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: 2026-01-13 11:23:54
What is Diphenylacetylene?
Chemical properties
white crystals
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.
The Uses of Diphenylacetylene
Organic synthesis, purified grade, primary fluor or wavelength shifter in soluble scintillators.
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) |
Safety information for Diphenylacetylene
Computed Descriptors for Diphenylacetylene
| InChIKey | JRXXLCKWQFKACW-UHFFFAOYSA-N |
Diphenylacetylene manufacturer
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