Diphenylacetylene

Synonym(s):Tolan

CAS NO.：501-65-5
Empirical Formula: C14H10
Molecular Weight: 178.23
MDL number: MFCD00004786
EINECS: 207-926-6
SAFETY DATA SHEET (SDS)
Update Date: 2026-06-23 16:59:16

What is Diphenylacetylene?

Chemical properties

white crystals

The Uses of Diphenylacetylene

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

The Uses of Diphenylacetylene

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.]

Properties of Diphenylacetylene

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
Specific Gravity	0.99
color	Light yellow to brownish
Water Solubility	Miscible with ether and hot alcohol. Immiscible with water.
Merck	14,9504
BRN	606478
Stability:	Stable. Combustible. Incompatible with strong oxidizing agents.
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)