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Phenylacetylene

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Identification
Molecular formula
C8H6
CAS number
536-74-3
IUPAC name
ethynylbenzene
State
State

At room temperature, phenylacetylene is a liquid. It is volatile and possesses a characteristic aromatic odor.

Melting point (Celsius)
-40.00
Melting point (Kelvin)
233.15
Boiling point (Celsius)
143.00
Boiling point (Kelvin)
416.15
General information
Molecular weight
102.13g/mol
Molar mass
102.1320g/mol
Density
0.9306g/cm3
Appearence

Phenylacetylene is a colorless to pale yellow liquid at room temperature. It is characterized by a distinct, aromatic odor typical of alkynes.

Comment on solubility

Solubility of Ethynylbenzene

Ethynylbenzene, with the chemical formula C8H8, presents a unique solubility profile in various solvents. Its behavior can be summarized as follows:

  • Nonpolar Nature: Ethynylbenzene is primarily nonpolar, which significantly affects its solubility. Nonpolar compounds generally exhibit better solubility in nonpolar solvents.
  • Solvent Compatibility: It is soluble in a variety of organic solvents, including:
    • Benzene
    • Toluene
    • Xylene
    • Diethyl ether
  • Limited Water Solubility: Ethynylbenzene demonstrates poor solubility in water, typical of many nonpolar compounds, making it less suitable for aqueous environments.
  • Implications for Applications: This solubility characteristic is key when considering its use in organic synthesis, affecting reaction mediums and separation processes.

In summary, the solubility of ethynylbenzene primarily leans towards nonpolar environments, indicating that it is most effectively utilized with appropriate organic solvents for optimal performance.

Interesting facts

Interesting Facts about Ethynylbenzene

Ethynylbenzene, also known as phenylacetylene, is a fascinating organic compound with a unique structure and a variety of applications in both academia and industry. Here are some noteworthy aspects of this compound:

  • Structure: Ethynylbenzene comprises a benzene ring with an ethynyl group attached to it. This arrangement provides interesting electronic and steric properties, making it a versatile compound in organic synthesis.
  • Reactivity: The triple bond in the ethynyl group allows ethynylbenzene to participate in various reactions such as alkylation, halogenation, and polymerization. Its reactivity is exploited in synthesizing complex molecules.
  • Applications: This compound is extensively used in the production of pharmaceuticals, agrochemicals, and specialty chemicals. It serves as a building block for producing various functionalized materials and can also be used in the preparation of liquid crystals.
  • Polymerization Potential: Ethynylbenzene can undergo polymerization to form high-performance materials, such as thermosetting polymers, which are valuable for aerospace and electronics due to their thermal stability.
  • Chemical Synthesis: In organic chemistry, ethynylbenzene is instrumental in synthesizing other compounds, including more complex alkynes and heterocycles. Its unique structure can introduce new reactivity patterns that are valuable in synthetic pathways.
  • Historical Significance: Ethynylbenzene was first synthesized in the 19th century, marking an important step in the field of aromatic chemistry and laying the groundwork for future advancements in organic synthesis.

In summary, ethynylbenzene is not just another organic compound; it embodies a rich history of chemical research and innovation. Its unique properties and diverse range of applications make it an exciting subject for scientists and enthusiasts alike.

Synonyms
Ethynylbenzene
PHENYLACETYLENE
536-74-3
Phenylethyne
Benzene, ethynyl-
1-Phenylethyne
Phenylacetylide
Ethyne, phenyl-
Acetylene, phenyl-
Phenylacethylene
1-ethynylbenzene
phenyl-acetylene
NSC 4957
EINECS 208-645-1
239WSR2IBO
AI3-24180
NSC-4957
ETHYNYLBENZENE [MI]
DTXSID1060211
ETHYNYL-BENZENE (PHENYLACETYLENE)
1Phenylethyne
Ethyne, phenyl
benzene, ethynyl
Acetylene, phenyl
DTXCID1041477
208-645-1
inchi=1/c8h6/c1-2-8-6-4-3-5-7-8/h1,3-7
ethynyl-benzene
phenyl acetylene
126716-66-3
ethynyl benzene
ETHYNYL-D-BENZENE
C8H6
UNII-239WSR2IBO
ethynylbenzen
phenylacetylen
Ethinylbenzene
1-phenylacetylene
1-ethynyl-benzene
MFCD00008570
Phenylacetylene, 98%
Ph-C=CH
Phenylacetylene, ~98%
WLN: 1UU1R
CHEMBL234833
NSC4957
CHEBI:167069
AKOS000269051
AS-12473
Phenylacetylene, purum, >=97.0% (GC)
E0196
NS00020424
EN300-19670
D90456
A829727
Q417321
F0001-1393
Ethynyl Phenyl Ether; Phenoxyacetylene; Phenyl Ethynyl Ether;
120851-94-7