2,5-Dimethyl-1H-indole

Base Information

• Chemical Name: 2,5-Dimethyl-1H-indole
• CAS No.: 1196-79-8
• Molecular Formula: C10H11N
• Molecular Weight: 145.204
• Hs Code.: 29339900
• European Community (EC) Number: 214-816-1
• UNII: ETU94V283M
• DSSTox Substance ID: DTXSID30152521
• Nikkaji Number: J45.615B
• Wikidata: Q27277366
• Mol file: 1196-79-8.mol

Synonyms:2,5-Dimethyl-1H-indole;2,5-Dimethylindole;1196-79-8;1H-Indole, 2,5-dimethyl-;Indole, 2,5-dimethyl-;UNII-ETU94V283M;ETU94V283M;EINECS 214-816-1;2,5-dimethylindole,97%;2,5-dimethyl indole;SCHEMBL75581;2,5-Dimethylindole, 97%;2,5-Dimethyl-1H-indole #;BIDD:GT0299;DTXSID30152521;2 pound not5-Dimethyl-1H-indole;MFCD00005621;STK502087;AKOS005171720;CS-W007733;PS-5403;SB14998;AC-24550;AM20060924;D3698;FT-0630020;J-507367;Q27277366

Chemical Property of 2,5-Dimethyl-1H-indole

Chemical Property:

• Appearance/Colour: Yellow crystals
• Vapor Pressure: 0.00603mmHg at 25°C
• Melting Point: 112-113
• Refractive Index: 1.635
• Boiling Point: 281.5°Cat760mmHg
• PKA: 17.75±0.30(Predicted)
• Flash Point: 119.7°C
• PSA: 15.79000
• Density: 1.08g/cm³
• LogP: 2.78470
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: soluble in Methanol
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 145.089149355
• Heavy Atom Count: 11
• Complexity: 144

Purity/Quality:

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

2,5-Dimethyl-1H-indole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)NC(=C2)C
• Description: 2, 5-Dimethylindole is a kind of carbazole-system derived indole compound, which is valuable in the manufacturing of perfume. It is also a useful chemical intermediate. It is usually used as reactant in the following reaction: stereoselective synthesis of indolines via palladium-catalyzed asymmetric hydrogenation of unprotected indoles; stereoselective preparation of substituted indoles via rhodium-catalyzed enantioselective coupling reaction of indoles with diazo compounds; enantioselective synthesis of fluorene derivatives via Friedel-Crafts reactions; preparation of bis-indolyldihydroxybenzoquinones by addition indoles to dichlorobenzoquinone promoted by Bronsted acid; Reaction with hydroxypyrazolines.
• Uses: Reactant in stereoselective preparation of substituted indoles via rhodium-catalyzed enantioselective coupling reaction of indoles with diazo compoundsReactant in stereoselective synthesis of indolines via palladium-catalyzed asymmetric hydrogenation of unprotected indolesReactant in enantioselective synthesis of fluorene derivatives via Friedel-Crafts reactionsReactant in preparation of bis-indolyldihydroxybenzoquinones by addition indoles to dichlorobenzoquinone promoted by Bronsted acidReactant in reaction with hydroxypyrazolines

Technology Process of 2,5-Dimethyl-1H-indole

There total 23 articles about 2,5-Dimethyl-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%

C11H11NO2 (889943-11-7) → 2,5-Dimethyl-1H-indole (1196-79-8)

Guidance literature:

In acetonitrile; at 140 ℃; Schlenk technique;

DOI:10.1080/00397911.2019.1703137

Reference yield: 82.0%

2-bromoprop-1-ene (557-93-7) + 2-bromo-p-toluidine (583-68-6) → 2,5-Dimethyl-1H-indole (1196-79-8)

Guidance literature:

With sodium t-butanolate; Pd PEPPSI-IPr; In toluene; at 215 ℃; under 3878.71 Torr; microwave irradiation;

DOI:10.1002/chem.200701588

Reference yield: 80.0%

C15H14F3NO4 → 2,5-Dimethyl-1H-indole (1196-79-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; formic acid; triethylamine; In acetonitrile; at 80 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2007.07.213

upstream raw materials:

acetone 4-methylphenylhydrazone

N-(2,4-dimethylphenyl)acetamide

sodium ethanolate

2-p-toluidino-propionaldehyde diethylacetal

Downstream raw materials:

2-propyl-4-methylphenol

2-[(2,5-dimethyl-3-indolyl)carbonyl]benzoic acid

(2,5-dimethyl-1H-indol-3-yl)(p-tolyl)methanone

2,5-dichloro-3-(2,5-dimethyl-1H-indol-3-yl)[1,4]benzoquinone

Refernces

• 1、 Chen, Siwei,Cai, Min,Huang, Junru,Yao, Hequan,Lin, Aijun. "Cobalt-Catalyzed Dearomatization of Indoles via Transfer Hydrogenation to Afford Polycyclic Indolines". supporting information. p. 2212 - 2216. Retrieved 2021/04/05.
• 2、 -. "Method for preparing indole and derivatives thereof". Paragraph 0061-0064; 0066. . Retrieved 2017/08/24.