5-Methyl-2-phenyl-1H-indole

Base Information

• Chemical Name: 5-Methyl-2-phenyl-1H-indole
• CAS No.: 13228-36-9
• Molecular Formula: C15H13N
• Molecular Weight: 207.275
• Hs Code.: 2933990090
• European Community (EC) Number: 634-349-0
• NSC Number: 101085
• DSSTox Substance ID: DTXSID9074692
• Nikkaji Number: J101.735G
• Wikidata: Q82002939
• Mol file: 13228-36-9.mol

Synonyms:5-Methyl-2-phenyl-1H-indole;5-Methyl-2-phenylindole;13228-36-9;2-Phenyl-5-methylindole;1H-Indole, 5-methyl-2-phenyl-;Indole, 5-methyl-2-phenyl-;NSC101085;SCHEMBL2362656;DTXSID9074692;5-Methyl-2-phenyl-1H-indole #;MFCD00022700;STK752226;AKOS001723020;NSC 101085;NSC-101085;NCGC00322551-01;LS-83272;CS-0318607;EU-0051172;FT-0636847;6-Benzyl-6,7-dihydro-5H-pyrrolo3,4-bpyridine;AB01317992-02;A806409;SR-01000512325;SR-01000512325-1

Chemical Property of 5-Methyl-2-phenyl-1H-indole

Chemical Property:

• Vapor Pressure: 2.25E-06mmHg at 25°C
• Melting Point: 214-215 °C
• Refractive Index: 1.662
• Boiling Point: 404.2 °C at 760 mmHg
• PKA: 16.97±0.30(Predicted)
• Flash Point: 180.7 °C
• PSA: 15.79000
• Density: 1.129 g/cm³
• LogP: 4.14330
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 207.104799419
• Heavy Atom Count: 16
• Complexity: 232

Purity/Quality:

99%, ^*data from raw suppliers

5-Methyl-2-phenylindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)NC(=C2)C3=CC=CC=C3

Technology Process of 5-Methyl-2-phenyl-1H-indole

There total 100 articles about 5-Methyl-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: 99.0%

4-methyl-2-(phenylethynyl)aniline (13141-44-1) → 5-methyl-2-phenyl-1H-indole (13228-36-9)

Guidance literature:

With gold(III) chloride; In ethanol; at 70 ℃; for 5h;

DOI:10.1016/j.tetlet.2008.10.013

Reference yield: 99.0%

1-tert-butyl-5-methyl-2-phenyl-1H-indole (1131890-84-0) → 5-methyl-2-phenyl-1H-indole (13228-36-9)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 80 ℃; for 0.166667h; Microwave irradiation; Inert atmosphere;

Reference yield: 98.0%

C15H14ClN → 5-methyl-2-phenyl-1H-indole (13228-36-9)

Guidance literature:

With palladium diacetate; cesium fluoride; Tri(p-tolyl)phosphine; In tetrahydrofuran; at 65 ℃; for 4h; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.201801607

upstream raw materials:

N-phenacyl-p-toluidine

p-toluidine

2-anilinoacetophenone

4-methylaniline hydrobromide

Downstream raw materials:

5-methyl-2-phenyl-indol-3-one

2-(5-methyl-2-phenyl)indole

5-methyl-1-nitroso-2-phenylindoline

5-methyl-2-phenyl-N-(propan-2-ylidene)indolin-1-amine

Refernces

• 1、 Pal, Manojit,Subramanian, Venkataraman,Batchu, Venkateswara Rao,Dager, Indu. "Synthesis of 2-substituted indoles via Pd/C-catalyzed reaction in water". . p. 1965 - 1969. Retrieved 2004.
• 2、 Junjappa. "-". . p. 798. Retrieved 1975.
• 3、 Moncea, Oana,Poinsot, Didier,Fokin, Andrey A.,Schreiner, Peter R.,Hierso, Jean-Cyrille. "Palladium-Catalyzed C2?H Arylation of Unprotected (N?H)-Indoles “On Water” Using Primary Diamantyl Phosphine Oxides as a Class of Primary Phosphine Oxide Ligands". . p. 2915 - 2922. Retrieved 2018.
• 4、 Pradhan, Sajan,Shahi, Chandan Kumar,Bhattacharyya, Aditya,Ghorai, Manas K.. "Stereoselective synthesis of 3-spiropiperidino indolenines via SN2-type ring opening of activated aziridines with 1H-indoles/Pd-catalyzed spirocyclization with propargyl carbonates". . p. 8583 - 8586. Retrieved 2018.
• 5、 Delgado, Francisco,Gutiérrez, Rsuini U.,Hernández-Montes, Mayra,Mendieta-Moctezuma, Aarón,Tamariz, Joaquín. "Regioselective mercury(I)/palladium(II)-catalyzed single-step approach for the synthesis of imines and 2-substituted indoles". . . Retrieved 2021/07/21.
• 6、 Chen, De,Cheng, Chaozhihui,Deng, Wei,Guan, Wenjian,Liu, Yuxuan,Luo, Yongyue,Xiang, Jiannan,Zhang, Jiajia. "Aniline-initiated and Br?nsted acid-catalyzed one-pot reaction toward 2-aryl-3-sulfenylindoles by using α-aminocarbonyl compounds and primary amines with RSSR". . . Retrieved 2020/12/01.