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| Names | |
|---|---|
| Preferred IUPAC name Buta-1,3-diyne | |
| Other names 1,3-Butadiyne Biacetylene Butadiyne | |
| Identifiers | |
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3D model (JSmol) | |
| 1236317 | |
| ChEBI | |
| ChemSpider |
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| ECHA InfoCard | 100.006.641 |
| EC Number |
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| UNII | |
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| Properties | |
| C4H2 | |
| Molar mass | 50.060 g·mol−1 |
| Appearance | Colorless gas |
| Boiling point | 10 °C (50 °F; 283 K) |
| Hazards | |
| Occupational safety and health (OHS/OSH): | |
Main hazards | Highly flammable; Peroxide forming |
| GHS labelling: | |
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| Danger | |
| Safety data sheet (SDS) | External MSDS |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Diacetylene (also known asbutadiyne) is theorganic compound with the formulaC4H2 orH−C≡C−C≡C−H. It is the simplest compound containing twotriple bonds. It is first in the series ofpolyynes, which are of theoretical but not of practical interest.
Diacetylene has been identified in the atmosphere ofTitan and in theprotoplanetary nebulaCRL 618 by its characteristicvibrational spectrum. It is proposed to arise by a reaction betweenacetylene and theethynyl radical (C2H), which is produced when acetylene undergoesphotolysis. This radical can in turn attack the triple bond in acetylene and react efficiently even at low temperatures. Diacetylene has also been detected on theMoon.
This compound may be made by thedehydrohalogenation of 1,4-dichloro-2-butyne bypotassium hydroxide (inalcoholic medium) at ~70°C:[1]
The bis(trimethylsilyl)-protected derivative may be prepared by theHay coupling of(trimethylsilyl)acetylene:[2]
