1613-43-0

Basic information

• Product Name: Quinoline, 2-cyclohexyl-
• CAS NO: 1613-43-0
• Molecular Formula: C15H17N
• Molecular Weight: 211.307
• Mol File: 1613-43-0.mol
• Article Data: 33

Chemical Properties

• CAS DataBase Reference: Quinoline, 2-cyclohexyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Quinoline, 2-cyclohexyl-(1613-43-0)
• EPA Substance Registry System: Quinoline, 2-cyclohexyl-(1613-43-0)

Safety Data

• Hazardous Substances Data: 1613-43-0(Hazardous Substances Data)

Upstream product

• 174636-91-0 2-cyclohexylquinoline-4-carboxylic acid 
• 91-22-5 quinoline 
• 108-85-0 1-bromocyclohexane 
• 110-82-7 cyclohexane 
• 626-62-0 Cyclohexyl iodide 
• 41320-40-5 <<(methylthio)thiocarbonyl>oxy>cyclohexane 
• 53535-83-4 B-cyclohexyl-9-borabicyclo<3.3.1>nonane 
• 75164-10-2 2-lithioquinoline 
• 1088-01-3 tricyclohexylborane 
• 110-83-8 cyclohexene 
• 98-89-5 Cyclohexanecarboxylic acid 
• 126812-30-4 1,3-dioxoisoindolin-2-yl cyclohexanecarboxylate 
• 4441-56-9 cyclohexylboronic acid 
• 1613-37-2 Quinoline N-oxide 

Downstream Products

• 123629-22-1 (RS)-2-cyclohexyl-1,2,3,4-tetrahydroquinoline 
• 856703-34-9 (R)-2-cyclohexyl-1,2,3,4-tetrahydroquinoline 
• 856703-36-1 (S)-2-cyclohexyl-1,2,3,4-tetrahydroquinoline 

Relevant articles and documents

Polar Effects in Free-Radical Reactions. Homolytic Heteroaromatic Substitutions by Alkyl Bromides

Alkyl bromides have been utilized for the first time as radical sources for heteroaromatic substitution.A variety of procedures was revealed to be successful for bromine abstraction: Bu3SnH with AIBN, (Me3Si)3SiH with AIBN, Ph2SiH2, or Et3SiH associated with peroxides (H2O2, t-BuOOH, (t-BuO)2, (t-BuOOCO)2, (PhCOO)2).The importance of the polar effects is discussed.

Visible-light-mediated photoredox minisci C-H alkylation with alkyl boronic acids using molecular oxygen as an oxidant

Herein, we report a protocol for direct visible-light-mediated Minisci C-H alkylation reactions of heteroarenes with alkyl boronic acids using molecular oxygen as the sole oxidant. This mild protocol uses an inexpensive, green oxidant; permits efficient functionalization of various N-heteroarenes with a broad range of primary and secondary alkyl boronic acids; and is scalable to the gram level. We demonstrated the practicality and sustainability of the protocol by preparing or functionalizing several pharmaceuticals and natural products.

Visible-Light-Mediated C-H Alkylation of Pyridine Derivatives

We report herein a visible-light-mediated C-H alkylation of pyridine derivatives that proceeds by simple combination of a large variety of N-alkoxypyridinium ions with alkanes in the presence of 2 mol % of fac-Ir(ppy)3 under blue illumination. The mild reaction conditions together with the high group functional tolerance make of this process a useful synthetic platform for the construction of structurally strained heterocycles. Detailed mechanistic investigations, including density functional theory calculations and quantum yield measurement, allowed us to understand factors controlling the reactivity and the selectivity of the reaction.