15787-49-2

Basic information

• Product Name: 2-cyclohexylpyridine
• Synonyms: 2-cyclohexylpyridine;Einecs 239-886-0
• CAS NO: 15787-49-2
• Molecular Formula: C₁₁H₁₅N
• Molecular Weight: 161.2435
• EINECS: 239-886-0
• Mol File: 15787-49-2.mol
• Article Data: 37

Chemical Properties

• Boiling Point: 263.5°Cat760mmHg
• Flash Point: 137.1°C
• Appearance: /
• Density: 0.983g/cm³
• Vapor Pressure: 0.0168mmHg at 25°C
• Refractive Index: 1.524
• PKA: 5.82±0.12(Predicted)
• CAS DataBase Reference: 2-cyclohexylpyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-cyclohexylpyridine(15787-49-2)
• EPA Substance Registry System: 2-cyclohexylpyridine(15787-49-2)

Safety Data

• Hazardous Substances Data: 15787-49-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H15N/c1-2-6-10(7-3-1)11-8-4-5-9-12-11/h4-5,8-10H,1-3,6-7H2

Upstream product

• 167560-56-7 2-(3-cyclohexenyl)pyridine 
• 105398-69-4 Cyclohexanecarboxylic acid 2-thioxo-2H-pyridin-1-yl ester 
• 110-86-1 pyridine 
• 110-82-7 cyclohexane 
• 100-69-6 2-vinylpyridine 
• 108-85-0 1-bromocyclohexane 
• 91-22-5 quinoline 
• 14159-55-8 2-cyclohex-1-enyl-pyridine 
• 109-04-6 2-bromo-pyridine 
• 5029-67-4 2-iodopyridine 
• 126812-30-4 1,3-dioxoisoindolin-2-yl cyclohexanecarboxylate 
• 18438-38-5 2-methylsulfanyl-pyridine 
• 53535-83-4 B-cyclohexyl-9-borabicyclo<3.3.1>nonane 
• 1008-89-5 2-phenylpyridine 

Downstream Products

• 83001-27-8 1-(6-Cyclohexyl-pyridin-2-yl)-ethanone 
• 402825-25-6 (1R,2S)-2-Pyridin-2-yl-cyclohexanol 

Relevant articles and documents

Enantioselective Ni-Catalyzed Electrochemical Synthesis of Biaryl Atropisomers

A scalable enantioselective nickel-catalyzed electrochemical reductive homocoupling of aryl bromides has been developed, affording enantioenriched axially chiral biaryls in good yield under mild conditions using electricity as a reductant in an undivided cell. Common metal reductants such as Mn or Zn powder resulted in significantly lower yields in the absence of electric current under otherwise identical conditions, underscoring the enhanced reactivity provided by the combination of transition metal catalysis and electrochemistry.

Stereodivergent Synthesis of Alkenylpyridines via Pd/Cu Catalyzed C-H Alkenylation of Pyridinium Salts with Alkynes

The first Pd/Cu catalyzed selective C2-alkenylation of pyridines with internal alkynes has been developed via the pyridinium salt activation strategy. Importantly, the configuration of the product alkenylpyridines could be tuned by the choice of the proper N-alkyl group of the pyridinium salts, thus allowing for both the Z- and E-alkenylpyridines synthesized with good regio- and stereoselectivity. A plausible mechanism was proposed based on the Hammett study and KIE experiment.

Ni-Catalyzed Reductive Liebeskind-Srogl Alkylation of Heterocycles

Herein we present a Ni-catalyzed alkylation of C-SMe with alkyl bromides for the decoration of heterocyclic frameworks. The protocol, reminiscent to the Liebeskind-Srogl coupling, makes use of simple C(sp2)-SMe to be engaged in a reductive coupling. The reaction is suitable for a preponderance of highly valuable heterocyclic motifs. In addition to cyclic bromides, noncyclic alkyl bromides are well accommodated with exquisite levels of retention over isomerization. The protocol is scalable and permits orthogonal couplings in the presence of other functionalization handles.