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Diphenylacetylene

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Identification
Molecular formula
C14H10
CAS number
501-65-5
IUPAC name
2-phenylethynylbenzene
State
State

At room temperature, diphenylacetylene is in the solid state.

Melting point (Celsius)
60.00
Melting point (Kelvin)
333.15
Boiling point (Celsius)
305.00
Boiling point (Kelvin)
578.15
General information
Molecular weight
178.23g/mol
Molar mass
178.2260g/mol
Density
1.1080g/cm3
Appearence

Diphenylacetylene appears as a colorless solid with a crystalline structure. It often forms needle-like crystals and may exhibit a faint aromatic odor.

Comment on solubility

Solubility of 2-phenylethynylbenzene

2-phenylethynylbenzene, also known by its IUPAC name, exhibits specific solubility characteristics that are important to note:

  • Solvent Compatibility: This compound is generally insoluble in water due to its nonpolar nature, which is typical of many aromatic hydrocarbons. The hydrophobic properties limit its interaction with polar solvents like water.
  • Organic Solvents: However, 2-phenylethynylbenzene demonstrates good solubility in nonpolar organic solvents such as hexane, benzene, and toluene. This makes it suitable for reactions and applications in organic synthesis where such solvents are used.
  • Temperature Effects: Solubility can be affected by temperature; typically, solubility in organic solvents increases with higher temperatures. This factor is crucial when conducting reactions that require higher temperatures.

In summary, while 2-phenylethynylbenzene is not soluble in water, its solubility in nonpolar organic solvents makes it a valuable compound in various chemical applications. Understanding these solubility properties is essential for effective laboratory practices.

Interesting facts

Interesting Facts about 2-Phenylethynylbenzene

2-Phenylethynylbenzene, often referred to in scientific literature for its unique structural properties, is an aromatic compound that combines both phenyl and ethynyl functionalities. This compound is particularly fascinating for various reasons:

  • Structural Characteristics: The presence of multiple aromatic rings in its structure offers a rich platform for studying conjugated systems. This can lead to interesting electronic properties and stability.
  • Versatile Applications: 2-Phenylethynylbenzene finds its uses in the fields of organic synthesis, particularly in the creation of complex molecular architectures used in pharmaceuticals and materials science.
  • Competitive Reactivity: Due to the presence of both the ethynyl and phenyl groups, this compound can participate in a variety of reactions, such as cross-coupling reactions, paving the way for novel chemistries.
  • Optoelectronic Properties: Some studies have suggested that compounds like 2-phenylethynylbenzene can exhibit fluorescent properties, making them potential candidates for applications in organic light-emitting diodes (OLEDs).

As expressed by chemist Robert B. Woodward, "Everything is either a little better or a little worse than we expect it to be." This encapsulates the charm of compounds like 2-phenylethynylbenzene, where their unexpected properties can lead to groundbreaking discoveries and innovations.

In conclusion, the study of 2-phenylethynylbenzene not only enhances our understanding of organic chemistry but also contributes to the development of advanced materials and technologies that can influence various industries.

Synonyms
DIPHENYLACETYLENE
501-65-5
Tolan
diphenyl acetylene
2-phenylethynylbenzene
Biphenylacetylene
Benzene, 1,1'-(1,2-ethynediyl)bis-
CHEBI:51579
UNII-Y70JA8HB75
Y70JA8HB75
NSC-5185
EINECS 207-926-6
TOLAN [MI]
AI3-04360
DTXSID4060109
1,1-(1,2-ETHYNEDIYL)BISBENZENE
Ethyne, diphenyl
Acetylene, diphenyl
1,2Diphenylacetylene
Acetylene, diphenyl (8CI)
DTXCID3040778
Benzene, 1,1'(1,2ethynediyl)bis
inchi=1/c14h10/c1-3-7-13(8-4-1)11-12-14-9-5-2-6-10-14/h1-10
jrxxlckwqfkacw-uhfffaoysa-n
1,2-diphenylethyne
Diphenylethyne
Tolane
1,2-Diphenylacetylene
Ethyne, diphenyl-
(2-phenylethynyl)benzene
1,1'-ethyne-1,2-diyldibenzene
Acetylene, diphenyl-
(Phenylethynyl)benzene
NSC 5185
MFCD00004786
sym-Diphenylacetylene
Diphenylacetylene, 98%
Diphenyacethylene
diphenyl-acetylene
Biphenyl acetylene
(Phenylethynyl)benzene #
YSWG033
CHEMBL223309
1-(2-phenyl-1-ethynyl)benzene
NSC5185
Benzene,1'-(1,2-ethynediyl)bis-
BDBM50476289
STL453635
AKOS004901131
CS-W017313
FD10621
FS70534
AC-18803
AS-56973
SY012762
DB-004031
D0871
NS00032006
EN300-19945
Q902100
(Phenylethynyl)benzene;1,1'-(1,2-Ethanediyl)bisbenzene;1,1?-(1,2-ethynediyl)bis-benzen;1,1?-(1,2-Ethynediyl)bisbenzene;1,2-Diphenylacetylene
25989-14-4