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1-Dodecanethiol
[CAS# 112-55-0]

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Complete supplier list of 1-Dodecanethiol
Identification
Classification Chemical reagent >> Organic reagent >> Thiol/thiophenol
Name 1-Dodecanethiol
Synonyms Dodecyl mercaptan; Lauryl mercaptan
Molecular Structure CAS # 112-55-0, 1-Dodecanethiol, Dodecyl mercaptan, Lauryl mercaptan
Molecular Formula C12H26S
Molecular Weight 202.40
CAS Registry Number 112-55-0
EC Number 203-984-1
SMILES CCCCCCCCCCCCS
Properties
Density 0.845
Melting point -7 ºC
Boiling point 266-283 ºC
Refractive index 1.458-1.46
Flash point 87 ºC
Water solubility IMMISCIBLE
Safety Data
Hazard Symbols symbol symbol symbol symbol   GHS05;GHS07;GHS08;GHS09 Danger    Details
Hazard Statements H302-H312-H314-H315-H317-H318-H319-H332-H334-H335-H400-H410    Details
Precautionary Statements P233-P260-P261-P264-P264+P265-P270-P271-P272-P273-P280-P284-P301+P317-P301+P330+P331-P302+P352-P302+P361+P354-P304+P340-P305+P351+P338-P305+P354+P338-P316-P317-P319-P321-P330-P332+P317-P333+P317-P337+P317-P342+P316-P362+P364-P363-P391-P403-P403+P233-P405-P501    Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Serious eye damageEye Dam.1H318
Chronic hazardous to the aquatic environmentAquatic Chronic1H410
Skin corrosionSkin Corr.1CH314
Skin sensitizationSkin Sens.1H317
Acute hazardous to the aquatic environmentAquatic Acute1H400
Skin irritationSkin Irrit.2H315
Skin sensitizationSkin Sens.1AH317
Eye irritationEye Irrit.2H319
Specific target organ toxicity - single exposureSTOT SE3H335
Respiratory sensitizationResp. Sens.1H334
Acute toxicityAcute Tox.4H332
Acute toxicityAcute Tox.4H302
Acute toxicityAcute Tox.4H312
Aspiration hazardAsp. Tox.1H304
Chronic hazardous to the aquatic environmentAquatic Chronic2H411
Skin corrosionSkin Corr.1AH314
Skin corrosionSkin Corr.1BH314
Skin corrosionSkin Corr.1H314
Acute toxicityAcute Tox.3H331
SDS Available
up Discovory and Applicatios
1-Dodecanethiol, a straight-chain alkyl thiol with the chemical formula C12H26S, is a significant compound in both organic chemistry and materials science. It was first synthesized in the mid-20th century, marking its entry into the realm of chemical substances. The production of 1-dodecanethiol typically involves the reaction of dodecanol with hydrogen sulfide in the presence of an acid catalyst, allowing for the introduction of a thiol group (-SH) at the terminal carbon of the dodecane chain. This simple and effective synthesis route contributes to its availability for various applications.

1-Dodecanethiol is primarily used in the field of surface modification and nanotechnology. Its long hydrophobic alkyl chain allows it to self-assemble on various substrates, making it an ideal candidate for creating functionalized surfaces. This self-assembly capability enables the formation of monolayers on metal surfaces, particularly gold and silver. These thiol-monolayers serve as protective layers that can enhance the chemical stability of metal nanoparticles, preventing oxidation and aggregation. The ability to modify surfaces with 1-dodecanethiol opens new avenues in the development of biosensors, drug delivery systems, and catalysis.

In addition to its use in surface modification, 1-dodecanethiol plays a crucial role in the synthesis of nanoparticles. Its thiol functional group allows it to act as a stabilizing agent for metal nanoparticles, such as gold and silver. These nanoparticles have garnered significant attention in recent years due to their unique optical and electronic properties. The use of 1-dodecanethiol in nanoparticle synthesis not only stabilizes the particles but also provides a means of controlling their size and shape, which are critical factors in determining their performance in applications such as imaging, diagnostics, and therapeutics.

The application of 1-dodecanethiol extends to the production of surfactants and emulsifiers. Its amphiphilic nature allows it to lower the surface tension between different phases, making it valuable in formulating various products in the cosmetic, pharmaceutical, and food industries. The incorporation of 1-dodecanethiol into formulations enhances the stability of emulsions and dispersions, improving the overall performance of the final products.

1-Dodecanethiol is also investigated for its potential applications in the field of organic electronics. As a component in organic thin-film transistors and solar cells, it can influence the charge transport properties of organic materials. By modifying the surface properties of electrodes with 1-dodecanethiol, researchers aim to improve the efficiency and stability of organic electronic devices.

Moreover, the compound has garnered interest in the field of polymer science. When incorporated into polymer matrices, 1-dodecanethiol can enhance the mechanical properties and thermal stability of the resulting materials. Its ability to improve the compatibility of different polymers makes it a valuable additive in the production of advanced materials with tailored properties.

The increasing demand for sustainable and eco-friendly materials has led to further exploration of 1-dodecanethiol in green chemistry applications. Its renewable sourcing from natural fatty acids and oils positions it as a potential candidate for developing biodegradable materials. Research is ongoing to evaluate its effectiveness in creating environmentally friendly alternatives to conventional synthetic polymers.

In conclusion, 1-dodecanethiol is a versatile compound with a rich history of discovery and a wide range of applications. Its unique properties make it a valuable component in various fields, including nanotechnology, materials science, organic electronics, and sustainable chemistry. As research continues to explore its potential, 1-dodecanethiol is likely to play an even more significant role in advancing technological innovations and environmentally sustainable practices.
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