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Diphenyl sulfide

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Identification
Molecular formula
C12H10S
CAS number
139-66-2
IUPAC name
phenylsulfanylbenzene
State
State

At room temperature, diphenyl sulfide is in a liquid state.

Melting point (Celsius)
-39.00
Melting point (Kelvin)
234.15
Boiling point (Celsius)
296.00
Boiling point (Kelvin)
569.15
General information
Molecular weight
186.29g/mol
Molar mass
186.2850g/mol
Density
1.1130g/cm3
Appearence

Diphenyl sulfide appears as a colorless to pale yellow liquid. It has a characteristic jet fuel-like odor and may turn pink to dark brown upon exposure to air or light due to oxidation.

Comment on solubility

Solubility of Phenylsulfanylbenzene

Phenylsulfanylbenzene, also known as thiophenol or phenyl sulfide, exhibits interesting solubility characteristics due to its unique molecular structure. This compound is primarily soluble in organic solvents, and understanding its solubility can be beneficial in various applications.

Solubility Characteristics:

  • Solvent Compatibility: Phenylsulfanylbenzene dissolves well in organic solvents such as:
    • Ether
    • Alcohol
    • Benzene
    • Toluene
  • Water Solubility: This compound has very low solubility in water due to its hydrophobic nature and the presence of the aromatic rings, which limits its interaction with polar solvents.
  • Concentration Effects: The solubility may vary with temperature and concentration; as temperature increases, solubility in organic solvents generally enhances.

In summary, while C6H5SH (phenylsulfanylbenzene) is predominantly insoluble in water, it finds good solubility in various organic solvents, making it a versatile compound for chemical processes. In the words of chemists, "like dissolves like," highlighting the importance of matching solvent types to the solute for effective solubility.

Interesting facts

Interesting Facts about Phenylsulfanylbenzene

Phenylsulfanylbenzene, commonly known in scientific circles as thiophenol or benzenethiol, is a fascinating compound that belongs to the class of aromatic thiols. Its unique structure and properties make it an intriguing subject for both research and practical applications.

Key Characteristics

  • Functional Group: The presence of a thiol (-SH) group contributes to its distinct properties, such as its reactivity and ability to form hydrogen bonds.
  • Applications: It is used in organic synthesis as a building block to produce various chemicals, including agrochemicals and pharmaceuticals.
  • Odor: Phenylsulfanylbenzene is known for its characteristic, often pungent odor, reminiscent of mercaptans, making it quite noticeable in the laboratory.

Chemical Behavior

One of the most interesting aspects of phenylsulfanylbenzene is its reactivity. The thiol group makes it prone to reactions with electrophiles, which can lead to the formation of multiple products:

  • Formation of disulfides when two molecules react.
  • Nucleophilic substitution reactions with alkyl halides.
  • Oxidation to produce sulfenic and sulfinic acids, expanding its chemical versatility.

Quote to Remember

As renowned chemist Sir Benjamin Baker stated, “The interaction between sulfur and carbon frameworks is where the magic of organic chemistry lies.” This resonates well with the study of compounds like phenylsulfanylbenzene.

Conclusion

In conclusion, phenylsulfanylbenzene is not just an ordinary compound; it bridges the realms of organic chemistry and practical applications. Its multifaceted behavior and noteworthy uses in synthetic chemistry certainly warrant further exploration!

Synonyms
Diphenyl sulfide
Phenyl sulfide
139-66-2
Diphenyl sulphide
DIPHENYLSULFANE
Benzene, 1,1'-thiobis-
Diphenyl thioether
Diphenylmercaptan
Phenylthiobenzene
Diphenylthiamethane
Diphenyl monosulfide
Diphenylsulfide
Sulfide, diphenyl
Diphenylsulphide
1,1'-Thiobis(benzene)
(Phenylsulfanyl)benzene
phenylsulfanylbenzene
1,1'-sulfanediyldibenzene
NSC 4568
PHENYLSULFIDE
1,1'-thiodibenzene
EINECS 205-371-4
B5P3Y93MNR
MFCD00003064
DTXSID8044383
CHEBI:38959
AI3-10564
SULFIDE,DIPHENYL
NSC-4568
1,1'-THIOBISBENZENE
DIPHENYL SULFIDE [MI]
DTXCID6024383
UNII-B5P3Y93MNR
phenyl-sulfide
phenyl thioether
Benzene,1'-thiobis-
Ph2S
1,1'Thiobis(benzene)
Benzene, 1,1'thiobis
Diphenyl sulfide, 98%
WLN: RSR
(Phenylsulfanyl)benzene #
SCHEMBL452
CHEMBL219876
Phenyl sulfide, glass distilled
NSC4568
Tox21_302182
STL481899
AKOS000119955
CS-W016890
NCGC00255977-01
AS-56727
CAS-139-66-2
NS00020475
P0230
EN300-21563
D70243
Diphenyl sulfide, PESTANAL(R), analytical standard
Q5806959
Z104501894
205-371-4