5-phenyl-1H-indole

Base Information

• Chemical Name: 5-phenyl-1H-indole
• CAS No.: 66616-72-6
• Molecular Formula: C14H11N
• Molecular Weight: 193.248
• Hs Code.: 2933990090
• European Community (EC) Number: 809-484-5
• ChEMBL ID: CHEMBL1513893
• DSSTox Substance ID: DTXSID50466490
• Nikkaji Number: J1.463.776A
• Wikidata: Q82293062
• Mol file: 66616-72-6.mol

Synonyms:5-phenyl-1H-indole;66616-72-6;5-phenylindole;MFCD06801971;5-Phenyl Indole;5-Phenyl-1H-indole;MLS002206284;SCHEMBL446619;CHEMBL1513893;DTXSID50466490;LPYXADUZSWBHCT-UHFFFAOYSA-N;HMS2210M15;HMS3343O03;AKOS000124971;AC-18714;BS-17889;SMR001295103;BB 0222962;EN300-35207;F18032;A867420;Z330917140

Chemical Property of 5-phenyl-1H-indole

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 69.4-70.4 °C
• Boiling Point: 392.547oC at 760 mmHg
• PKA: 16.85±0.30(Predicted)
• Flash Point: 176.574oC
• PSA: 15.79000
• Density: 1.156g/cm3
• LogP: 3.83490
• Storage Temp.: 2-8°C
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 193.089149355
• Heavy Atom Count: 15
• Complexity: 207

Purity/Quality:

99.3% ^*data from raw suppliers

5-Phenyl-1H-indole 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC3=C(C=C2)NC=C3

Technology Process of 5-phenyl-1H-indole

There total 30 articles about 5-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%

5-bromo-1H-indole (10075-50-0) + potassium phenyltrifluoborate → 5-phenyl-1H-indole (66616-72-6)

Guidance literature:

With palladium diacetate; sodium carbonate; In ethanol; water; at 80 ℃; for 4h;

DOI:10.1002/aoc.4831

Reference yield: 98.0%

5-bromo-1H-indole (10075-50-0) + phenylboronic acid (98-80-6) → 5-phenyl-1H-indole (66616-72-6)

Guidance literature:

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; at 65 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.5b01024

Reference yield: 98.0%

5-bromo-1H-indole (10075-50-0) + phenylzinc iodide-lithium chloride complex → 5-phenyl-1H-indole (66616-72-6)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; In tetrahydrofuran; at 25 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jo8015852

upstream raw materials:

bromobenzene

5-(trimethylstannyl)indole

1H-indole-5-boronic acid

ethyl vinyl ether

Downstream raw materials:

5-phenyl-2,3-dihydroindole

1,2-di(5-phenyl-1-indolyl)benzene

C₂₉H₂₂N₂O₆

C₃₀H₂₄N₂O₆

Refernces

• 1、 Patil, Rupesh C.,Jagdale, Ashutosh A.,Patil, Uttam P.,Ghodake, Jeevan S.,Mali, Sawanta S.,Hong, Chang K.,Patil, Suresh S.. "Agro-Waste Generated Pd/CAP-Ash Catalyzed Ligand-Free Approach for Suzuki–Miyaura Coupling Reaction". supporting information. p. 3617 - 3631. Retrieved 2021/04/02.
• 2、 Nandhini, Sundar,Dharani, Sivadasan,Elamathi, Chennakrishnan,Dallemer, Frederic,Prabhakaran, Rathinasabapathi. "Synthesis of tetranuclear complex of Pd(II) with thiosemicarbazone ligands derived from 2-quinolone and its catalytic evaluation in Suzuki–Miyaura-type coupling reactions and alkoxylation of chloroquinolines". . . Retrieved 2021/09/06.