5335-75-1

Basic information

• Product Name: 4-BUTYL PYRIDINE
• Synonyms: Pyridine, 4-butyl-;Pyridine, 4-n-butyl;4-BUTYL PYRIDINE;4-Butyl pyirdine;4-N-BUTYLPYRIDINE
• CAS NO: 5335-75-1
• Molecular Formula: C₉H₁₃N
• Molecular Weight: 135.21
• Mol File: 5335-75-1.mol
• Article Data: 9

Chemical Properties

• Melting Point: 31.33°C (estimate)
• Boiling Point: 203.93°C (estimate)
• Flash Point: 81.671 °C
• Appearance: /
• Density: 0.9157
• Vapor Pressure: 0.331mmHg at 25°C
• Refractive Index: 1.4946
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 4-BUTYL PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BUTYL PYRIDINE(5335-75-1)
• EPA Substance Registry System: 4-BUTYL PYRIDINE(5335-75-1)

Safety Data

• Hazardous Substances Data: 5335-75-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 23, p. 3935, 1982 DOI: 10.1016/S0040-4039(00)87747-3

InChI:InChI=1/C9H13N/c1-2-3-4-9-5-7-10-8-6-9/h5-8H,2-4H2,1H3

Upstream product

• 110-86-1 pyridine 
• 543-63-5 n-butylmercuric chloride 
• 693-04-9 butyl magnesium bromide 
• 693-03-8 n-butyl magnesium bromide 
• 109-72-8 n-butyllithium 
• 84355-14-6 N-tert-butyldimethylsilylpyridinium triflate 
• 86801-34-5 4-Butyl-4H-pyridine-1-carboxylic acid phenyl ester 
• 100-43-6 4-vinylpyridine 
• 75-03-6 ethyl iodide 
• 626-61-9 4-Chloropyridine 
• 113964-72-0 triphenyl(pyridin-4-yl)phosphonium trifluoromethanesulfonate 
• 42930-39-2 n-butylzinc chloride 
• 5799-73-5 acetaldehyde hydrazone 

Downstream Products

• 24152-39-4 4-n-butylpiperidine 
• 38043-59-3 4-butyl-1,2,3,6-tetrahydro-pyridine 
• 388631-01-4 2-[1-(4-butyl-pyridin-2-ylcarbamoyl)-cyclopentylmethyl]-pentanoic acid benzyl ester 
• 317861-29-3 5-Amino-pentanoic acid [(S)-1-(4-butyl-pyridin-2-yl)-2-cyclohexyl-ethyl]-amide 
• 317861-31-7 4-aminomethyl-N-[1-(4-butyl-pyridin-2-yl)-2-cyclohexyl-ethyl]-benzamide 
• 31396-34-6 4-n-Butyl-pyridin-N-oxid 
• 372195-85-2 4-butylpiperidine hydrochloride 

Relevant articles and documents

Ruthenium catalyzed β-selective alkylation of vinylpyridines with aldehydes/ketonesviaN2H4mediated deoxygenative couplings

Umpolung (polarity reversal) tactics of aldehydes/ketones have greatly broadened carbonyl chemistry by enabling transformations with electrophilic reagents and deoxygenative functionalizations. Herein, we report the first ruthenium-catalyzed β-selective alkylation of vinylpyridines with both naturally abundant aromatic and aliphatic aldehyde/ketonesviaN2H4mediated deoxygenative couplings. Compared with one-electron umpolung of carbonyls to alcohols, this two-electron umpolung strategy realized reductive deoxygenation targets, which were not only applicable to the regioselective alkylation of a broad range of 2/4-alkene substituted pyridines, but also amenable to challenging 3-vinyl and steric-embedded internal pyridines as well as their analogous heterocyclic structures.

Manganese-Catalyzed Kumada Cross-Coupling Reactions of Aliphatic Grignard Reagents with N-Heterocyclic Chlorides

Herein we report the use of manganese(II) chloride for the catalytic generation of C(sp 2)-C(sp 3) bonds via Kumada cross-coupling. Rapid and selective formation of 2-alkylated N-heterocyclic complexes were observed in high yields with use of 3 mol% MnCl 2 THF 1.6 and under ambient reaction conditions (21 °C, 15 min to 20 h). Manganese-catalyzed cross-coupling is tolerant toward both electron-donating and electron-withdrawing functional groups in the 5-position of the pyridine ring, with the latter resulting in an increased reaction rate and a decrease in the amount of nucleophile required. The use of this biologically and environmentally benign metal salt as a catalyst for C-C bond formation highlights its potential as a catalyst for the late-stage functionalization of pharmaceutically active N-heterocyclic molecules (e.g., pyridine, pyrazine).

PYRIDINE SYNTHESIS VIA ANODIC OXIDATION OF 1-ACYLDIHYDROPYRIDINES

The preparation of several substituted pyridines via anodic oxidation of 1-acyldihydropyridines is reported