1388106-07-7

Basic information

• Product Name: (R)-7-fluoro-2-Methyl-1,2,3,4-tetrahydroquinoline
• Synonyms: (R)-7-fluoro-2-Methyl-1,2,3,4-tetrahydroquinoline;(2R)-7-Fluoro-1,2,3,4-tetrahydro-2-methylquinoline
• CAS NO: 1388106-07-7
• Molecular Formula: C₁₀H₁₂FN
• Molecular Weight: 165.2073832
• Mol File: 1388106-07-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 241.0±29.0 oC (760 Torr), Calc.*
• Flash Point: 99.5±24.3 oC, Calc.*
• Appearance: /
• Density: 1.055±0.06 g/cm3 (20 oC 760 Torr), Calc.*
• CAS DataBase Reference: (R)-7-fluoro-2-Methyl-1,2,3,4-tetrahydroquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-7-fluoro-2-Methyl-1,2,3,4-tetrahydroquinoline(1388106-07-7)
• EPA Substance Registry System: (R)-7-fluoro-2-Methyl-1,2,3,4-tetrahydroquinoline(1388106-07-7)

Safety Data

• Hazardous Substances Data: 1388106-07-7(Hazardous Substances Data)

Usage

General Description

(R)-7-fluoro-2-Methyl-1,2,3,4-tetrahydroquinoline is a chemical compound with a molecular formula C10H11FN. It is a chiral compound, meaning it has a three-dimensional shape that cannot be superimposed on its mirror image. (R)-7-fluoro-2-Methyl-1,2,3,4-tetrahydroquinoline has a fluorine atom and a methyl group attached to a tetrahydroquinoline ring structure. Tetrahydroquinolines are known for their diverse range of biological activities, and they have been studied for their potential use in pharmaceuticals and materials science. The (R)- enantiomer of this compound may have specific effects in biological systems due to its unique spatial arrangement of atoms. Its potential applications may include use as a building block in organic synthesis or as a precursor in drug discovery and development.

Upstream product

• 560085-09-8 7-fluoro-2-methyl-1,2,3,4-tetrahydroquinoline 
• 98-56-6 4-chlorobenzotrifluoride 

Relevant articles and documents

Low-Temperature Nickel-Catalyzed C?N Cross-Coupling via Kinetic Resolution Enabled by a Bulky and Flexible Chiral N-Heterocyclic Carbene Ligand

The transition-metal-catalyzed C?N cross-coupling has revolutionized the construction of amines. Despite the innovations of multiple generations of ligands to modulate the reactivity of the metal center, ligands for the low-temperature enantioselective amination of aryl halides remain a coveted target of catalyst engineering. Designs that promote one elementary reaction often create bottlenecks at other steps. We here report an unprecedented low-temperature (as low as ?50 °C), enantioselective Ni-catalyzed C?N cross-coupling of aryl chlorides with sterically hindered secondary amines via a kinetic resolution process (s factor up to >300). A bulky yet flexible chiral N-heterocyclic carbene (NHC) ligand is leveraged to drive both oxidative addition and reductive elimination with low barriers and control the enantioselectivity. Computational studies indicate that the rotations of multiple σ-bonds on the C2-symmetric chiral ligand adapt to the changing needs of catalytic processes. We expect this design would be widely applicable to diverse transition states to achieve other challenging metal-catalyzed asymmetric cross-coupling reactions.

Highly recoverable organoruthenium-functionalized mesoporous silica boosts aqueous asymmetric transfer hydrogenation reaction

Exploring functionalized mesoporous silica to achieve enhanced catalytic activity and enantioselectivity in heterogeneous asymmetric catalysis presents a significant challenge that is critical for understanding the function of support and controlling chiral complexation behavior. In this contribution, by cooperative assembly of chiral 4-(trimethoxysilyl)ethyl)phenylsulfonyl-1,2- diphenylethylene-diamine and tetraethoxysilane followed by complexation with organoruthenium complex, we report a unique three-dimensional chiral organoruthenium-functionalized chrysanthemum-like mesoporous silica (CMS). As demonstrated in the studies, taking advantage of the active site-isolated chiral organoruthenium catalytic nature, this heterogeneous catalyst ArRuTsDPEN-CMS (Ar = hexamethylbenzene, TsDPEN = 4-methylphenylsulfonyl-1,2-diphenylethylene- diamine) displays enhanced catalytic activity and enantioselectivity in aqueous asymmetric transfer hydrogenation with extensive substrates. Furthermore, this heterogeneous catalyst can be conveniently recovered and reused at least 10 times without loss of its catalytic efficiency. These features render this catalyst particularly attractive in practice of organic synthesis in an environmentally friendly manner. Also, this outcome from the study clearly shows that the strategy described here offers a general approach to immobilization of chiral ligand-derived silane onto a functionalized mesoporous material with significant improving catalytic activity.