Diphenylacetylene Property

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)

Safety

Safety Statements 

24/25-22

WGK Germany 

3

TSCA 

Yes

HS Code 

29029090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

Diphenylacetylene Chemical Properties,Usage,Production

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.]