Diacetylene

• Butadiyne
• 1,3 - butadiyne

Colorless gas

Gaseous

-36 ° C

10.3 ° C

Soluble in water ( 9.45 g · l-1 at 25 ° C)

1.4189 (5 ° C)

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Diacetylene ( butadiyne ) is a chemical compound from the group of unsaturated hydrocarbons and the simplest representative of the group of polyynes. It has a single or two triple bonds.

Occurrence

Diacetylene could be detected on the moon and in the atmosphere of Saturn's moon Titan.

Production and representation

Diacetylene can be produced as dimerization by oxidative coupling of ethyne. This type of reaction is also referred to as a Glaser coupling.

Properties

Diacetylene is highly flammable and burns in air with very sooty flame to CO2 and H2O (see Acetylene ). In addition, diacetylene is very reactive because of the triple bonds, for example, it can just as acetylene ( ethyne ) in an exothermic reaction in the elements C and H2 decay. Also electrophilic additions reactions, polymerization, and Diels -Alder reactions of the diacetylene are known.

Use

Diacetylene can be used to prepare polydiacetylene by polymerization. It is also used as an intermediate for the production of derived compounds ( such as diphenyl-diacetylene liquid crystals ).