Zhang, X., Zhang, F., Zhang, W., Tang, X., & Fan, H. J. S. (2021). Colloids and Surfaces A: Physicochemical and Engineering Aspects, 610, 125917.
Allyl hexanoate, a functional allyl ester, plays a crucial role as a core monomer in the synthesis of cationic latex through semicontinuous emulsion polymerization. In a recent study, allyl hexanoate was copolymerized with styrene to form the core structure of a latex system, contributing to its hydrophobicity and crosslinking potential.
The synthesis began with the emulsification of styrene and allyl hexanoate in an aqueous medium containing hexadecyltrimethylammonium chloride under a nitrogen atmosphere. The reaction was initiated with 2,2'-Azobis(2-methylpropionamidine) dihydrochloride at 70°C, forming a stable core. This core was then encapsulated by a shell composed of butyl acrylate, butyl methacrylate, and glycidyl methacrylate, ensuring enhanced mechanical and adhesive properties of the final latex.
Allyl hexanoate's presence in the core structure improves latex stability and film formation, making it highly applicable in coatings, adhesives, and specialty polymer formulations. Its allyl functionality allows for controlled reactivity and crosslinking, enhancing the overall performance of the polymeric material.
This study underscores the significance of allyl hexanoate in advanced latex synthesis, demonstrating its potential in industrial applications where tailored polymer properties are required.
Nandini, K., P. Srinivas, and B. K. Bettadaiah. Tetrahedron Letters 56.21 (2015): 2704-2706.
Allyl hexanoate plays a crucial role in the selective dihydroxylation of terminal olefins, serving as a key precursor in the synthesis of 1-hexanoylglycerol. In a ruthenium-catalyzed oxidation system using NaIO₄ and RuCl₃ in an ethyl acetate/acetonitrile/water solvent mixture, allyl hexanoate undergoes controlled dihydroxylation to yield 1-hexanoylglycerol in high efficiency.
The optimized reaction conditions-NaIO₄ (1.5 equiv) and RuCl₃ (0.1 mol%) at temperatures below 0°C for 75 minutes-led to a consistent 85-90% yield of the desired product. Notably, this transformation proceeded without excessive over-oxidation to aldehyde intermediates when monitored up to 75 minutes. However, prolonged reaction times resulted in minor formation of aldehyde side products. The reaction was successfully scaled to a gram-scale synthesis, confirming its reproducibility.
Compared to higher homologous allyl acylates, such as allyl octanoate and allyl dodecanoate, allyl hexanoate exhibited superior reactivity, with the C5-C7 range showing the most favorable selectivity for dihydroxylation. The resulting 1-hexanoylglycerol serves as a valuable intermediate in the preparation of medium-chain triglycerides (MCTs), widely used in pharmaceuticals, cosmetics, and food formulations.
This study highlights the potential of allyl hexanoate in catalytic oxidation reactions, reinforcing its importance in targeted organic synthesis and industrial applications.
Kim, Seunghyeon, et al. Advanced Materials 36.35 (2024): 2404054.
Allyl hexanoate plays a pivotal role as a substrate in photocatalytic reactions, particularly in the thiol-ene coupling process. This reaction, widely utilized for the preparation of near-perfect polymer networks, involves the hydrothiolation of alkenes, and allyl hexanoate has been shown to efficiently undergo this transformation when combined with methyl 3-mercaptopropionate under photocatalytic conditions. In the study, conjugated microporous polymer (CMP) nanoparticles were employed as photocatalysts, with triethanolamine (TEOA) acting as a redox mediator. The reaction exhibited quantitative yields under controlled conditions, with TEOA facilitating the one-electron oxidation and deprotonation of the thiol, without behaving as a base catalyst.
Furthermore, the photocatalytic reaction proceeded efficiently in N-methyl-2-pyrrolidone (NMP), a non-volatile solvent, which prevented solvent loss during nitrogen purging and allowed for rapid reaction kinetics. The study emphasized the impact of CMP nanoparticle size on photocatalytic reactivity, with careful optimization of catalyst concentration and reaction conditions for accurate kinetic analysis.
These findings highlight allyl hexanoate's versatility as a valuable substrate in advanced photocatalytic reactions, particularly in the construction of functional polymer networks, showcasing its importance in both industrial and research applications in materials chemistry and polymer science.
What is the molecular weight of Allyl caproate?
The molecular weight of Allyl caproate is 156.22.
What is another name for Allyl caproate?
Another name for Allyl caproate is Allyl hexanoate.
What is the CAS number for Allyl caproate?
The CAS number for Allyl caproate is 123-68-2.
What is the percentage of actives in Allyl caproate?
The percentage of actives in Allyl caproate is 95%.
What is the molecular formula of Allyl caproate?
The molecular formula of Allyl caproate is C9H16O2.
What are some of the synonyms for Allyl caproate?
Some synonyms for Allyl caproate are Hexanoic acid, 2-propen-1-yl ester; Hexanoic acid, 2-propenyl ester; Hexanoic acid, allyl ester; and Pineapple aldehyde.
What is the typical physical state of Allyl caproate?
The typical physical state of Allyl caproate is liquid.
What are the typical applications of Allyl caproate?
Allyl caproate is typically used as a perfume and as a monomer.
What is the FEMA number of Allyl caproate?
The FEMA number of Allyl caproate is 2032.
What is the chemical structure of Allyl caproate?
The chemical structure of Allyl caproate is C9H16O2.
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