Skip to main content

Thioanisole

ADVERTISEMENT
Identification
Molecular formula
C7H8S
CAS number
100-68-5
IUPAC name
methylsulfanylbenzene
State
State

Thioanisole is typically found as a liquid at room temperature. It has an oily consistency and a high refractive index.

Melting point (Celsius)
-15.00
Melting point (Kelvin)
258.15
Boiling point (Celsius)
193.50
Boiling point (Kelvin)
466.65
General information
Molecular weight
124.21g/mol
Molar mass
124.2070g/mol
Density
1.0610g/cm3
Appearence

Thioanisole is a colorless liquid with a distinctive aromatic odor. It is not commonly found in colorless hops but has a clear and bright appearance typical of many organic aromatic compounds.

Comment on solubility

Solubility of Methylsulfanylbenzene

Methylsulfanylbenzene, also known as thioanisole, exhibits unique solubility characteristics due to its molecular structure. Being an organic compound, it generally shows higher solubility in organic solvents compared to water. Here are some key points regarding its solubility:

  • Non-polar Solvents: Methylsulfanylbenzene is highly soluble in non-polar organic solvents such as hexane, ethyl acetate, and chloroform.
  • Water Solubility: Its solubility in water is quite low, estimated to be around 0.1 g/L at room temperature, which indicates significant hydrophobic properties.
  • Thermodynamic Considerations: The dissolution process is influenced by the enthalpy and entropy changes associated with solute-solvent interactions, leading to poor solubility in polar solvents.
  • Applications: This solubility profile makes methylsulfanylbenzene useful in various applications, particularly in organic synthesis and as a flavoring agent, where its ability to dissolve in organic matrices is advantageous.

Understanding the solubility behavior of methylsulfanylbenzene is crucial for its effective practical application in laboratories and industries. As noted, while it readily dissolves in organic compounds, it remains largely insoluble in polar solvents like water, emphasizing its role as a non-polar solute.

Interesting facts

Interesting Facts about Methylsulfanylbenzene

Methylsulfanylbenzene, commonly known as thiophenol, is a fascinating compound in the realm of organic chemistry. As a member of the thioether family, it boasts a sulfur atom bonded to a hydrocarbon group, which gives it unique properties and applications.

Key Characteristics

  • Functional Group: The presence of a methylsulfanyl group lends this compound its signature characteristics, influencing both reactivity and solvency.
  • Use in Industry: It serves as an important building block in the synthesis of various chemicals, including pharmaceuticals and agrochemicals.
  • Flavor and Aroma: Methylsulfanylbenzene has a distinct smell, often noted for its similarity to certain types of garlic. This has led to its use in the food industry as a flavoring agent.
  • Reactiveness: The sulfur atom in its structure imparts nucleophilic properties, allowing it to participate in numerous chemical reactions, including electrophilic aromatic substitution reactions.

Cultural Significance

In addition to its industrial applications, methylsulfanylbenzene highlights the intersection of chemistry with other fields. It is frequently discussed in aromatic chemistry and serves as a model compound for studying functional group transformations.

Fun Fact

Interestingly, researchers have hinted at the potential role of methylsulfanylbenzene in developing new materials, showcasing its versatility beyond traditional uses!

With its complex chemistry and utility, methylsulfanylbenzene gives learners and practitioners alike an array of concepts to explore.

Synonyms
Thioanisole
100-68-5
Methyl phenyl sulfide
Benzene, (methylthio)-
Thioanisol
(Methylthio)benzene
Phenylthiomethane
(Methylsulfanyl)benzene
Phenyl methyl sulfide
METHYLPHENYLSULFIDE
(1-Thiaethyl)benzene
methylsulfanylbenzene
1-Phenyl-1-thiaethane
Anisole, thio-
Methyl phenyl sulphide
Methyl phenyl thioether
Methyl phenylsulfide
Methylthiobenzene
Sulfide, methyl phenyl
methylsulfanyl-benzene
MFCD00008559
NSC 57916
EINECS 202-878-2
BB4K737YF4
AI3-26832
Sulfide, methyl phenyl (6CI,8CI)
NSC-57916
DTXSID8059217
FEMA NO. 3873
CHEBI:134281
EC 202-878-2
METHYL PHENYL SULFIDE [FHFI]
Thioanisole, ReagentPlus(R), >=99%
methylphenyl sulfide
thioanisoie
UNII-BB4K737YF4
thio-anisole
Anisole, thio
FEMA 3873
phenylmethylsulfide
16R
Methylmercaptobenzene
(methylthio)-benzene
methyl(phenyl)sulfide
methyl-phenyl-sulphide
benzene, (methylthio)
(Methylsulfanyl)benzene #
(Methylthio)benzene, 9CI
Methyl phenyl sulfide; MPS
SCHEMBL7584
WLN: 1SR
CHEMBL192899
Thioanisole, analytical standard
DTXCID9032458
Methyl phenyl sulfide, >=99%
NSC57916
STR03277
AKOS000121371
BP-30149
CS-0015372
NS00002537
T0191
Thioanisole, Vetec(TM) reagent grade, 98%
EN300-15497
D72508
Q9087778
F0001-0023