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1-Octadecanethiol

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Identification
Molecular formula
C18H38S
CAS number
2885-00-9
IUPAC name
octadecane-1-thiol
State
State
1-Octadecanethiol appears as a solid at room temperature, though its wax-like nature gives it a pliable, slightly sticky texture.
Melting point (Celsius)
20.50
Melting point (Kelvin)
293.65
Boiling point (Celsius)
379.90
Boiling point (Kelvin)
653.05
General information
Molecular weight
288.57g/mol
Molar mass
288.5600g/mol
Density
0.8452g/cm3
Appearence

1-Octadecanethiol is a white to pale yellow solid with a wax-like consistency. It emulates a mild sulfurous odor, typical of thiols, and appears generally as a crystalline solid at room temperature.

Comment on solubility

Solubility of Octadecane-1-thiol

Octadecane-1-thiol, with the chemical formula C18H38S, exhibits intriguing solubility properties due to its unique molecular structure. As a long-chain thiol, its solubility can be characterized as follows:

  • Solvent Interactions: Octadecane-1-thiol is primarily soluble in nonpolar solvents such as hexane, benzene, and toluene, which are capable of disrupting the hydrophobic interactions present in its long hydrocarbon chain.
  • Water Solubility: This compound has very low solubility in water owing to its hydrophobic characteristics. The presence of the thiol group does not sufficiently enhance its polarity to allow for significant interactions with water molecules.
  • Temperature Effects: Like many long-chain compounds, its solubility in nonpolar solvents may increase with rising temperatures due to increased kinetic energy, leading to greater solute-solvent interactions.

In summary, octadecane-1-thiol's solubility is heavily influenced by its long aliphatic chain and nonpolar characteristics, making it more favorable for use in nonpolar environments rather than in aqueous solutions.

Interesting facts

Interesting Facts about Octadecane-1-thiol

Octadecane-1-thiol, a fascinating organosulfur compound, is known for its unique characteristics and applications. Here are some intriguing aspects of this compound:

  • Structure and Composition: Octadecane-1-thiol features a long carbon chain, consisting of 18 carbon atoms with a thiol group (-SH) at one end. This structure is what gives it its properties as a surfactant and a building block for various chemical syntheses.
  • Functional Importance: The thiol group in octadecane-1-thiol makes it an important compound in various chemical processes. Thiols are known for their nucleophilic properties and can participate in reactions such as alkylation and disulfide bond formation.
  • Chemical Applications: This compound is often utilized in organic synthesis, as well as in the production of functionalized surfaces. Its ability to self-assemble into monolayers makes it an excellent candidate for creating nanostructured materials.
  • Biological Relevance: Octadecane-1-thiol can interact with biological membranes, potentially affecting membrane fluidity and permeability, which makes it a subject of interest in biomolecular studies.
  • Safety Considerations: While octadecane-1-thiol is generally considered safe when handled properly, it’s essential to observe standard laboratory safety protocols when dealing with this compound to avoid any adverse reactions.

In conclusion, octadecane-1-thiol serves as a significant compound in both theoretical and practical aspects of chemistry. Its versatility extends across different fields ranging from materials science to biochemistry, making it a compound worthy of study for anyone in the sciences.

Synonyms
1-OCTADECANETHIOL
2885-00-9
Octadecanethiol
n-Octadecyl mercaptan
n-octadecanethiol
EINECS 220-744-1
DTXSID0062686
1-Octadecyl mercaptan
mercaptooctadecane
nOctadecyl mercaptan
DTXCID8037887
qjaoysphsnghnc-uhfffaoysa-n
octadecane-1-thiol
Stearyl mercaptan
Octadecyl mercaptan
1-Mercaptooctadecane
OCTADECANTHIOL
MFCD00004886
17322-94-0
C18H38S
stearylmercaptan
octadecane thiol
1-octadecanthiol
Octadecylmercaptan
Mercaptan C18
1-Octadecane thiol
NSC 5545
1-octadecylmercaptan
1-Octadecanethiol, 98%
SCHEMBL25850
NSC5545
NSC-5545
NSC11886
NSC-11886
AKOS015843216
DB-047474
1-Octadecanethiol, purum, >=95.0% (GC)
NS00019803
O0005
D70540