Chemical Properties
Clear colorless liquid or white to pale yellow
Uses
1-Hexadecanethiol has been used in the preparation of cholesterol-PIE12-trimer and alkyl-PIE12-trimer (PIE12-trimer = protease-resistant trimeric D-peptide inhibitor). It may be used for the functionalization of silver nanowires.
Uses
Intermediate, synthetic-rubber processing,
surface-active agent, corrosion inhibitor.
Uses
1-Hexadecanethiol is used in the study of nanoparticles and self-assembled monolayers. It is also used to prepare thiol-functionalized 1.5 nm gold nanoparticles via a ligand exchange process with triphenylphosphine-stabilized nanoparticles and in the formation of hydrophobic self-assembled monolayers (SAMs). Due to the length of the alkane chain, the resulting monolayer is highly ordered. 1-Hexadecanethiol is also employed in different fields such as biomedicine, chemical industry, also used in electroplating industry and chemical auxiliaries.
General Description
Colorless liquid or white solid (below 19° C) with a strong unpleasant odor. Density (as liquid at 25°C) 0.83 g cm-3.
Reactivity Profile
Hexadecanethiol Class IIIB is non-flammable but combustible (flash point exceeds 200°F). Incompatible with oxidizing agents, strong acids and strong bases, alkali metals, and nitric acid. Can react with water, steam or acids to produce toxic and flammable vapors. Reacts violently with powerful oxidizing agents such as calcium hypochlorite (Ca(OCl)2) to generate SOx. Reacts with hydrides to form flammable H2 gas; reacts with halogenated hydrocarbons to yield hydrogen halides. Reacts exothermically with aldehydes. Emits toxic compounds of sulfur when when heated to decomposition.
Synthesis
In the three-mouth bottle equipped with a thermometer, mechanical stirring, reflux condenser to add a certain amount of cetyl alcohol, sodium bromide, concentrated sulfuric acid, water heated to reflux reaction for a few hours, the product is added to ice water to take the oil layer of oil layer added to concentrated sulfuric acid, water, sodium carbonate aqueous solution, water washing and adding drying agent drying, distillation to get the product of brominated hexadecane. In a three-mouth bottle equipped with a thermometer, mechanical stirring, reflux condenser, add a certain amount of thiourea, 95% ethanol solution, bromohexadecane reflux reaction for several hours. Cold to room temperature and add alkali to start the hydrolysis reaction, hydrolysis reaction for several hours to get the crude n-octyl mercaptan, add the desiccant for distillation to get 1-hexadecanethiol.
