2-tert-Butyl-1H-indole

Base Information

• Chemical Name: 2-tert-Butyl-1H-indole
• CAS No.: 1805-65-8
• Molecular Formula: C12H15N
• Molecular Weight: 173.258
• Hs Code.: 2933990090
• European Community (EC) Number: 672-885-7
• DSSTox Substance ID: DTXSID30344060
• Nikkaji Number: J46.764B
• Wikidata: Q63395702
• Mol file: 1805-65-8.mol

Synonyms:2-tert-Butyl-1H-indole;1805-65-8;2-(tert-butyl)-1h-indole;1H-Indole, 2-(1,1-dimethylethyl)-;2-tert-Butylindole;Indole, 2-tert-butyl-;2-t-butylindole;2-tert-Butyl indole;2-(tert-butyl)indole;EC-000.1717;2-tert-Butyl-1H-indole #;SCHEMBL399327;WVPGIDWFLXGCLA-UHFFFAOYSA-;DTXSID30344060;BBL021455;MFCD04004060;STK894168;AKOS005071513;CS-0060883;FT-0659605;Y10991;9Z-0804;A812547;J-506610;Q63395702

Chemical Property of 2-tert-Butyl-1H-indole

Chemical Property:

• Vapor Pressure: 0.00285mmHg at 25°C
• Melting Point: 75-76°C
• Refractive Index: 1.59
• Boiling Point: 294.5 °C at 760 mmHg
• PKA: 17.73±0.30(Predicted)
• Flash Point: 122.7 °C
• PSA: 15.79000
• Density: 1.027 g/cm³
• LogP: 3.46540
• Storage Temp.: 2-8°C(protect from light)
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 173.120449483
• Heavy Atom Count: 13
• Complexity: 180

Purity/Quality:

99% ^*data from raw suppliers

2-tert-Butylindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC2=CC=CC=C2N1
• Uses: 2-tert-Butylindole can be used to assess repellent quality of organic materials to repel arthropods.

Technology Process of 2-tert-Butyl-1H-indole

There total 32 articles about 2-tert-Butyl-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: 97.0%

C12H16ClN → 2-tert-butylindole (1805-65-8)

Guidance literature:

With palladium diacetate; cesium fluoride; Tri(p-tolyl)phosphine; In tetrahydrofuran; at 65 ℃; for 4h; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.201801607

Reference yield: 95.0%

2,2-dimethyl-N-(2-methylphenyl)propanamide (61495-04-3) → 2-tert-butylindole (1805-65-8)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃; Inert atmosphere;

Reference yield: 91.0%

1-(3,3-dimethyl-1-butyn-1-yl)-2-nitrobenzene → 2-tert-butylindole (1805-65-8)

Guidance literature:

1-(3,3-dimethyl-1-butyn-1-yl)-2-nitrobenzene; With pyrrolidine; at 80 ℃; for 2h;

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 1h; Further stages.;

DOI:10.3987/com-06-s(k)52

upstream raw materials:

3,3-dimethyl-butan-2-one-phenylhydrazone

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

1-Bromopinacolon

2,2-dimethyl-N-(2-methylphenyl)propanamide

Downstream raw materials:

1,2-di(p-tolyl)diazene

2-tert-butyl-3-p-tolylimino-3H-indole

2,2'-dimethylazobenzene

bis-(4-chloro-phenyl)-diazene

Refernces

• 1、 Chung, Hyunho,Kim, Jeongyun,Gonzalez-Montiel, Gisela A.,Cheong, Paul Ha-Yeon,Lee, Hong Geun. "Modular counter-Fischer?indole synthesis through radical-enolate coupling". supporting information. p. 1096 - 1102. Retrieved 2021/01/26.
• 2、 Burtoloso, Antonio C. B.,Caiuby, Clarice A. D.,De Jesus, Matheus P.. "α-Imino Iridium Carbenes from Imidoyl Sulfoxonium Ylides: Application in the One-Step Synthesis of Indoles". . p. 7433 - 7445. Retrieved 2020/06/27.