441715-93-1

Basic information

• Product Name: 6-FLUORO-1-METHYL-1H-INDOLE-3-CARBALDEHYDE
• Synonyms: 6-FLUORO-1-METHYL-1H-INDOLE-3-CARBALDEHYDE;TIMTEC-BB SBB010607;Albb-005048;6-fluoro-1-methyl-1H-indole-3-carbaldehyde(SALTDATA: FREE);6-fluoro-1-Methyl-1H-indole;1H-indole-3-carboxaldehyde, 6-fluoro-1-methyl-;6-Fluoro-1-methyl-1H-indol-3-carbaldehyde
• CAS NO: 441715-93-1
• Molecular Formula: C₁₀H₈FNO
• Molecular Weight: 177.18
• Mol File: 441715-93-1.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 322.3°C at 760 mmHg
• Flash Point: 148.7°C
• Appearance: /
• Density: 1.2g/cm³
• Vapor Pressure: 0.000281mmHg at 25°C
• Refractive Index: 1.568
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 6-FLUORO-1-METHYL-1H-INDOLE-3-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-FLUORO-1-METHYL-1H-INDOLE-3-CARBALDEHYDE(441715-93-1)
• EPA Substance Registry System: 6-FLUORO-1-METHYL-1H-INDOLE-3-CARBALDEHYDE(441715-93-1)

Safety Data

• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39
• HazardClass: IRRITANT
• Hazardous Substances Data: 441715-93-1(Hazardous Substances Data)

Usage

General Description

6-Fluoro-1-methyl-1H-indole-3-carbaldehyde is a chemical compound with a molecular formula C10H8FNO. It is an aldehyde derivative of indole, a heterocyclic aromatic compound. The compound contains a fluorine atom and a methyl group attached to the indole ring, which confers unique physicochemical properties and potential biological activities. 6-Fluoro-1-methyl-1H-indole-3-carbaldehyde may have applications in pharmaceutical and agrochemical industries due to its potential as a building block for the synthesis of novel organic compounds with enhanced properties. Its structure and properties make it an interesting target for further research and development in the field of organic chemistry and drug discovery.

InChI:InChI=1/C10H8FNO/c1-12-5-7(6-13)9-3-2-8(11)4-10(9)12/h2-6H,1H3

Upstream product

• 2795-41-7 6-fluoro-1H-indole-3-carbaldehyde 
• 74-88-4 methyl iodide 
• 50-00-0 formaldehyd 
• 441715-92-0 6-fluoro-1-methyl-1H-indole 
• 67-68-5 dimethyl sulfoxide 
• 110-18-9 N,N,N,N,-tetramethylethylenediamine 
• 68-12-2 N,N-dimethyl-formamide 
• 399-51-9 6-fluoro-1H-indole 

Downstream Products

• 441715-26-0 6-fluoro-1-methyl-1H-indole-3-carboxylic acid 
• 1623771-19-6 6-fluoro-1-methyl-2-(1-phenylpropyl)-1H-indole-3-carbaldehyde 
• 1623771-12-9 (E)-1-(6-fluoro-1-methyl-1H-indol-3-yl)-N-(4-methoxyphenyl)methanimine 
• 1609064-40-5 N-(2-(6-fluoro-1-methyl-1H-indol-3-yl)ethyl)-4-methylbenzenesulfonamide 
• 441712-71-6 trans-4-[1-[[2-(6-fluoro-1-methyl-3-indolyl)-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid 
• 441715-96-4 C₃₁H₃₃F₂N₃O₅ 

Relevant articles and documents

Cobalt-Catalyzed Enantioselective C–H Arylation of Indoles

Atropoisomeric (hetero)biaryls are scaffolds with increasing importance in the pharmaceutical and agrochemical industries. Although it is the most obvious disconnection to construct such compounds, the direct enantioselective C–H arylation through the concomitant induction of the chiral information remains extremely challenging and uncommon. Herein, the unprecedented earth-abundant 3d-metal-catalyzed atroposelective direct arylation is reported, furnishing rare atropoisomeric C2-arylated indoles. Kinetic studies and DFT computation revealed an uncommon mechanism for this asymmetric transformation, with the oxidative addition being the rate- and enantio-determining step. Excellent stereoselectivities were reached (up to 96% ee), while using an unusual N-heterocyclic carbene ligand bearing an essential remote substituent. Attractive dispersion interactions along with positive C–H-π interactions exerted by the ligand were identified as key factors to guarantee the excellent enantioselection.

Access to Polycyclic Sulfonyl Indolines via Fe(II)-Catalyzed or UV-Driven Formal [2 + 2 + 1] Cyclization Reactions of N-((1H-indol-3-yl)methyl)propiolamides with NaHSO3

A variety of structurally novel polycyclic sulfonyl indolines have been synthesized via FeCl2-catalyzed or UV-driven intramolecular formal [2 + 2 + 1] dearomatizing cyclization reactions of N-(1H-indol-3-yl)methyl)propiolamides with NaHSO3 in an aqueous medium. The reactions involve the formation of one C-C bond and two C-S bonds in a single step.

Visible Light-Driven C-3 Functionalization of Indoles over Conjugated Microporous Polymers

Metal-free and heterogeneous organic photocatalysts provide an environmentally friendly alternative to traditional metal-based catalysts. This paper reports a series of carbazole-based conjugated microporous polymers (CMPs) with tunable redox potentials and explores their photocatalytic performance with regard to C-3 formylation and thiocyanation of indoles. Conjugated polymers were synthesized through FeCl3 mediated Friedel-Crafts reactions, and their redox potentials were well regulated by simply altering the nature of the core (i.e., 1,4-dibenzyl, 1,3,5-tribenzyl, or 1,3,5-triazin-2,4,6-triyl). The resulting CMPs exhibited high surface areas, visible light absorptions, and tunable semiconductor-range band gaps. With the highest oxidative capability, CMP-CSU6 derived from 1,3,5-tri(9H-carbazol-9-yl)benzene showed the highest efficiency for C-3 formylation and thiocyanation of indoles at room temperature. Notably, the as-made catalysts can be easily recovered with good retention of photocatalytic activity and reused at least five times, suggesting good recyclability. These results are significant for constructing high-performance porous polymer catalysts with tunable photoredox potentials targeting an efficient material design for catalysis.