1,3-Dimethylindole

Base Information

• Chemical Name: 1,3-Dimethylindole
• CAS No.: 875-30-9
• Molecular Formula: C10H11 N
• Molecular Weight: 145.204
• Hs Code.: 2933990090
• European Community (EC) Number: 212-872-1
• NSC Number: 6231
• UNII: NT347J42P8
• DSSTox Substance ID: DTXSID80236360
• Nikkaji Number: J45.618G
• Wikidata: Q27285040
• Mol file: 875-30-9.mol

Synonyms:1,3-Dimethylindole;1,3-Dimethyl-1H-indole;875-30-9;Indole, 1,3-dimethyl-;1H-Indole, 1,3-dimethyl-;UNII-NT347J42P8;NT347J42P8;NSC 6231;NSC-6231;EINECS 212-872-1;N-Methylscatole;1-Methylskatole;NSC6231;1,3-dimethyl-1h indole;1,3-Dimethyl-1H-indole #;SCHEMBL146530;AKOS BC-1858;DTXSID80236360;MFCD00030239;AKOS004118415;AS-56995;CS-0147139;D70578;Q27285040

Chemical Property of 1,3-Dimethylindole

Chemical Property:

• Vapor Pressure: 0.0204mmHg at 25°C
• Melting Point: 142°C
• Refractive Index: 1.5000 (estimate)
• Boiling Point: 260°C at 760 mmHg
• Flash Point: 111°C
• PSA: 4.93000
• Density: 0.99g/cm³
• LogP: 2.48670
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 145.089149355
• Heavy Atom Count: 11
• Complexity: 144

Purity/Quality:

98% ^*data from raw suppliers

1,3-Dimethyl-1H-indole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN(C2=CC=CC=C12)C

Technology Process of 1,3-Dimethylindole

There total 91 articles about 1,3-Dimethylindole 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%

3-Methylindole (83-34-1) + methyl iodide (74-88-4) → 1,3-dimethylindole (875-30-9)

Guidance literature:

3-Methylindole; With sodium hydride; In tetrahydrofuran; oil; at 0 ℃; for 1.08333h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; oil; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1039/c0cc05033d

Reference yield: 97.0%

2,3-dihydro-1,3-dimethylindole (39891-78-6,287933-37-3) → 1,3-dimethylindole (875-30-9)

Guidance literature:

With ferrocene; tris(pentafluorophenyl)borate; In toluene; at 120 ℃; for 14.5h; under 75.0075 Torr; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1002/anie.201606426

Reference yield: 93.0%

propan-1-ol (71-23-8) + 1-Methyl-1-phenylhydrazine (618-40-6) → 1,3-dimethylindole (875-30-9)

Guidance literature:

With but-2-enenitrile; dodecacarbonyl-triangulo-triruthenium; 2,2'-bis(diphenylphosphino)biphenyl; zinc(II) chloride; In tert-Amyl alcohol; at 130 ℃; for 3h; Inert atmosphere; Microwave irradiation;

DOI:10.1021/ol3030956

upstream raw materials:

1,3-dimethylindolin-2-one

1-methyl-1H-indole-3-acetonitrile

2-(1-methyl-1H-indol-3-yl)acetic acid

1,3-dimethyl-indole-2-carboxylic acid

Downstream raw materials:

1-(1-hydroxy-1,4,8b-trimethyl-1,2,3,3a,4,8b-hexahydro-cyclopent[b]indol-3-yl)-ethanone

1-[methyl(phenyl)amino]propan-2-one

1,4,9-trimethyl-9H-carbazole

Refernces

• 1、 Gu, Xiaoting,Liang, Taoyuan,Wei, Wanxing,Zhang, Xiaoxiang,Zhang, Yingying,Zhang, Zhuan. "Synthesis of 3-halogenated 2,3′-biindoles by a copper-mediated 2,3-difunctionalization of indoles". supporting information. p. 10403 - 10407. Retrieved 2021/12/17.
• 2、 -. "Preparation method of nitrogen-alkyl (deuterated alkyl) aromatic heterocycle and alkyl (deuterated alkyl) aryl ether compound". Paragraph 0048-0050. . Retrieved 2021/04/03.