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1-Hexanethiol

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Identification
Molecular formula
C6H14S
CAS number
111-31-9
IUPAC name
hexane-1-thiol
State
State

At room temperature, 1-Hexanethiol is a liquid. It is volatile and should be handled with care, as it can emit a strong and unpleasant odor.

Melting point (Celsius)
-51.00
Melting point (Kelvin)
222.15
Boiling point (Celsius)
146.00
Boiling point (Kelvin)
419.15
General information
Molecular weight
118.24g/mol
Molar mass
118.2440g/mol
Density
0.8422g/cm3
Appearence

1-Hexanethiol is a colorless liquid with a strong, disagreeable odor. The smell resembles that of rotten eggs or burnt rubber and is characteristic of thiols.

Comment on solubility

Solubility of Hexane-1-thiol

Hexane-1-thiol, a straight-chain alkanethiol with the chemical formula C6H14S, exhibits distinct solubility characteristics that are vital for various applications.

In general, hexane-1-thiol's solubility can be summarized as follows:

  • Polar solvents: Hexane-1-thiol has limited solubility in polar solvents, such as water. Due to its hydrophobic hydrocarbon chain, it does not readily mix with water, making it poorly soluble.
  • Nonpolar solvents: Conversely, this compound shows good solubility in nonpolar solvents. It readily dissolves in organic solvents like hexane, toluene, and ether, which enhances its utility in organic synthesis and industrial processes.
  • Concentration effects: The solubility of hexane-1-thiol can vary with concentration; at lower concentrations, it demonstrates a slightly higher solubility in aqueous solutions due to partial interactions with water molecules.

In essence, the solubility profile of hexane-1-thiol illustrates the importance of solvent polarity in determining dissolution behavior. As a rule of thumb, like dissolves like: nonpolar compounds dissolve in nonpolar solvents, while polar compounds are better suited for polar solvents. Therefore, for practical applications, it's crucial to choose the appropriate solvent for effective usage of hexane-1-thiol.

Interesting facts

Interesting Facts about Hexane-1-thiol

Hexane-1-thiol, also known as 1-hexanethiol, is an organic compound that belongs to the class of thiols. It is characterized by a long hydrophobic aliphatic chain and a functional thiol group (-SH), contributing to its unique properties and applications.

Key Characteristics and Applications

  • Odor: Hexane-1-thiol is known for its distinct odor, often described as similar to rotten cabbage or garlic. This property makes it an important compound in the field of odorants for applications such as leak detection in natural gas.
  • Biological Role: In nature, thiols such as hexane-1-thiol play roles in various biochemical processes. They are involved in the structure and function of proteins, particularly in the formation of disulfide bonds, which are crucial for protein folding.
  • Synthesis: This compound can be synthesized through the reduction of hexanethioate esters or by the reaction of hexan-1-ol with hydrogen sulfide. Such methods highlight the versatility of organic synthesis techniques.
  • Industrial Uses: Beyond its role as an odorant, hexane-1-thiol is used as a building block in organic synthesis, particularly for producing more complex thiol compounds. Its hydrophobic nature contributes to its applications in modifying the surfaces of materials.

Trivia

Hexane-1-thiol stands out for its significance in both synthetic chemistry and industrial applications. As a thiol, it showcases the diverse chemistry of sulfur-containing compounds. Scientists often refer to thiols as the “sulfur analogs of alcohols” due to their functional similarities yet stark differences in odor and reactivity.

Conclusion

Overall, hexane-1-thiol serves not only as an intriguing chemical for research but also as an essential compound in many practical applications. Its unique characteristics make it a topic of interest in both academic and industrial chemistry.

Synonyms
1-HEXANETHIOL
Hexane-1-thiol
Hexyl mercaptan
111-31-9
Hexanethiol
n-Hexyl mercaptan
1-Mercaptohexane
n-Hexanethiol
n-Hexylmercaptan
1-Hexylthiol
Hexylthiol
n-Hexylthiol
Hexan-1-thiol
Mercaptan C6
USAF EK-4628
EINECS 203-857-0
UNII-1KH2129A0Q
BRN 1731295
DTXSID0051574
1KH2129A0Q
1-HEXANETHIOL [FHFI]
CHEMBL153339
DTXCID4030126
FEMA NO. 3842
FEMA 3842
4-01-00-01705 (Beilstein Handbook Reference)
1-Hexyl mercaptan
MFCD00004909
hexanthiol
1hexanethiol
1Mercaptohexane
1Hexylthiol
nHexyl mercaptan
NSC 99106
1-Hexanethiol, 95%
1-Hexanethiol, >=95%
SCHEMBL22331
1-Hexanethiol, 99% (GC)
CHEBI:169314
1-Hexanethiol, analytical standard
NSC99106
Tox21_303860
BDBM50095999
NSC-99106
AKOS015897424
FS-4087
NCGC00357125-01
CAS-111-31-9
DB-003180
H0103
NS00021518
EN300-267737
A802340
Q10334930