828-94-4

Basic information

• Product Name: 5-METHOXY-2,3-DIMETHYL-1H-INDOLE
• Synonyms: 5-METHOXY-2,3-DIMETHYL-1H-INDOLE;2,3-Dimethyl-5-methoxy-1H-indole
• CAS NO: 828-94-4
• Molecular Formula: C₁₁H₁₃NO
• Molecular Weight: 175.22702
• Mol File: 828-94-4.mol
• Article Data: 34

Chemical Properties

• Boiling Point: 325.3 °C at 760 mmHg
• Flash Point: 119.2 °C
• Appearance: /
• Density: 1.106 g/cm³
• Vapor Pressure: 0.00044mmHg at 25°C
• Refractive Index: 1.609
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 5-METHOXY-2,3-DIMETHYL-1H-INDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHOXY-2,3-DIMETHYL-1H-INDOLE(828-94-4)
• EPA Substance Registry System: 5-METHOXY-2,3-DIMETHYL-1H-INDOLE(828-94-4)

Safety Data

• Hazardous Substances Data: 828-94-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H13NO/c1-7-8(2)12-11-5-4-9(13-3)6-10(7)11/h4-6,12H,1-3H3

Upstream product

• 104-94-9 4-methoxy-aniline 
• 2028-63-9 but-3-yn-2-ol 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 
• 598-30-1 sec.-butyllithium 
• 78-93-3 butanone 
• 3471-32-7 4-Methoxyphenylhydrazine 
• 4812-23-1 2-nitro-but-2-ene 
• 19501-58-7 4-methoxyphenylhydrazine hydrochloride 
• 1076-74-0 5-methoxy-2-methyl-1H-indole 
• 107-87-9 2-Pentanone 
• 124-38-9 carbon dioxide 
• 935-50-2 4,4-dimethoxycyclohexa-2,5-dienone 
• 851377-62-3 (?±)-sec-butylhydrazine hydrochloride 
• 1417407-50-1 1-azido-2-(1-ethoxy-2-methylpropan-2-yl)-4-methoxybenzene 

Downstream Products

• 52417-34-2 N-(2-acetyl-4-methoxyphenyl)acetamide 
• 22960-94-7 (4-chlorophenyl)(5-methoxy-2,3-dimethyl-1H-indol-1-yl)methanone 

Relevant articles and documents

Pd(II)-catalyzed intramolecular oxidative Heck dearomative reaction: Approach to thiazole-fused pyrrolidinones with a C2-azaquarternary center

A Pd(ii)-catalyzed intramolecular oxidative Heck dearomative reaction for the construction of thiazole-fused pyrrolidinones with a C2-azaquarternary center and C3-exo-double bond has been achieved for the first time. The reaction exhibited good functional group tolerance and gram-scale capacity.

Synthesis of indoles through acceptorless dehydrogenative coupling catalyzed by nickel on silica-alumina

The high atom-economical formation of indoles from anilines and diols was described with affordable and easy to handle Ni/SiO2-Al2O3. After optimization, 2,3-dimethylindole was isolated with an excellent 98% yield in neat conditions. The scope of the reaction was studied and 13 indoles were isolated in 16–80% yields.

One-pot, three-component Fischer indolisation-N-alkylation for rapid synthesis of 1,2,3-trisubstituted indoles

A one-pot, three-component protocol for the synthesis of 1,2,3-trisubstituted indoles has been developed, based upon a Fischer indolisation-indoleN-alkylation sequence. This procedure is very rapid (total reaction time under 30 minutes), operationally straightforward, generally high yielding and draws upon readily available building blocks (aryl hydrazines, ketones, alkyl halides) to generate densely substituted indole products. We have demonstrated the utility of this process in the synthesis of 23 indoles, benzoindoles and tetrahydrocarbazoles bearing varied and useful functionality.