CAS 1117-86-8 Natural Caprylyl Glycol - Analytical Products / Alfa Chemistry

CAT	APB1117868
CAS	1117-86-8
Structure
Synonyms	1,2-Octanediol; 1,2-Dihydroxyoctane; 1,2-Octylene glycol
IUPAC Name	octane-1,2-diol
Molecular Weight	146.13
Molecular Formula	C8H18O2
InChI	InChI=1S/C8H18O2/c1-2-3-4-5-6-8(10)7-9/h8-10H,2-7H2,1H3
InChI Key	AEIJTFQOBWATKX-UHFFFAOYSA-N

Description	Caprylyl glycol is a humectant that can also boost or aid the preservation of cosmetic formulations. It can be used as an alternative to parabens or other preservatives that may be undesirable. It can be used alone or in combination with certain ingredients to achieve completely preservative-free claims.
Appearance	Waxy-solid or liquid depending on room temperature
Isomeric SMILES	CCCCCCC(CO)O
Odor	Mild, characteristic

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Case Study

1,2-Octanediol as a Potent Inhibitor of Gibbsite Crystallization from Sodium Aluminate Liquor

Zeng, J., Yin, Z., Zhang, A., Qi, G., & Chen, Q. (2008). Hydrometallurgy, 90(2-4), 154-160.

1,2-Octanediol has been identified as a highly effective inhibitor of gibbsite crystallization from seeded sodium aluminate liquor. In a comparative study, the inhibitory effects of 1,2-octanediol and mannitol were systematically examined under controlled crystallization conditions. Mannitol exhibited a concentration-dependent inhibitory effect, which could be mitigated by increasing the seed amount or adding oleic acid. In contrast, 1,2-octanediol demonstrated a distinct inhibitory mechanism.
At concentrations below 1.0 mmol/L, 1,2-octanediol had negligible effects on crystallization. However, at 1.5 mmol/L, it caused a significant delay of up to 6 hours, and at 2.0 mmol/L, it completely inhibited crystallization, classifying it as a strong inhibitor. Unlike mannitol, the inhibitory effect of 1,2-octanediol could not be reversed by increasing the seed mass or introducing oleic acid, suggesting a unique inhibition pathway. Infrared spectroscopy indicated that high concentrations of 1,2-octanediol altered the structural characteristics of the sodium aluminate liquor, implying that the inhibition mechanism arises from molecular interactions rather than surface adsorption.
These findings highlight the distinct inhibitory role of 1,2-octanediol in gibbsite crystallization, which may have implications for controlling crystallization in industrial alumina production. Its ability to inhibit both nucleation and crystal growth at specific concentrations positions 1,2-octanediol as a valuable tool for optimizing crystallization processes in the alumina industry.

Direct Synthesis of Dioctyl Ether via Catalytic Reduction of 1,2-Octanediol

Nakagawa, Yoshinao, et al. Molecular Catalysis 523 (2022): 111208.

1,2-Octanediol (1,2-OcD) serves as a key intermediate for the direct synthesis of dioctyl ether (OE) through catalytic reduction over WOx-Pd/TiO2 catalysts. The reaction pathway involves initial dehydration of 1,2-OcD to form octanal, which subsequently reacts with 1,2-OcD to generate an acetal intermediate. Hydrogenolysis of the C-O bonds within the acetal yields two types of monoethers: 2-octyloxy-1-octanol and 2-hydroxyoctyl octyl ether, in nearly equal amounts.
2-Octyloxy-1-octanol is further converted to OE through the removal of the hydroxyl group, while 2-hydroxyoctyl octyl ether reacts with 1-octanol (1-OcOH) to produce diether, which is subsequently hydrogenolyzed to form OE. The formation of 1-OcOH from octanal is catalyzed by metal sites, and Pd exhibits lower activity for this reaction compared to other noble metals, contributing to higher OE yield by minimizing the formation of n-octane. Approximately half of the OE is produced via the 1-OcOH intermediate, while the remainder is generated through monoether and diether intermediates.
Catalyst selection is crucial for optimizing OE yield. WOx-Pd/TiO2 shows superior selectivity for OE formation due to the low C=O hydrogenation activity of Pd, which suppresses 1-OcOH formation. This study underscores the importance of carefully balancing metal and acid catalytic sites to direct product selectivity toward OE rather than side products like n-octane. 1,2-Octanediol thus emerges as a versatile precursor for the efficient synthesis of high-purity dioctyl ether.

1,2-Octanediol as a Cost-Effective Precursor for Magnetite Nanoparticle Synthesis

Effenberger, Fernando B., et al. Nanotechnology 28.11 (2017): 115603.

1,2-Octanediol (1,2-OcD) has emerged as an economically viable alternative for the thermal decomposition (TD) synthesis of high-quality magnetite nanoparticles (Fe₃O₄ NPs). Traditional TD methods rely on expensive alcohols such as 1,2-hexadecanediol for size and shape control during nanoparticle formation. However, recent studies have demonstrated that 1,2-OcD can effectively replace 1,2-hexadecanediol without compromising the monodispersity and crystallinity of the resulting nanoparticles.
In a typical synthesis, 2 mmol of iron(III) acetylacetonate (Fe(Acac)₃) was combined with 6 mmol of oleic acid, 4 mmol of oleylamine, and 10 mmol of 1,2-OcD in diphenyl ether under an inert atmosphere. The mixture was refluxed at 265 °C for 2 hours, resulting in the formation of magnetite nanoparticles. After ethanol precipitation and centrifugation, stable colloidal solutions of Fe₃O₄ NPs were obtained. The use of 1,2-OcD reduced the overall synthesis cost to 21% of the original cost associated with 1,2-hexadecanediol.
The role of 1,2-OcD in TD synthesis is twofold: it acts as a reducing agent, facilitating the formation of Fe₃O₄, and as a capping agent, contributing to the size and shape control of the nanoparticles. Its lower cost and comparable performance make 1,2-OcD an attractive option for large-scale magnetite nanoparticle production in biomedical, catalytic, and magnetic storage applications.