26535-62-6

Usage

Type of compound

Long-chain aliphatic alcohol with a sulfur atom bonded to an octadecyl (C18) group, indicating its structure and the presence of a hydrocarbon chain and a sulfur atom.

Uses

As a surfactant, in lubricant additives, in the production of functionalized nanoparticles, in the synthesis of certain pharmaceuticals, and as an intermediate in organic synthesis, indicating the various applications of 2-(octadecylsulfanyl)ethanol in different industries.

Solubility

Insoluble in water but soluble in organic solvents, which makes it useful in a variety of applications due to its unique solubility properties.

Upstream product

• 60-24-2 2-hydroxyethanethiol 
• 112-89-0 1-Bromooctadecane 
• 103808-51-1 2-(octadecylthio)acetic acid 
• 130614-27-6 methyl 2-(octadecylthio)acetate 

Downstream Products

• 6140-87-0 octadecane-1-sulfonic acid 
• 56823-70-2 2-(n-octadecylthio)-ethyl 3-(5-t-butyl-2,3-di-methyl-4-hydroxyphenyl)propionate 
• 60522-97-6 octadecyl vinyl sulfone 

Relevant academic research and scientific papers

Sulfur makes the difference: Synthesis and mesomorphic properties of novel thioether-functionalized imidazolium ionic liquid crystals

Novel thioether-linked imidazolium ionic liquid crystals were synthesized starting from methyl 2-mercaptoacetate. The mesomorphic properties were determined by differential scanning calorimetry (DSC), polarizing optical microscopy (POM), and X-ray diffraction. All mesogens displayed smectic A mesophase geometries with strongly interdigitated bilayer structures. Comparison of the thioether-linked imidazolium salts with the corresponding amine- and amide-linked imidazolium salts as well as simple N-alkyl-imidazolium salts showed that both mesophase width and stability increased with increasing softness of the linking unit, thus indicating the beneficial effect of sulfur. Additionally, an increase of the length of the linking unit decreased the interdigitation of the alkyl chains.

Alkyl sulfonyl derivatized PAMAM-G2 dendrimers as nonviral gene delivery vectors with improved transfection efficiencies

Amphiphilic dendrimer-based gene delivery vectors bearing peripheral alkyl sulfonyl hydrophobic tails were constructed using low-generation PAMAM-G2 as the core and functionalized by means of the aza-Michael type addition of its primary amino groups to vinylsulfone derivatives as an efficient tool for surface engineering. While the unmodified PAMAM-G2 was unable to efficiently transfect eukaryotic cells, functionalized PAMAM-G2 dendrimers were able to bind DNA at low N/P ratios, protect DNA from digestion with DNase I and showed high transfection efficiencies and low cytotoxicity. Dendrimers with a C18 alkyl chain produced transfection efficiencies up to 3.1 fold higher than LipofectAMINE 2000 in CHO-k1 cells. The dendriplexes based in functionalized PAMAM-G2 also showed the ability to retain their transfection properties in the presence of serum and the ability to transfect different eukaryotic cell lines such as Neuro-2A and RAW 264.7. Taking advantage of the vinylsulfone chemistry, fluorescent PAMAM-G2 derivatives of these vectors were prepared as molecular probes to determine cellular uptake and internalization through a clathrin-independent mechanism.

Organotin-containing composition for the stabilization of polymers of vinyl chloride

An organotin-containing composition for the stabilization of polymers or copolymers of vinyl chloride in which there is incorporated a stabilizing amount of an organotin compound containing at least two tin atoms and which is a mercapto, hydroxy or alkoxy substituted ester of a mercapto acid substituted organotin mercapto acid diester.