1,2-Dimethylindole

Base Information

• Chemical Name: 1,2-Dimethylindole
• CAS No.: 875-79-6
• Molecular Formula: C10H11N
• Molecular Weight: 145.204
• Hs Code.: 2933.99
• European Community (EC) Number: 212-877-9
• NSC Number: 62087
• UNII: H373TS720O
• DSSTox Substance ID: DTXSID00236367
• Nikkaji Number: J26.025H
• Wikidata: Q27279585
• ChEMBL ID: CHEMBL3252124
• Mol file: 875-79-6.mol

Synonyms:1,2-DIMETHYLINDOLE;875-79-6;1,2-Dimethyl-1H-indole;N-Methyl-2-methylindole;1H-Indole, 1,2-dimethyl-;Indole, 1,2-dimethyl-;MFCD00005802;1.2-Dimethylindole;1,2-dimethyl indole;UNII-H373TS720O;H373TS720O;EINECS 212-877-9;NSC 62087;NSC-62087;dimethyl-1H-indole;1H-Indole,2-dimethyl-;1,2-Dimethylindole, 99%;SCHEMBL154592;CHEMBL3252124;BJMUOUXGBFNLSN-UHFFFAOYSA-;DTXSID00236367;NSC62087;STK301478;AKOS003791088;CS-W010998;SB14858;AC-28904;AS-14361;SY004658;D1391;FT-0606420;3-AMINO-2-(3-BROMOBENZYL)PROPIONICACID;D-5348;EN300-136093;A842280;Q27279585

Chemical Property of 1,2-Dimethylindole

Chemical Property:

• Appearance/Colour: off-white powder or crystals
• Vapor Pressure: 0.0198mmHg at 25°C
• Melting Point: 55-58 °C(lit.)
• Refractive Index: 1.561
• Boiling Point: 260.5 °C at 760 mmHg
• Flash Point: 111.3 °C
• PSA: 4.93000
• Density: 0.99 g/cm³
• LogP: 2.48670
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.8
• 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:

99% ^*data from raw suppliers

1,2-Dimethyl-1H-indole ^*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=CC2=CC=CC=C2N1C
• Uses: Building block for preparation of 3-functionalized indoles Building block for preparation carbazoles Building block for preparation of cyanoindoles Reactant for preparation of trifluoromethylindoles Reactant for preparation of potent antihyperlipidemic agents Building block in iso-Nazarov or Nazarov cyclizations Reactant for preparation of GSK-3 inhibitors Building block for preparation of carboxyindoles Reactant for preparation of plant growth promoters Reactant for preparation of tryptophan derivatives. Building block for preparation of 3-functionalized indolesBuilding block for preparation carbazolesBuilding block for preparation of cyanoindolesReactant for preparation of trifluoromethylindolesReactant for preparation of potent antihyperlipidemic agentsBuilding block in iso-Nazarov or Nazarov cyclizationsReactant for preparation of GSK-3? inhibitorsBuilding block for preparation of carboxyindolesReactant for preparation of plant growth promotersReactant for preparation of tryptophan derivatives

Technology Process of 1,2-Dimethylindole

There total 71 articles about 1,2-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: 98.2%

2-methyl-1H-indole (95-20-5) + carbonic acid dimethyl ester (616-38-6) → 1,2-dimethylindole (875-79-6)

Guidance literature:

With tetrabutyl-ammonium chloride; potassium carbonate; In N,N-dimethyl-formamide; at 95 ℃; for 12h;

Reference yield: 98.0%

1,2-dimethylindoline (26216-93-3,174311-38-7) → 1,2-dimethylindole (875-79-6)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; In para-xylene; at 130 ℃; for 20h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.0c01905

Reference yield: 97.0%

2-methyl-1H-indole (95-20-5) + methyl iodide (74-88-4) → 1,2-dimethylindole (875-79-6)

Guidance literature:

2-methyl-1H-indole; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

methyl iodide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 16h;

DOI:10.1021/jm0204035

upstream raw materials:

2-methyl-1H-indole

methyl iodide

1-methylindole

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

Downstream raw materials:

1,2-Dimethyl-3-phthalidyl-indol

1,2-dimethyl-octahydro-indole

1-(1,2-dimethyl-1H-indol-3-yl)ethanone

1,2-dimethyl-3-(phenylthio)-1H-indole

Refernces

• 1、 Hughes, David L.,Zhao, Dalian. "Mechanistic Studies of the Fischer Indole Reaction". . p. 228 - 233. Retrieved 1993.
• 2、 Wang, Miao,So, Chau Ming. "Inverting Conventional Chemoselectivity in the Sonogashira Coupling Reaction of Polyhalogenated Aryl Triflates with TMS-Arylalkynes". supporting information. p. 681 - 685. Retrieved 2022/01/20.
• 3、 -. "Compound used as blue pressure-sensitive dye and preparation method and application thereof". Paragraph 0020. . Retrieved 2021/02/06.