57756-06-6

Basic information

• Product Name: 2-(cyclohexylmethyl)pyridine
• Synonyms: 2-(cyclohexylmethyl)pyridine
• CAS NO: 57756-06-6
• Molecular Weight: 175.274
• Mol File: 57756-06-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-(cyclohexylmethyl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(cyclohexylmethyl)pyridine(57756-06-6)
• EPA Substance Registry System: 2-(cyclohexylmethyl)pyridine(57756-06-6)

Safety Data

• Hazardous Substances Data: 57756-06-6(Hazardous Substances Data)

Usage

General Description

2-(cyclohexylmethyl)pyridine is a chemical compound with the molecular formula C13H17N. It is a derivative of pyridine, a six-membered ring structure containing five carbon atoms and one nitrogen atom. The compound features a cyclohexylmethyl group attached to the second position of the pyridine ring. 2-(cyclohexylmethyl)pyridine is primarily used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. Its properties and reactivity make it useful in the preparation of various organic compounds, and it can also serve as a building block for creating more complex chemical structures. Additionally, it may have potential applications in the development of new materials and industrial processes.

Upstream product

• 109-06-8 α-picoline 
• 108-85-0 1-bromocyclohexane 
• 542-18-7 cyclohexyl chloride 
• 1521-51-3 rac-3-bromocyclohexene 
• 1262891-75-7 2-(cyclohex-2-en-1-ylmethyl)-pyridine 
• 101-82-6 2-Benzylpyridine 
• 626-62-0 Cyclohexyl iodide 
• 19820-76-9 (pyridin‐2‐yl)methyl 4‐methylbenzene‐1‐sulfonate 
• 1121-60-4 pyridine-2-carbaldehyde 

Downstream Products

• 1262891-78-0 4-[1-cyclohexyl-2-(3-fluoro-2-methyl-benzyl)-indolizine-3-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester 
• 70525-40-5 2-(cyclohexylidenemethyl)pyridine 
• 1262891-77-9 1-cyclohexyl-2-(3-fluoro-2-methyl-benzyl)-indolizine 
• 51523-49-0 (±)-2-(cyclohexylmethyl)piperidine 

Relevant articles and documents

Copper-catalyzed sp3-sp3 cross-coupling of turbo grignards with benzyl halides

The aromatic ring in benzyl halides and sulfonates imparts unique reactivity at the benzylic carbon atom. Photoredox sp3-sp3 cross-coupling proved ineffective for coupling p-methoxybenzyl chloride (PMBCl), leading to a new strategy for the sp3-sp3 cross-coupling of benzyl halides and sulfonates. This strategy involved LiCl-accelerated synthesis of a Grignard reagent followed by a copper-catalyzed cross-coupling. The conditions worked well for PMBCl due to its exceptional reactivity but other benzyl bromides or sulfonates reacted poorly.

Hydrogenation of 2-benzylpyridine over alumina-supported Ru catalysts: Use of Ru3(CO)12 as a Ru precursor

Although Ru3(CO)12 becomes a popular precursor for supported Ru catalysts nowadays, the activities of the catalysts prepared by thermolysis of the supported Ru3(CO)12 under different atmospheres have been rarely compared. We herein report the preparation of alumina-supported Ru samples by thermal activation of Ru3(CO)12 in air, H2 or N2, followed by activity test in the hydrogenation of 2-benzylpyridine (BPy). When the supported Ru3(CO)12 was activated in air, RuO2 particles of 12–15 nm diameters were produced by complete oxidation of carbonyl groups. In contrast, thermal activation in H2 and N2 induced the formation of highly dispersed Ru0 particles of 1.4–2.3 nm diameters. In such activations methane was produced, suggesting that direct hydrogenation of CO coordinated to the Ru surface complex occurred in H2 while the coordinated CO reacted with ruthenium hydride species in N2. In the activity test for BPy hydrogenation, the samples prepared in H2 and N2 showed superior H2 storage efficiencies and higher rate constants compared to those prepared in air (reduced before the reaction). Additionally, the former samples were examined to be relatively stable even though exposed to ambient air for 7 days. Therefore, H2 and N2 gases are recommended for thermal activation of alumina-supported Ru3(CO)12.