42835-89-2

Basic information

• Product Name: 6-Fluoro-1,2,3,4-tetrahydro-2-methylquinoline
• Synonyms: 6-Fluoro-1,2,3,4-tetrahydro-2-methylquinoline;6-fluoro-tetrahydro-quinaldine;6-FLUORO-2-METHYL-1,2,3,4-TETRAHYDROQUINOLINE 99;6-Fluoro-2-methyl-1,2,3,4-tetrahydroquinoline 99%;Quinoline, 6-fluoro-1,2,3,4-tetrahydro-2-methyl-;1,2,3,4-Tetrahydro-2-methyl-6-fluoroquinoline;2-Methyl-6-fluoro-1,2,3,4-tetrahydroquinoline;6-Fluoro-1,2,3,4-tetrahydro-2-methylquinoline,98%
• CAS NO: 42835-89-2
• Molecular Formula: C₁₀H₁₂FN
• Molecular Weight: 165.21
• EINECS: 255-963-1
• Product Categories: Halides;Quinolines, Isoquinolines & Quinoxalines;Aromatics;Heterocycles;Intermediates
• Mol File: 42835-89-2.mol
• Article Data: 35

Chemical Properties

• Melting Point: 31-33°C
• Boiling Point: 254.6 °C at 760 mmHg
• Flash Point: >110°C
• Appearance: white to yellowish crystalline low melting solid
• Density: 1.0416 (estimate)
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 5.21±0.40(Predicted)
• CAS DataBase Reference: 6-Fluoro-1,2,3,4-tetrahydro-2-methylquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Fluoro-1,2,3,4-tetrahydro-2-methylquinoline(42835-89-2)
• EPA Substance Registry System: 6-Fluoro-1,2,3,4-tetrahydro-2-methylquinoline(42835-89-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• Hazardous Substances Data: 42835-89-2(Hazardous Substances Data)

Usage

Description

6-Fluoro-1,2,3,4-tetrahydro-2-methylquinoline is a white to yellowish crystalline low melting solid that serves as an intermediate in the production of anti-cancer quinoline derivatives and antibacterial agents. Its chemical structure and properties make it a valuable compound in the pharmaceutical industry.

Uses

Used in Pharmaceutical Industry:
6-Fluoro-1,2,3,4-tetrahydro-2-methylquinoline is used as an intermediate for the synthesis of anti-cancer quinoline derivatives. Its unique chemical properties allow it to be a key component in the development of new and effective cancer treatments.
Used in Antibacterial Applications:
6-Fluoro-1,2,3,4-tetrahydro-2-methylquinoline is also used as an intermediate in the production of antibacterial agents. Its role in creating new and improved antibiotics is crucial in the ongoing fight against bacterial resistance and the development of novel treatments for various bacterial infections.

InChI:InChI=1/C10H12FN/c1-7-2-3-8-6-9(11)4-5-10(8)12-7/h4-7,12H,2-3H2,1H3

Upstream product

• 1128-61-6 6-fluoro-2-methyl-quinoline 
• 123-73-9 trans-Crotonaldehyde 
• 371-40-4 4-fluoroaniline 
• 67-64-1 acetone 
• 748805-85-8 (2-amino-5-fluorophenyl)methanol 
• 87199-17-5 4-formylphenylboronic acid, 

Downstream Products

• 147034-25-1 2-Ethoxy-6-(6-fluoro-2-methyl-3,4-dihydro-2H-quinolin-1-yl)-5-formyl-4-phenyl-nicotinonitrile 
• 199186-69-1 (R)-6-fluoro-2-methyl-1,2,3,4-tetrahydroquinoline 
• 42835-25-6 flumequine 
• 42835-47-2 9-fluoro-5-methyl-1-oxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylic acid ethyl ester 
• 215178-95-3 R-(+)-flumequine 
• 202349-45-9 S-(-)-flumequine 
• 123400-74-8 5-[1-(6-fluoro-2-methyl-1,2,3,4-tetrahydroquinolyl)]-methylene-2,2-dimethyl-1,3-dioxan-4,6-dione 
• 1128-61-6 6-fluoro-2-methyl-quinoline 
• 199186-68-0 (S)-6-fluoro-2-methyl-1,2,3,4-tetrahydroquinoline 

Relevant articles and documents

Reductive Alkylation of Quinolines to N-Alkyl Tetrahydroquinolines Catalyzed by Arylboronic Acid

A boronic acid catalyzed one-pot tandem reduction of quinolines to tetrahydroquinolines followed by reductive alkylation by the aldehyde has been demonstrated. This step-economcial synthesis of N-alkyl tetrahydroquinolines has been achieved directly from readily available quinolines, aldehydes, and Hantzsch ester under mild reaction conditions. The mechanistic study demonstrates the unique behavior of organoboron catalysts as both Lewis acids and hydrogen-bond donors.

Heterogeneous Hydrogenation of Quinoline Derivatives Effected by a Granular Cobalt Catalyst

We communicate a convenient method for the pressure hydrogenation of quinolines in aqueous solution by using a particulate cobalt-based catalyst that is prepared in situ from simple Co(OAc)2 4H2O through reduction with abundant zinc powder. This catalytic protocol permits a brisk and atom-efficient access to a variety of 1,2,3,4-tetrahydroquinolines thereby relying solely on easy-to-handle reagents that are all readily obtained from commercial sources. Both the reaction setup assembly and the autoclave charging procedure are conducted on the bench outside an inert-gas-operated containment system, thus rendering the overall synthesis time-saving and operationally very simple.

A General Catalyst Based on Cobalt Core–Shell Nanoparticles for the Hydrogenation of N-Heteroarenes Including Pyridines

Herein, we report the synthesis of specific silica-supported Co/Co3O4 core–shell based nanoparticles prepared by template synthesis of cobalt-pyromellitic acid on silica and subsequent pyrolysis. The optimal catalyst material allows for general and selective hydrogenation of pyridines, quinolines, and other heteroarenes including acridine, phenanthroline, naphthyridine, quinoxaline, imidazo[1,2-a]pyridine, and indole under comparably mild reaction conditions. In addition, recycling of these Co nanoparticles and their ability for dehydrogenation catalysis are showcased.