2,3-Diphenyl-1H-indole

Base Information

• Chemical Name: 2,3-Diphenyl-1H-indole
• CAS No.: 3469-20-3
• Molecular Formula: C20H15N
• Molecular Weight: 269.346
• European Community (EC) Number: 222-432-0
• NSC Number: 17363
• DSSTox Substance ID: DTXSID50188241
• Nikkaji Number: J216.138I
• Wikidata: Q72473259
• ChEMBL ID: CHEMBL200719
• Mol file: 3469-20-3.mol

Synonyms:2,3-Diphenyl-1H-indole;2,3-Diphenylindole;3469-20-3;1H-Indole, 2,3-diphenyl-;Indole, 2,3-diphenyl-;CHEMBL200719;EINECS 222-432-0;NSC17363;2,3-Diphenylindol;Indole,3-diphenyl-;Cyto5A2;1H-Indole,3-diphenyl-;D0P7PK;Oprea1_738570;2,3-Diphenyl-1H-indole #;SCHEMBL3864662;DTXSID50188241;BDBM50175411;CCG-46312;MFCD00022698;NSC 17363;NSC-17363;STK080838;AKOS001022174;7J-655S;CS-0156476;D5741;EU-0067569;FT-0609736;A20510;EN300-6494197;SR-01000395388;SR-01000395388-1;SR-01000395388-2;Z56754675;F1021-0578

Chemical Property of 2,3-Diphenyl-1H-indole

Chemical Property:

• Vapor Pressure: 6.68E-08mmHg at 25°C
• Melting Point: 124-126℃
• Refractive Index: 1.678
• Boiling Point: 451.1 °C at 760 mmHg
• PKA: 16.54±0.30(Predicted)
• Flash Point: 198.8 °C
• PSA: 15.79000
• Density: 1.158 g/cm³
• LogP: 5.50190
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 269.120449483
• Heavy Atom Count: 21
• Complexity: 327

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,3-Diphenylindole ^*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=C(NC3=CC=CC=C32)C4=CC=CC=C4

Technology Process of 2,3-Diphenyl-1H-indole

There total 235 articles about 2,3-Diphenyl-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: 98.0%

N-(2-benzoylphenyl)benzamide (29670-64-2) → 2,3-diphenyl-1H-indole (3469-20-3)

Guidance literature:

With titanium(III) chloride; zinc; In 1,2-dimethoxyethane; for 1.5h; Heating;

DOI:10.1021/jo00097a024

Reference yield: 98.0%

2-iodophenylamine (615-43-0) + diphenyl acetylene (501-65-5) → 2,3-diphenyl-1H-indole (3469-20-3)

Guidance literature:

With lithium hydroxide monohydrate; C₂₄H₂₃N₃O₃PdS; In N,N-dimethyl-formamide; at 130 ℃; for 20h; Reagent/catalyst; Solvent; Temperature; Time; Concentration; regioselective reaction;

DOI:10.1016/j.jorganchem.2013.05.049

Reference yield: 97.0%

1-(2,3-diphenyl-1H-indol-1-yl)ethan-1-one (1239-56-1) → 2,3-diphenyl-1H-indole (3469-20-3)

Guidance literature:

With methanol; potassium hydroxide; In dichloromethane; at 25 ℃; for 1h;

DOI:10.1021/ja806955s

upstream raw materials:

phenyl benzyl ketone

phenylhydrazine hydrochloride

3,4-diphenyl-5,6,7,8-tetrahydro-cinnoline

α-anilino-deoxybenzoin-phenylimine

Downstream raw materials:

N-carbamoyl-2,3-diphenylindole

2,3-diphenylindole-1-carboxaldehyde

1-methyl-2,3-diphenyl-1H-indole

13H-13-aza-indeno[1,2-l]phenanthrene

Refernces

• 1、 Cacchi, Sandro,Fabrizi, Giancarlo,Goggiamani, Antonella. "2,3-Disubstituted indoles through the palladium-catalyzed reaction of aryl chlorides with o-alkynyltrifluoroacetanilides". . p. 1301 - 1305. Retrieved 2006.
• 2、 Ackermann, Lutz,Sandmann, René,Villar, Amparo,Kaspar, Ludwig T.. "Annulation of internal alkynes through a hydroamination/aza-Heck reaction sequence for the regioselective synthesis of indoles". . p. 769 - 777. Retrieved 2008.
• 3、 Westernacher,Kisch. "Transition Metal Complexes of Diazenes XXXVI [1a]: Formation of Indoles from Azobenzene and Diphenylacetylene through Supported Aqueous Phase Catalysis by Rhodium(I) Complexes". . p. 469 - 473. Retrieved 1996.
• 4、 Garn, Dieter,Knoch, Falk,Kisch, Horst. "Uebergangsmetallkomplexe von Diazenen. XXXI. Orthometallierte Diazenkomplexe von Molybdaen, Eisen und Ruthenium: Struktur und Umsetzung zu 2,3-Diphenylindol". . p. 155 - 164. Retrieved 1993.
• 5、 Ghorai, Jayanta,Ramachandran, Kuppan,Anbarasan, Pazhamalai. "Rhodium-Catalyzed Annulation of N-Acetoxyacetanilide with Substituted Alkynes: Conversion of Nitroarenes to Substituted Indoles". . p. 14812 - 14825. Retrieved 2021/10/25.
• 6、 Yuan, Xin,Cui, Yu-Sheng,Zhang, Xin-Peng,Qin, Long-Zhou,Sun, Qi,Duan, Xiu,Chen, Lin,Li, Guigen,Qiu, Jiang-Kai,Guo, Kai. "Electrochemical Tri- and Difluoromethylation-Triggered Cyclization Accompanied by the Oxidative Cleavage of Indole Derivatives". supporting information. p. 6522 - 6528. Retrieved 2021/03/16.