1-Methyl-2-phenylindole

Base Information

• Chemical Name: 1-Methyl-2-phenylindole
• CAS No.: 3558-24-5
• Molecular Formula: C15H13N
• Molecular Weight: 207.275
• Hs Code.: 29339900
• European Community (EC) Number: 222-618-1
• NSC Number: 63793
• UNII: IE3UB978IA
• DSSTox Substance ID: DTXSID5063073
• Nikkaji Number: J151.179C
• Wikidata: Q72494895
• ChEMBL ID: CHEMBL1545735
• Mol file: 3558-24-5.mol

Synonyms:1-methyl-2-phenylindole

Chemical Property of 1-Methyl-2-phenylindole

Chemical Property:

• Appearance/Colour: white to light green-tan crystals or crystal powder
• Vapor Pressure: 1.17E-05mmHg at 25°C
• Melting Point: 98-100 °C(lit.)
• Refractive Index: 1.599
• Boiling Point: 380.8 °C at 760 mmHg
• Flash Point: 184.1 °C
• PSA: 4.93000
• Density: 1.04 g/cm³
• LogP: 3.84530
• Storage Temp.: 2-8°C
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• 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

1-Methyl-2-phenylindole >99.0%(N) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=CC=CC=C2C=C1C3=CC=CC=C3
• General Description: 1-Methyl-2-phenylindole is a substituted indole derivative that can be synthesized through reactions such as the trans-aminoboration of internal alkynes or the demethylation of N,N-dimethylaniline in the presence of hydrobromic acid. It serves as a structural motif in organoboron compounds and can be further functionalized for various applications. Additionally, it has been identified as a product in reactions involving phenacyltriphenylarsonium bromide and N-methylaniline.

Technology Process of 1-Methyl-2-phenylindole

There total 159 articles about 1-Methyl-2-phenylindole 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%

N-methyl-2-(2-phenylethynyl)aniline (170956-92-0) → 1-methyl-2-phenyl-1H-indole (3558-24-5)

Guidance literature:

With chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I); silver trifluoromethanesulfonate; In 1,2-dichloro-ethane; at 20 ℃; for 0.0166667h; Catalytic behavior; Sealed tube;

DOI:10.1021/acs.orglett.5b00550

Reference yield: 99.0%

N-methyl-2-phenylindoline (20878-31-3,65053-50-1,65053-51-2) → 1-methyl-2-phenyl-1H-indole (3558-24-5)

Guidance literature:

With ferrocene; tris(pentafluorophenyl)borate; In toluene; at 120 ℃; for 16.5h; under 75.0075 Torr; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1002/anie.201606426

Reference yield: 98.0%

1-methylindole (603-76-9) + diphenyliodonium tetrafluoroborate → 1-methyl-2-phenyl-1H-indole (3558-24-5)

Guidance literature:

With Pd₂[(C₆H₄)PPh₂]₂[CF₃C(O)CHC(O)CF₃]₂; In acetic acid; at 24.84 ℃; for 30h; Reagent/catalyst; Time; Solvent; Inert atmosphere; Schlenk technique;

DOI:10.1021/om300400k

upstream raw materials:

methyl bromide

2-phenyl-indole

N-methyl-3-phenylindole

(E)-3-Ureido-but-2-enoic acid ethyl ester

Downstream raw materials:

3-(1-methyl-2-phenyl-indol-3-yl)-propionic acid

bis(1-methyl-2-phenyl-1H-indol-3-yl)methane

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

1-[(1-methyl-2-phenyl-indol-3-yl)-oxoacetyl]-piperidine