaji Number: J150.226C
• Wikidata: Q72476690
• Mol file: 13228-39-2.mol

Synonyms:1-Ethyl-2-phenylindole;1-Ethyl-2-phenyl-1H-indole;13228-39-2;N-Ethyl-2-phenylindole;1H-Indole, 1-ethyl-2-phenyl-;2Q4U5R8QBV;EINECS 236-199-8;2-phenyl-1-ethylindole;n-ethyl 2-phenyl indole;UNII-2Q4U5R8QBV;SCHEMBL1171837;DTXSID70157459;AMY22330;MFCD00031481;AKOS001387783;NCGC00334332-01;AC-19068;AS-59427;CS-0206612;E0331;FT-0636848;EN300-20784;D95244;E-8400;AB00776752-01;AB00776752-03;Z104482460

Chemical Property of 1-Ethyl-2-phenyl-1H-indole

Chemical Property:

• Appearance/Colour: yellow crystalline powder
• Vapor Pressure: 5.91E-06mmHg at 25°C
• Melting Point: 85-86 °C
• Refractive Index: 1.59
• Boiling Point: 390.6 °C at 760 mmHg
• Flash Point: 190 °C
• PSA: 4.93000
• Density: 1.03 g/cm³
• LogP: 4.32820
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 221.120449483
• Heavy Atom Count: 17
• Complexity: 244

Purity/Quality:

98%, ^*data from raw suppliers

1-Ethyl-2-phenylindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN1C2=CC=CC=C2C=C1C3=CC=CC=C3

Technology Process of 1-Ethyl-2-phenyl-1H-indole

There total 18 articles about 1-Ethyl-2-phenyl-1H-indole 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: 72.0%

2-(ethyl(phenyl)amino)-1-phenylethan-1-one (32119-56-5) → 1-ethyl-2-phenyl-1H-indole (13228-39-2) + 1-ethyl-3-phenyl-1H-indole (36648-40-5)

Guidance literature:

With aluminium trichloride; at 180 ℃; other catalysts (HCl, ZnCl₂);

Reference yield: 71.0%

N-Ethylindole (10604-59-8) + bromobenzene (108-86-1,52753-63-6) → 1-ethyl-2-phenyl-1H-indole (13228-39-2)

Guidance literature:

With 6-ethoxy-[1,1'-biphenyl]-2-carboxylic acid; palladium diacetate; potassium carbonate; tricyclohexylphosphine tetrafluoroborate; In N,N-dimethyl acetamide; at 100 ℃; for 12h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.8b00417

Reference yield: 68.0%

iodobenzene (591-50-4) + C52H72MgN8Na2 → 1-ethyl-2-phenyl-1H-indole (13228-39-2)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; for 16h; Reflux; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejic.201701317

upstream raw materials:

2-phenyl-indole

benzoic acid-(N-ethyl-o-toluidide)

1-ethyl-1-phenylhydrazine

acetophenone

Downstream raw materials:

(1-ethyl-2-phenyl-indol-3-yl)-glyoxylic acid dimethylamide

1-ethyl-2-phenyl-3-phenylazo-indole

1-ethyl-3-nitroso-2-phenyl-1H-indole

1,3-diethyl-2-phenylindole

Refernces

• 1、 Jin, Weiwei,Liu, Chenjiang,Liu, Tianxiang,Sun, Yajun,Wang, Bin,Wang, Rui,Xia, Yu,Zhang, Yonghong. "In Situ Preparation of Palladium Nanoparticles for C-2 Selective Arylation of Indoles in Agro-Waste Extract Based Mixed Solvents". supporting information. p. 2470 - 2473. Retrieved 2021/06/25.
• 2、 Pi, Jing-Jing,Lu, Xiao-Yu,Liu, Jing-Hui,Lu, Xi,Xiao, Bin,Fu, Yao,Guimond, Nicolas. "Exploration of Biaryl Carboxylic Acids as Proton Shuttles for the Selective Functionalization of Indole C-H Bonds". . p. 5791 - 5800. Retrieved 2018/05/14.