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S-phenyl ethanethioate

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Identification
Molecular formula
C8H8OS
CAS number
696-41-3
IUPAC name
S-phenyl ethanethioate
State
State

At room temperature, S-phenyl ethanethioate is a liquid.

Melting point (Celsius)
-20.00
Melting point (Kelvin)
253.15
Boiling point (Celsius)
235.00
Boiling point (Kelvin)
508.15
General information
Molecular weight
166.22g/mol
Molar mass
166.2470g/mol
Density
1.0911g/cm3
Appearence

S-phenyl ethanethioate typically appears as a colorless to pale yellow liquid. It has a distinctive odor commonly associated with thioesters.

Comment on solubility

Solubility of S-phenyl ethanethioate

S-phenyl ethanethioate, a compound often encountered in organic chemistry, exhibits intriguing solubility characteristics that can be useful in various applications. The solubility of this compound is influenced by several factors:

  • Polarity: S-phenyl ethanethioate contains both aromatic and thioester functional groups, which can affect its interaction with solvents.
  • Solvent Type: It tends to be more soluble in organic solvents such as ethanol, acetone, and chloroform, while showing lower solubility in water.
  • Temperature: As with many organic compounds, increasing the temperature often enhances solubility due to increased kinetic energy of molecules.

Overall, the solubility of S-phenyl ethanethioate can be summarized as:

  1. Highly soluble in polar aprotic solvents.
  2. Moderately soluble in polar protic solvents.
  3. Poorly soluble in nonpolar solvents.

In applications, understanding the solubility of S-phenyl ethanethioate is crucial for its effective use, especially in reactions where solvent choice significantly impacts yield and efficiency. As a result, chemists often emphasize the importance of solvent interactions in organic synthesis involving this compound.

Interesting facts

Interesting Facts about S-Phenyl Ethanethioate

S-Phenyl ethanethioate is a fascinating compound that belongs to the category of thioesters, known for their pivotal role in biochemistry and organic synthesis. Here are some intriguing insights regarding this compound:

  • Biochemical Significance: Thioesters, including S-phenyl ethanethioate, are vital in biological processes. They participate in metabolic pathways, particularly in the formation and breakdown of fatty acids.
  • Synthetic Utility: This compound serves as an important building block in various organic reactions, especially in the synthesis of pharmaceuticals and agrochemicals. Its reactivity makes it useful in generating more complex molecular structures.
  • Aromatic Feature: The presence of the phenyl group in its structure contributes to the compound's unique reactivity, making it a subject of interest in the study of aromatic compounds and their derivatives.
  • Flavor and Fragrance: Compounds similar to S-phenyl ethanethioate have been studied for their potential applications in flavors and fragrances, broadening its appeal beyond just academic and industrial contexts.
  • Research Potential: As a thioester, S-phenyl ethanethioate serves as a model for investigating thioester hydrolysis and other reaction mechanisms, making it a valuable subject for chemists.
  • Environmental Aspect: Understanding the behavior and decomposition of thioesters like S-phenyl ethanethioate can contribute to environmental chemistry, particularly concerning the degradation of organic compounds.

In summary, S-phenyl ethanethioate is not just a simple compound; it plays a multifaceted role in both synthetic and biological chemistry, making it a subject of continuous interest and research in the scientific community.

Synonyms
S-Phenyl thioacetate
934-87-2
S-Phenyl ethanethioate
Thiophenyl acetate
S-PHENYLTHIOACETATE
Ethanethioic acid, S-phenyl ester
ACETIC ACID, THIO-, S-PHENYL ESTER
Phenyl thiolacetate
Thioacetic acid S-phenyl ester
1-(phenylsulfanyl)ethan-1-one
L1K5I18NJ8
EINECS 213-294-2
BRN 1858641
AI3-15532
MFCD00008752
1-phenylsulfanylethanone
S-Phenyl ethanethioate #
BENZENETHIOL, ACETATE
UNII-L1K5I18NJ8
S-Phenyl thioacetate, 98%
4-06-00-01522 (Beilstein Handbook Reference)
SCHEMBL342299
ethanethioic acid S-phenyl ester
WBISVCLTLBMTDS-UHFFFAOYSA-
DTXSID00239419
AKOS015840643
THIACETIC ACID, S-PHENYL ESTER
BS-23840
NS00039567
T0849
InChI=1/C8H8OS/c1-7(9)10-8-5-3-2-4-6-8/h2-6H,1H3