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Fenchyl mercaptan

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Identification
Molecular formula
C10H18S
CAS number
37844-55-4
IUPAC name
2,6,6-trimethylbicyclo[3.1.1]hept-2-ene-1-thiol
State
State

At room temperature, fenchyl mercaptan is found as a liquid. It should be handled with care due to its volatile sulfur compounds.

Melting point (Celsius)
-62.00
Melting point (Kelvin)
211.15
Boiling point (Celsius)
195.00
Boiling point (Kelvin)
468.15
General information
Molecular weight
156.29g/mol
Molar mass
156.2860g/mol
Density
0.9757g/cm3
Appearence

Fenchyl mercaptan is a colorless to pale yellow liquid with a strong, pungent odor reminiscent of sulfur compounds. It is often noted for its disagreeable scent, characteristic of many thiols.

Comment on solubility

Solubility of 2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene-1-thiol

Understanding the solubility of 2,6,6-trimethylbicyclo[3.1.1]hept-2-ene-1-thiol is essential for its applications in various chemical processes and formulations. This compound, characterized by its unique bicyclic structure, exhibits specific solubility traits influenced by its thiol (-SH) functional group.

Factors Affecting Solubility

  • Polarity: The presence of the thiol group makes the compound somewhat polar, which can enhance its solubility in polar solvents.
  • Hydrophobicity: Despite its polar thiol group, the bicyclic backbone can impart hydrophobic characteristics, resulting in lower solubility in water.
  • Temperature: Solubility often increases with temperature, which can help in dissolving compounds that are otherwise difficult to manage in solid forms.

In practical terms, 2,6,6-trimethylbicyclo[3.1.1]hept-2-ene-1-thiol may show varied solubility behaviors in different environments. It is likely to be more soluble in organic solvents, such as:

  • Ethyl acetate
  • Hexane
  • Chloroform

However, its solubility in water is expected to be limited due to the bulky structure of the bicyclic ring, which can hinder efficient interactions with water molecules. As a general rule, compounds with similar polarity will dissolve better, highlighting the importance of solvent choice in reaching desired concentrations.


Overall, when evaluating the solubility of this thiol compound, it is crucial to consider these factors to ensure optimal use in experimental and industrial applications.

Interesting facts

Interesting Facts about 2,6,6-trimethylbicyclo[3.1.1]hept-2-ene-1-thiol

2,6,6-trimethylbicyclo[3.1.1]hept-2-ene-1-thiol is a fascinating compound with unique structural properties and potential applications in various fields of chemistry and material science. Below are some interesting aspects of this compound:

  • Structural Complexity: The compound features a bicyclic structure, which means it has two interlinked rings. This level of complexity can lead to interesting stereochemistry and reactivity, making it a point of study for organic chemists.
  • Functional Group: The presence of the thiol group (–SH) adds significant reactivity to the molecule, allowing it to participate in reactions such as thiolation and nucleophilic substitutions.
  • Applications: Due to its functional groups and unique structure, this compound could be useful in the synthesis of specialty chemicals, fragrances, and other organic compounds.
  • Default Reference Point: Its structure serves as a reference point or a scaffold for the development of various derivatives that may possess desired biological or chemical properties.
  • History: Compounds with similar structures were often explored in the context of natural product synthesis, showcasing the essential role of bicyclic compounds in drug discovery.

As scientists continue to explore the properties and potential uses of 2,6,6-trimethylbicyclo[3.1.1]hept-2-ene-1-thiol, it stands as a testament to the creativity and complexity found within the field of organic chemistry.

In the words of chemist Linus Pauling, "The best way to have a good idea is to have a lot of ideas." This compound embodies that principle, opening doors to new possibilities in research and application.

Synonyms
Pinenmerkaptan [Czech]
Pinenmerkaptan
BICYCLO(3.1.1)HEPT-2-ENE, MERCAPTO-2,6,6-TRIMETHYL-
28606-03-3
RefChem:329306
SCHEMBL15797973
DTXSID30951273
2,6,6-TRIMETHYLBICYCLO[3.1.1]HEPT-2-ENE-1-THIOL