Diiodoacetylene

Diiodoacetylene
Names
	Preferred IUPAC name Diiodoethyne
Identifiers
CAS Number	624-74-8;
3D model (JSmol)	Interactive image;
ChemSpider	55116;
PubChem CID	61170;
CompTox Dashboard (EPA)	DTXSID20211459;
	InChI InChI=1S/C2I2/c3-1-2-4 Key: XANKMCMFEJCODV-UHFFFAOYSA-N;
	SMILES C(#CI)I;
Properties
Chemical formula	C2I2
Molar mass	277.831 g·mol−1
Appearance	white solid
Density	3.43 g/cm3
Related compounds
Related compounds	Acetylene; Difluoroacetylene; Dichloroacetylene; Dibromoacetylene; Tetraiodoethylene; Tetraiodomethane; Hexaiodoethane;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Diiodoacetylene is the organoiodine compound with the formula C₂I₂. It is a white, volatile solid that dissolves in organic solvents. It is prepared by iodination of trimethylsilylacetylene. Although samples explode above 80 °C, diiodoacetylene is the most readily handled of the dihaloacetylenes. Dichloroacetylene, for example, is more volatile and more explosive. As confirmed by X-ray crystallography, diiodoacetylene is linear, with the structure I−C≡C−I. It is however a shock, heat and friction sensitive compound. Like other haloalkynes, diiodoacetylene is a strong halogen bond donor.