16264-67-8

Basic information

• Product Name: 4,5,6,7-TETRAFLUOROINDOLE
• Synonyms: 4,5,6,7-TETRAFLUORO-1H-INDOLE;4,5,6,7-TETRAFLUOROINDOLE;1H-Indole, 4,5,6,7-tetrafluoro-;4,5,6,7-Tetrafluoro-1H-indole98%
• CAS NO: 16264-67-8
• Molecular Formula: C₈H₃F₄N
• Molecular Weight: 189.11
• Mol File: 16264-67-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 90-91
• Boiling Point: 258.6°Cat760mmHg
• Flash Point: 110.2°C
• Appearance: /
• Density: 1.593g/cm³
• Vapor Pressure: 0.022mmHg at 25°C
• Refractive Index: 1.562
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 13.51±0.30(Predicted)
• CAS DataBase Reference: 4,5,6,7-TETRAFLUOROINDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5,6,7-TETRAFLUOROINDOLE(16264-67-8)
• EPA Substance Registry System: 4,5,6,7-TETRAFLUOROINDOLE(16264-67-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• HazardClass: IRRITANT
• Hazardous Substances Data: 16264-67-8(Hazardous Substances Data)

Usage

Description

4,5,6,7-Tetrafluoroindole, with the CAS number 16264-67-8, is an organic compound characterized by the presence of four fluorine atoms at positions 4, 5, 6, and 7 on the indole ring. This unique structure endows it with specific properties that make it suitable for various applications in different industries.

Uses

Used in Chemical Industry:
4,5,6,7-Tetrafluoroindole is used as an activator for metallocene-catalyzed polymerization. Metallocene catalysts are a class of transition metal complexes that are widely used in the polymer industry for the production of polyolefins, such as polyethylene and polypropylene. The activation provided by 4,5,6,7-tetrafluoroindole enhances the efficiency and selectivity of the polymerization process, leading to improved polymer properties and performance.

InChI:InChI=1/C8H3F4N/c9-4-3-1-2-13-8(3)7(12)6(11)5(4)10/h1-2,13H

Upstream product

• 19282-55-4 4,5,6,7-Tetrafluoroindoline 
• 653-30-5 (pentafluorophenyl)acetonitrile 
• 1583-76-2 2-(2,3,4,5,6-pentafluorophenyl)ethan-1-amine 
• 1228813-89-5 2-iodo-3,4,5,6-tetrafluoroaniline 
• 1363411-74-8 2-iodo-3,4,5,6-tetrafluoroaniline 
• 392-56-3 Hexafluorobenzene 
• 2340-87-6 ethyl α-cyanopentafluorophenylacetate 

Downstream Products

• 30683-38-6 4,5,6,7-tetrafluoro-1H-indole-3-carbaldehyde 
• 680193-28-6 (2R,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(4,5,6,7-tetrafluoro-indol-1-yl)-tetrahydro-furan-3-ol 
• 88752-74-3 2-phenyl-4-<(1-acetyl-4,5,6,7-tetrafluoroindolyl)methylidene>-5-oxazolone 
• 124614-50-2 4,5,6,7-tetrafluoro-1H-indole-3-carboxylic acid 
• 1255172-25-8 (S)-N-(4-methoxybenzyl)-2-(4,5,6,7-tetrafluoro-1H-indol-1-yl)but-3-en-1-amine 
• 1255172-27-0 (S)-N-benzyl-2-(4,5,6,7-tetrafluoro-1H-indol-1-yl)but-3-en-1-amine 
• 1266605-94-0 C₂₅H₂₄F₆N₆O 

Relevant articles and documents

The synthesis of 7,8,9,10-Tetrafluoroellipticine

We have synthesized a novel ellipticine analogue, 7,8,9,10-Tetrafluoroellipticine, in nine steps from hexafluorobenzene and ethyl cyanoacetate, via 1-(phenysulfonyl)-4,5,6,7-Tetrafluoroindole. The key step is lithiation of the indole and subsequent coupling with 3,4-pyridinedicarboxylic acid anhydride to afford a ketolactam. Reaction of the lactam with methyllithium followed by reduction with sodium borohydride yields 7,8,9,10-Tetrafluoroellipticine. formula presented.

Polyfluoroaralkylamines: an improved synthesis of 4,5,6,7-tetrafluoroindole

Tetrafluoroindole (5), a precursor for potential biologically-active compounds, was prepared previously in a four-step synthesis from C6F6.However, catalytic reduction of pentafluorophenylacetonitrile (2) to 2-pentafluorophenylethyl amine (3) is accompanied by a significant amount of a secondary amine, which, like 3, undergoes cyclization to an indoline and subsequent dehydrogenation to a new indole 8.The side-reaction in the reduction of 2 to 3 is obviated by the use of LiAlH4/AlCl3 (1:1).The final aromatization to yield 5 is vastly improved by replacing MnO2 with DDQ. - Keywords: Polyfluoroaralkylamines; Synthesis; Tetrafluoroindole; NMR spectroscopy; IR spectroscopy