5340-52-3

Basic information

• Product Name: 5-propylnonan-5-ol
• CAS NO: 5340-52-3
• Molecular Formula: C₁₂H₂₆O
• Molecular Weight: 186.3342
• Mol File: 5340-52-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 234.6°C at 760 mmHg
• Flash Point: 99.3°C
• Density: 0.831g/cm³
• Vapor Pressure: 0.00963mmHg at 25°C
• Refractive Index: 1.44
• CAS DataBase Reference: 5-propylnonan-5-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 5-propylnonan-5-ol(5340-52-3)
• EPA Substance Registry System: 5-propylnonan-5-ol(5340-52-3)

Safety Data

• Hazardous Substances Data: 5340-52-3(Hazardous Substances Data)

Upstream product

• 693-03-8 n-butyl magnesium bromide 
• 623-42-7 butanoic acid methyl ester 
• 502-56-7 nonanone-5 
• 927-77-5 n-propylmagnesium bromide 
• 122-56-5 tributyl borane 
• 109-65-9 1-bromo-butane 
• 109-21-7 butyl butyrate 

Relevant articles and documents

Efficient C-H Amination Catalysis Using Nickel-Dipyrrin Complexes

A dipyrrin-supported nickel catalyst (AdFL)Ni(py) (AdFL: 1,9-di(1-adamantyl)-5-perfluorophenyldipyrrin; py: pyridine) displays productive intramolecular C-H bond amination to afford N-heterocyclic products using aliphatic azide substrates. The catalytic amination conditions are mild, requiring 0.1-2 mol% catalyst loading and operational at room temperature. The scope of C-H bond substrates was explored and benzylic, tertiary, secondary, and primary C-H bonds are successfully aminated. The amination chemoselectivity was examined using substrates featuring multiple activatable C-H bonds. Uniformly, the catalyst showcases high chemoselectivity favoring C-H bonds with lower bond dissociation energy as well as a wide range of functional group tolerance (e.g., ethers, halides, thioetheres, esters, etc.). Sequential cyclization of substrates with ester groups could be achieved, providing facile preparation of an indolizidine framework commonly found in a variety of alkaloids. The amination cyclization reaction mechanism was examined employing nuclear magnetic resonance (NMR) spectroscopy to determine the reaction kinetic profile. A large, primary intermolecular kinetic isotope effect (KIE = 31.9 ± 1.0) suggests H-atom abstraction (HAA) is the rate-determining step, indicative of H-atom tunneling being operative. The reaction rate has first order dependence in the catalyst and zeroth order in substrate, consistent with the resting state of the catalyst as the corresponding nickel iminyl radical. The presence of the nickel iminyl was determined by multinuclear NMR spectroscopy observed during catalysis. The activation parameters (ΔH? = 13.4 ± 0.5 kcal/mol; ΔS?= -24.3 ± 1.7 cal/mol·K) were measured using Eyring analysis, implying a highly ordered transition state during the HAA step. The proposed mechanism of rapid iminyl formation, rate-determining HAA, and subsequent radical recombination was corroborated by intramolecular isotope labeling experiments and theoretical calculations.

A simple and efficient copper oxide-catalyzed Barbier-Grignard reaction of unactivated aryl or alkyl bromides with ester

An efficient one-pot route to synthesize tertiary alcohol compounds using Barbier-Grignard reaction of unactivated alkyl or aryl bromides with ester in THF at 65 C catalyzed by CuO has been developed and systematically investigated. A wide range of substituted tertiary alcohol compounds were obtained in good to high yields. The reaction is highly chemoselective. The mechanism involving the leaving group of R2O-group is discussed.