1-Hexanethiol

Chemical Properties

clear coloreless liquid

Chemical Properties

1-Hexanethiol has a burnt fat, sulfurous, meaty, fatty odor.

Occurrence

Reported found in cooked chicken, beef and pork

Uses

1-Hexanethiol can be mixed with 4-mercaptophenol to functionalize gold nanoparticles (AuNPs) for use as chemi-resistive sensors. It can also form a protective coating against oxidative reactions and contaminating layers on copper surfaces. It can also be used as a thiol based ligand which finds potential application as a semiconducting material in thin film solar cells.
It is used to tune the electrical characteristics in networked carbon nanotube field-effect transistors. It is also used as a monolayer on copper surfaces to retard surface oxidation during exposure to the environment which can then be desorbed effectively with an annealing step in inert N₂ to provide a clean Cu surface.

Uses

Intermediate, synthetic rubber processing. See thiol.

Definition

ChEBI: 1-Hexanethiol is an alkanethiol.

Aroma threshold values

Aroma characteristics at 0.01%: burnt fat, slight garlic, grilled meat, sulfurous, burnt and roasted, meaty fatty, unpleasant burnt match

Taste threshold values

Taste characteristics at 0.05 to 1.0 ppm: charred pork skin, slightly bitter, lactonic fatty nuances, sulfurous, roasted, burnt fat and coffee nuances

General Description

Colorless liquid with an unpleasant odor. Mp: -81°C; bp: 152-153°C. Density 0.838 g cm-3 (at 25°C).

Reactivity Profile

1-Hexanethiol is 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 HX. Reacts exothermically with aldehydes. Emits toxic compounds of sulfur when when heated to decomposition.

Hazard

Combustible.

Synthesis

A method for synthesizing an advanced mercaptan, using liquid olefins and hydrogen sulfide as raw materials, the steps comprising:

(1) 1-hexene is added to an evaporator, adjusted steam flow is passed into a static mixer at a temperature of 160C and hydrogen sulfide is fully mixed with a molar ratio of 1:2, and the mixed gas enters a plasma reaction chamber filled with a molecular sieve-loaded transition metal oxides as a catalyst at a flow rate of 80 min-1 in empty space, at a reaction temperature of 160C, a reaction pressure of 0 MPa, and a microwave plasma as the plasma power supply, turn on the plasma power for reaction;

(2) the liquid generated after the reaction in step (1) is fed into the crude product storage tank, and the unreacted gas is recycled by recovery and compression;

(3) the crude product obtained in step (2) is distilled, and the fraction at a temperature of 150-154C is collected to obtain the target product 1-hexanethiol, which has a purity of 97% and a yield of 92.07% in terms of 1-hexene.