2,3-Dimethylindole

Base Information

• Chemical Name: 2,3-Dimethylindole
• CAS No.: 91-55-4
• Molecular Formula: C10H11N
• Molecular Weight: 145.204
• Hs Code.: 2933.99
• European Community (EC) Number: 202-076-2
• NSC Number: 24936
• UNII: TFW7O9HWZK
• DSSTox Substance ID: DTXSID6059027
• Nikkaji Number: J45.614D
• Wikidata: Q27289944
• ChEMBL ID: CHEMBL3252119
• Mol file: 91-55-4.mol

Synonyms:2,3-dimethylindole

Chemical Property of 2,3-Dimethylindole

Chemical Property:

• Appearance/Colour: White to yellow powder
• Vapor Pressure: 0.434mmHg at 25°C
• Melting Point: 105-107 °C(lit.)
• Refractive Index: 1.578
• Boiling Point: 283.4 °C at 760 mmHg
• PKA: 17.87±0.30(Predicted)
• Flash Point: 120.8 °C
• PSA: 15.79000
• Density: 1.08 g/cm³
• LogP: 2.78470
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.8
• 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:

99% ^*data from raw suppliers

2,3-Dimethylindole >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Indoles
• Canonical SMILES: CC1=C(NC2=CC=CC=C12)C
• Uses: 2,3-Dimethylindole has been used to study the mechanism of oxidation of 2,3-dimethylindole by peroxodisulphate and peroxomonosulphate anions to 2-methylindole-2-carbaldehyde. It has been used to study the behaviour of methylindoles in the agilent multimode ion source by atmospheric pressure chemical ionization mass spectrometry.

Technology Process of 2,3-Dimethylindole

There total 154 articles about 2,3-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: 98.0%

aniline (62-53-3) + 2.3-butanediol (513-85-9) → 2,3-dimethylindole (91-55-4)

Guidance literature:

With toluene-4-sulfonic acid; In neat (no solvent); at 175 ℃; for 15h; Reagent/catalyst;

DOI:10.1016/j.tetlet.2021.153270

Reference yield: 97.0%

1-(1-methyl-propenyl)-2-nitro-benzene (60249-96-9) → 2,3-dimethylindole (91-55-4)

Guidance literature:

With carbon monoxide; triphenylphosphine; palladium diacetate; In acetonitrile; for 21.5h; under 3040 Torr; Heating;

DOI:10.1021/jo970516+

Reference yield: 97.0%

2-methyl-1H-indole (95-20-5) + C17H19NO2 → 2,3-dimethylindole (91-55-4)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine; In toluene; at 110 ℃; for 16h; Reagent/catalyst;

DOI:10.1021/acscatal.0c01141

upstream raw materials:

2-methyl-1H-indole

2,3-dimethyl-2,3-dihydro-1H-indole

3-acetyl-2-methylindole

sodium methylate

Downstream raw materials:

2,3-dimethyl-3-methoxyindolenine

2-ethyl-3-methylindole

1-<(3-methyl-2-indolyl)methyl>-4-phenylurazole

1-(2,3-dimethyl-3H-indol-3-yl)-4-phenylurazole

Refernces

• 1、 Baeva, Larisa А.,Fatykhov, Akhnef А.,Gataullin, Rail R.,Nugumanov, Radik M.. "α-Substituted β-mercapto ketone based synthesis of 3-alkyl-3-[(alkylsulfanyl)methyl]-2-methyl-3H-indoles". . p. 543 - 547. Retrieved 2021.
• 2、 Kirby. "-". . p. 528. Retrieved 1945.
• 3、 Hughes-Whiffing, Christopher A.,Perry, Alexis. "One-pot, three-component Fischer indolisation-N-alkylation for rapid synthesis of 1,2,3-trisubstituted indoles". supporting information. p. 627 - 634. Retrieved 2021/02/06.
• 4、 Charvieux, Aubin,Hammoud, Abdul Aziz,Duclos, Marie-Christine,Duguet, Nicolas,Métay, Estelle. "Synthesis of indoles through acceptorless dehydrogenative coupling catalyzed by nickel on silica-alumina". . . Retrieved 2021/07/25.