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

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

Downstream Products

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

Relevant articles and documents

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.

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.

B(C6F5)3-Catalyzed Direct C3 Alkylation of Indoles and Oxindoles

The direct C3 alkylation of indoles and oxindoles is a challenging transformation, and only a few direct methods exist. Utilizing the underexplored ability of triaryl boranes to mediate the heterolytic cleavage of α-nitrogen C-H bonds in amines, we have developed a catalytic approach for the direct C3 alkylation of a wide range of indoles and oxindoles using amine-based alkylating agents. We also employed this borane-catalyzed strategy in an alkylation-ring opening cascade.