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Diphenylacetylene

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Diphenylacetylene Basic information

Product Name:
Diphenylacetylene
Synonyms:
  • DIPHENYLACETYLENE
  • 1,2-DIPHENYL ETHYNE
  • 1,2-Ethynediylbisbenzene
  • Diphenylacetylene ,98.5%
  • Diphenylacetylene 1g [501-65-5]
  • DIPHENYLACETYLENE 98%
  • TOLAN
  • (Phenylethynyl)benzene
CAS:
501-65-5
MF:
C14H10
MW:
178.23
EINECS:
207-926-6
Product Categories:
  • Thiazoles
  • Pharmaceutical Intermediates
  • Acetylenes
  • Acetylenic Hydrocarbons having Benzene Ring
Mol File:
501-65-5.mol
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Diphenylacetylene Chemical Properties

Melting point:
59-61 °C (lit.)
Boiling point:
170 °C/19 mmHg (lit.)
Density 
0.99 g/mL at 25 °C (lit.)
refractive index 
1.6415 (estimate)
Flash point:
170°C/19mm
storage temp. 
Sealed in dry,2-8°C
form 
Crystalline Powder and Chunks
color 
Light yellow to brownish
Specific Gravity
0.99
Water Solubility 
Miscible with ether and hot alcohol. Immiscible with water.
Merck 
14,9504
BRN 
606478
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey
JRXXLCKWQFKACW-UHFFFAOYSA-N
CAS DataBase Reference
501-65-5(CAS DataBase Reference)
NIST Chemistry Reference
Diphenylethyne(501-65-5)
EPA Substance Registry System
Benzene, 1,1'-(1,2-ethynediyl)bis- (501-65-5)
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Safety Information

Safety Statements 
24/25-22
WGK Germany 
3
TSCA 
Yes
HS Code 
29029090

MSDS

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Diphenylacetylene Usage And Synthesis

Chemical Properties

white crystals

Uses

Organic synthesis, purified grade, primary fluor or wavelength shifter in soluble scintillators.

Uses

Diphenylacetylene is often used as a building block in organic and organometallic chemistry. It acts as dienophile and under goes Diels-Alder reaction with tetraphenylcyclopentadienone to prepare hexaphenylbenzene. It acts as a precursor in the preparation of 3-alkoxycyclopropene by reacting with benzal chloride in the presence of potassium t-butoxide.

Definition

ChEBI: An arylacetylene that is acetylene in which the hydrogens are replaced by phenyl groups.

Synthesis Reference(s)

Canadian Journal of Chemistry, 61, p. 86, 1983 DOI: 10.1139/v83-015
Journal of the American Chemical Society, 87, p. 863, 1965 DOI: 10.1021/ja01082a029
The Journal of Organic Chemistry, 51, p. 3830, 1986 DOI: 10.1021/jo00370a016

Purification Methods

Crystallise tolan from EtOH. [Beilstein 5 H 656, 5 IV 2276.]

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