7556-35-6

Basic information

• Product Name: 4-METHOXY-1-METHYLINDOLE
• Synonyms: 4-METHOXY-1-METHYLINDOLE;AKOS JY2083030;1-Methyl-4-methoxy-1H-indole;4-Methoxy-1-methyl-1H-indole
• CAS NO: 7556-35-6
• Molecular Formula: C₁₀H₁₁NO
• Molecular Weight: 161.2
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Indoles
• Mol File: 7556-35-6.mol
• Article Data: 13

Chemical Properties

• Melting Point: 89-91 °C
• Boiling Point: 285.6°C at 760 mmHg
• Flash Point: 126.5°C
• Appearance: /
• Density: 1.06g/cm³
• Vapor Pressure: 0.00479mmHg at 25°C
• Refractive Index: 1.551
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-METHOXY-1-METHYLINDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHOXY-1-METHYLINDOLE(7556-35-6)
• EPA Substance Registry System: 4-METHOXY-1-METHYLINDOLE(7556-35-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• WGK Germany: 3
• Hazardous Substances Data: 7556-35-6(Hazardous Substances Data)

Usage

Uses

4-Methoxy-1-methylindole has been used:as internal standard for the quantification of indole-3-carbinol acetate, indole-3-carbinol and 3,3′-diindolylmethane in mouse plasma, liver and kidney tissues by HPLCin preparation of ethyl 9-methoxy-3,4,5-trimethylpyrrolo[3,2-b]carbazole-2-carboxylate

InChI:InChI=1/C10H11NO/c1-11-7-6-8-9(11)4-3-5-10(8)12-2/h3-7H,1-2H3

Upstream product

• 7699-21-0 4-methoxy-1-methyloxindole 
• 4837-90-5 4-methoxy-1H-indole 
• 74-88-4 methyl iodide 
• 2380-94-1 1H-indol-4-ol 
• 431-47-0 trifluoroacetic acid-methyl ester 
• 1352622-07-1 2,4,6-trichlorophenyl 1-bromo-2-((3-methoxyphenyl)(methyl)amino)ethanesulfonate 
• 1352621-99-8 1-bromo-2-(3-methoxyphenylamino)ethanesulfonic acid 2,4,6-trichlorophenyl ester 
• 64208-72-6 2-chloromethyl-3-nitro-anisole 
• 20876-28-2 2-(2-methoxy-6-nitrophenyl)acetic acid 
• 7699-17-4 4-methoxyindolin-2-one 
• 20876-27-1 (6-methoxy-2-nitrophenyl)acetonitrile 

Downstream Products

• 1449335-26-5 (4-methoxy-1-methyl-1H-indol-3-yl)(phenyl)methanone 
• 620175-74-8 4-methoxy-1-methyl-1H-indole-3-carbaldehyde 
• 883001-09-0 4-methoxy-1-methyl-1H-indole-2,3-dione 
• 7699-21-0 4-methoxy-1-methyloxindole 
• 7556-37-8 4-hydroxy-N-methyl-indole 

Relevant articles and documents

Copper-Catalyzed Synthesis of Indolyl Benzo[b]carbazoles and Their Photoluminescence Property

A copper-catalyzed cascade cyclization of dihydroisobenzofurans with indoles for the rapid construction of indoly benzo[b]carbazoles has been reported, providing the desired products in moderate to good yields under mild conditions along with a broad substrate scope and good functional group tolerance. The photoluminescence property of these indoly benzo[b]carbazoles has also been investigated.

Method for methylation reaction

The invention relates to a method for a methylation reaction. The method is characterized in that a reaction substrate is reacted in an organic solvent in the presence of an alkali with methyl trifluoroacetate as a methylation reagent to obtain a corresponding methylated product. The method is a new methylation method, and has the advantages of cheapness, easiness in operation, mild reaction conditions, wide application range of the substrate, avoiding of dimethyl sulfate, iodomethane and other highly toxic methylation reagents, and obtaining of the methylated product with a high yield.

Tandem Rh(III)-Catalyzed C-H Heteroarylation of Indolyl Ketones and Cu(II)-Promoted Intramolecular Cyclization: One-Pot Access to Blue-Emitting Phenanthrone-Type Polyheterocycles

Disclosed herein is a highly efficient one-pot synthetic strategy to phenanthrone-type polyheterocycles via tandem rhodium(III)-catalyzed ortho-C-H heteroarylation of indolyl ketones and copper(II)-promoted intramolecular cyclization. This protocol enables a library of blue-emitting fluorophores with high quantum yields and narrow full widths at half-maximum to be rapidly built from readily available substrates, among of which 6,6,7,9,12-pentamethyl-6,12-dihydro-5H-benzofuro[2,3-a]carbazol-5-one (4a) exhibits pure blue emission with Commission Internationale de I'Eclairage coordinates of (0.15, 0.09) and a high quantum yield of 85% in CH2Cl2 solution.