1-PHENYL-1H-INDOLE

Base Information

• Chemical Name: 1-PHENYL-1H-INDOLE
• CAS No.: 16096-33-6
• Molecular Formula: C14H11N
• Molecular Weight: 193.248
• Hs Code.: 2933990090
• Mol file: 16096-33-6.mol

Synonyms:1-Phenylindole;N-Phenylindole;Indole,1-phenyl- (7CI,8CI);1-Phenyl-1H-indole;

Chemical Property of 1-PHENYL-1H-INDOLE

Chemical Property:

• Vapor Pressure: 0.000187mmHg at 25°C
• Melting Point: 60-62℃
• Refractive Index: 1.608
• Boiling Point: 328.618 °C at 760 mmHg
• Flash Point: 152.543 °C
• PSA: 4.93000
• Density: 1.055 g/cm³
• LogP: 3.63050

Purity/Quality:

99.0% ^*data from raw suppliers

1-Phenyl-1H-indole >98.0%(N) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-PHENYL-1H-INDOLE

There total 95 articles about 1-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: 100.0%

indole (120-72-9) + iodobenzene (591-50-4) → 1-phenyl-1H-indole (16096-33-6)

Guidance literature:

With copper(I) bromide; sodium carbonate; In 1-methyl-pyrrolidin-2-one; at 170 ℃; for 6h;

DOI:10.1016/S0014-827X(99)00043-9

Reference yield: 100.0%

indole (120-72-9) + bromobenzene (108-86-1,52753-63-6) → 1-phenyl-1H-indole (16096-33-6)

Guidance literature:

With palladium diacetate; sodium hydroxide; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride; In 1,4-dioxane; at 100 ℃; for 1h;

DOI:10.1021/jo010613+

Reference yield: 96.0%

N-Phenyl-2,3-dihydroindole (25083-11-8) → 1-phenyl-1H-indole (16096-33-6)

Guidance literature:

With aluminum oxide; In N,N-dimethyl-formamide; at 120 ℃; for 5h; Inert atmosphere;

DOI:10.1002/adsc.201300453

upstream raw materials:

1-phenyl-1,3-dihydro-indol-2-one

1-phenylindoline-2-thione

1-phenyl-4,5,6,7-tetrahydro-1H-indole

diphenylamino-N-acetaldehyde

Downstream raw materials:

2-Brom-N-methyl-3-(1-phenyl-2-indolyl)maleinimid

2-Brom-3-(3-brom-1-phenyl-2-indolyl)-N-methylmaleinimid

C₂₆H₃₃NO₂

C₃₁H₃₇NO

Refernces

• 1、 Taywade, Amol,Chavan, Snehal,Ulhe, Avinash,Berad, Baliram. "Unique CuI-pyridine based ligands catalytic systems for N-arylation of indoles and other heterocycles". . p. 1443 - 1453. Retrieved 2018.
• 2、 Amadine, Othmane,Maati, Houda,Abdelouhadi, Karima,Fihri, Aziz,El Kazzouli, Sa?d,Len, Christophe,El Bouari, Abdeslam,Solhy, Abderrahim. "Ceria-supported copper nanoparticles: A highly efficient and recyclable catalyst for N-arylation of indole". . p. 409 - 419. Retrieved 2014.
• 3、 Colacino, Evelina,Villebrun, Laurent,Martinez, Jean,Lamaty, Frédéric. "PEG3400-Cu2O-Cs2CO3: an efficient and recyclable microwave-enhanced catalytic system for ligand-free Ullmann arylation of indole and benzimidazole". . p. 3730 - 3735. Retrieved 2010.
• 4、 Wang, Liang-Neng,Tang, Pan-Ting,Li, Ming,Li, Jia-Wei,Liu, Yue-Jin,Zeng, Ming-Hua. "Double Ligands Enabled Ruthenium Catalyzed ortho-C?H Arylation of Dialkyl Biarylphosphines: Straight and Economic Synthesis of Highly Steric and Electron-Rich Aryl-Substituted Buchwald-Type Phosphines". . p. 2843 - 2849. Retrieved 2021.
• 5、 Khalil, Abdullah,Fihri, Aziz,Jouiad, Mustapha,Hashaikeh, Raed. "Electrospun copper oxide nanoparticles as an efficient heterogeneous catalyst for N-arylation of indole". . p. 5973 - 5975. Retrieved 2014.
• 6、 Zahmatkesh, Saeed,Esmaeilpour, Mohsen,Mollaiy Poli, Azade. "Ligand complex of copper (II) supported on superparamagnetic Fe3O4?SiO2 nanoparticles: an efficient and magnetically separable catalyst for N-arylation of nitrogen-containing heterocycles with aryl halides". . p. 323 - 334. Retrieved 2019.
• 7、 Ghorbani-Vaghei, Ramin,Hemmati, Saba,Hekmati, Malak. "Pd immobilized on modified magnetic Fe3O4 nanoparticles: Magnetically recoverable and reusable Pd nanocatalyst for Suzuki-Miyaura coupling reactions and Ullmann-type N-arylation of indoles". . p. 1157 - 1162. Retrieved 2016.
• 8、 Nie, Zhiwen,Lv, Huifang,Yang, Tonglin,Su, Miaodong,Luo, Weiping,Liu, Qiang,Guo, Cancheng. "Synthesis of Non-Terminal Alkenyl Ethers, Alkenyl Sulfides, and N-Vinylazoles from Arylaldehydes or Diarylketones, DMSO and O, S, N-Nucleophiles". supporting information. p. 1473 - 1480. Retrieved 2022/04/03.
• 9、 Bai, Di-Xiang,Lim, Rachel Sin-Ee,Ng, Hui-Fen,Teo, Yong-Chua. "A ligand-free copper-catalyzed strategy to the N-arylation of indazole using aryl bromides". supporting information. p. 1398 - 1405. Retrieved 2021/03/08.