526-47-6

Basic information

• Product Name: 2,3-DIMETHYL-5-FLUOROINDOLE
• Synonyms: 2,3-DIMETHYL-5-FLUOROINDOLE
• CAS NO: 526-47-6
• Molecular Formula: C₁₀H₁₀FN
• Molecular Weight: 163.19
• Mol File: 526-47-6.mol
• Article Data: 18

Chemical Properties

• Melting Point: 60-61 °C
• Boiling Point: 287.3 °C at 760 mmHg
• Flash Point: 127.6 °C
• Appearance: /
• Density: 1.177 g/cm³
• Vapor Pressure: 0.00433mmHg at 25°C
• Refractive Index: 1.611
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 17.03±0.30(Predicted)
• CAS DataBase Reference: 2,3-DIMETHYL-5-FLUOROINDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-DIMETHYL-5-FLUOROINDOLE(526-47-6)
• EPA Substance Registry System: 2,3-DIMETHYL-5-FLUOROINDOLE(526-47-6)

Safety Data

• Hazardous Substances Data: 526-47-6(Hazardous Substances Data)

Usage

General Description

2,3-DIMETHYL-5-FLUOROINDOLE is a chemical compound with the molecular formula C10H10FN. It is a fluorinated derivative of the indole class of compounds, which are commonly found in a variety of natural products and pharmaceuticals. This particular compound is a pale yellow solid with a melting point of 89-91°C. It is mainly used in the synthesis of pharmaceuticals and agrochemicals, and its fluorinated structure can impart unique properties and biological activities to the molecules it is incorporated into. However, it is important to handle this compound with care, as it may pose health and environmental risks if not properly managed.

InChI:InChI=1/C10H10FN/c1-6-7(2)12-10-4-3-8(11)5-9(6)10/h3-5,12H,1-2H3

Upstream product

• 823-85-8 4-fluorophenyhydrazine hydrochloride 
• 78-93-3 butanone 
• 371-40-4 4-fluoroaniline 
• 513-85-9 2.3-butanediol 
• 598-30-1 sec.-butyllithium 
• 459-45-0 4-fluorobenzenediazonium tetrafluoroborate 
• 107-87-9 2-Pentanone 
• 399-72-4 5-fluoro-2-methyl-1H-indole 
• 4812-23-1 2-nitro-but-2-ene 

Downstream Products

• 1446319-90-9 C₁₉H₁₇FN₃O₃^(1-)*C₁₆H₃₆N⁽¹⁺⁾ 
• 1446319-83-0 C₂₂H₂₆FN₃O₃Si 

Relevant articles and documents

Palladium-catalyzed dearomative allylation of indoles with cyclopropyl acetylenes: access to indolenine derivatives

A palladium-catalyzed redox-neutral allylic alkylation of indoles with cyclopropyl acetylenes has been disclosed. Various 1,3-diene indolenine framework bearing a quaternary stereocenter at the C3 position were synthesized straightforwardly in good to excellent yields with high regio- and stereoselectivities. The reaction could be further expanded to the dearomatization of naphthols to synthesize functionalized cyclohexadienones with 1,3-diene motifs. The reaction exhibited high atom economy and good functional group tolerance.

Allylic and Allenylic Dearomatization of Indoles Promoted by Graphene Oxide by Covalent Grafting Activation Mode

The site-selective allylative and allenylative dearomatization of indoles with alcohols was performed under carbocatalytic regime in the presence of graphene oxide (GO, 10 wt percent loading) as the promoter. Metal-free conditions, absence of stoichiometric additive, environmentally friendly conditions (H2O/CH3CN, 55 °C, 6 h), broad substrate scope (33 examples, yield up to 92 percent) and excellent site- and stereoselectivity characterize the present methodology. Moreover, a covalent activation model exerted by GO functionalities was corroborated by spectroscopic, experimental and computational evidences. Recovering and regeneration of the GO catalyst through simple acidic treatment was also documented.

Fe-Catalyzed Sequential C(sp3)-H/N-H Annulation of 2-Methylindoles with Ethyl Trifluoropyruvate at Room Temperature: Construction of Pyrrolo[1,2-α]indoles

An efficient and benign iron-catalyzed room-temperature method was developed for direct sequential C(sp3)-H/N-H annulation to construct pyrroloindole scaffolds. This strategy features cheap and readily available raw materials and mild room-temperature reaction conditions and provides a green and practical method for the one-pot rapid synthesis of a wide range of diversely functionalized pyrrolo[1,2-α]indoles.