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Cyclohexanethiol

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Identification
Molecular formula
C6H11SH
CAS number
1569-69-3
IUPAC name
cyclohexanethiol
State
State

At room temperature, cyclohexanethiol is in a liquid state.

Melting point (Celsius)
-28.80
Melting point (Kelvin)
244.35
Boiling point (Celsius)
157.00
Boiling point (Kelvin)
430.15
General information
Molecular weight
116.21g/mol
Molar mass
116.2110g/mol
Density
0.9618g/cm3
Appearence

Cyclohexanethiol appears as a colorless to pale yellow liquid. It is known for its strong, often unpleasant odor that is characteristic of mercaptans.

Comment on solubility

Solubility of Cyclohexanethiol

Cyclohexanethiol, with the chemical formula C6H12S, is a fascinating compound when it comes to its solubility characteristics. This compound, known for its unique structure, exhibits properties that are influenced by its thiol group (-SH) and hydrophobic cyclohexane ring.

Solubility Overview

Cyclohexanethiol showcases the following solubility characteristics:

  • Polar Nature: The presence of the thiol group lends a degree of polarity to cyclohexanethiol, enhancing its solubility in polar solvents.
  • Hydrophobic Behavior: The cyclohexane ring is nonpolar, which can limit its solubility in highly polar solvents, indicating a preference for organic solvents.
  • Solvent Compatibility: It is generally soluble in organic solvents like ethanol and diethyl ether, but possesses low solubility in water due to its hydrophobic characteristics.

Practical Implications

In practical application, understanding the solubility of cyclohexanethiol is essential for:

  • Reacting with other compounds in organic synthesis.
  • Formulating products such as fragrances and pharmaceuticals, where solubility plays a key role in effectiveness.

In summary, while cyclohexanethiol has limited solubility in water due to its hydrophobic cyclohexane structure, its thiol group allows it to be quite soluble in various organic solvents, making it a versatile compound in chemical applications. Understanding these solubility dynamics is crucial for chemists working with this intriguing thiol.

Interesting facts

Interesting Facts about Cyclohexanethiol

Cyclohexanethiol is a fascinating compound, primarily known for its unique properties and applications in organic chemistry. Here are some notable facts about this compound:

  • Structure: Cyclohexanethiol features a six-membered cyclohexane ring with a thiol (-SH) group. This configuration provides it with distinct chemical behavior compared to linear thiols.
  • Reactivity: The thiol group in cyclohexanethiol is known for forming disulfide bonds and participating in redox reactions, making it an important compound in biochemical pathways.
  • Odor: Like many compounds containing sulfur, cyclohexanethiol is characterized by its strong and pungent odor. This is typical for thiols due to the low threshold of detection by humans, making it easily recognizable even in small amounts.
  • Applications: Cyclohexanethiol is utilized in various fields, including:
    • Material science for the synthesis of advanced polymers.
    • Pharmaceutical industry where it's used as a building block in organic synthesis.
    • Analyzing and detecting molecules in environmental chemistry.
  • Health and Safety: While cyclohexanethiol is an intriguing compound, it’s crucial to handle it with care. Proper lab safety protocols should always be observed to avoid any potential health risks associated with exposure.

In summary, cyclohexanethiol serves as an excellent example of how the structure of a compound influences its properties and reactivity. Its applications in various scientific fields underscore its importance in both theoretical and practical chemistry.

Synonyms
CYCLOHEXANETHIOL
Cyclohexyl mercaptan
Cyclohexyl thiol
Cyclohexylmercaptan
Cyclohexylthiol
Cyklohexylmerkaptan
Cyklohexanthiol
Cyklohexanthiol [Czech]
Mercaptocyclohexane
Cyklohexylmerkaptan [Czech]
HSDB 5840
EINECS 216-378-7
UNII-N8HOD9900V
NSC 59723
UN3054
BRN 1236342
DTXSID2027416
NSC-59723
CYCLOHEXANETHIOL [HSDB]
DTXCID207416
EC 216-378-7
4-06-00-00072 (Beilstein Handbook Reference)
Cyklohexanthiol (Czech)
CYKLOHEXYLMERKAPTAN (CZECH)
cmkbctpcxznqkx-uhfffaoysa-n
inchi=1/c6h12s/c7-6-4-2-1-3-5-6/h6-7h,1-5h
1569-69-3
Hexahydrothiophenol
N8HOD9900V
cyclohexanthiol
cyclohexane thiol
cyclohexane-thiol
cyclohexyl-mercaptan
Cyclohexanethiol, 97%
WLN: L6TJ ASH
SCHEMBL42570
CHEMBL3187982
NSC59723
Tox21_200454
MFCD00001455
STL264220
AKOS000120381
AT31490
NCGC00248628-01
NCGC00258008-01
CAS-1569-69-3
NS00048597
EN300-21362
A809789
Cyclohexyl mercaptan [UN3054] [Flammable liquid]
Q2577578
F0001-0558