Diiodobutadiyne
Names
IUPAC name
1,4-Diiodobuta-1,3-diyne
Other names
Diiododiacetylene
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C4I2/c5-3-1-2-4-6 Key:HUKBPXSFAFKZBD-UHFFFAOYSA-N
  • IC#CC#CI
Properties
C4I2
Molar mass 301.853 g·mol−1
Appearance White solid
Solubility in hexanes Soluble
Structure
Linear
Explosive data
Shock sensitivity Sensitive - may explode if struck
Related compounds
Related compounds
 Diacetylene, PIDA
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Diiodobutadiyne (1,4-diiodobuta-1,3-diyne) is a small molecule related to diacetylene. It is used in the creation of the polymer poly(diiododiacetylene) (PIDA) by undergoing 1,4 polymerization.[1]

1,4-Diiodobuta-1,3-diyne is light sensitive and explosive if stored out of solution as a dry solid. It will undergo random 1,2 and 1,4 polymerization, as well as decomposition in solution if kept over an extended period of time, having a half life of just about two weeks.[2]

References

  1. ^ Sun, A.; Lauher, J.W.; Goroff, N.S. (2006), "Preparation of Poly(Diiododiacetylene), an Ordered Conjugated Polymer of Carbon and Iodine", Science, 312 (5776): 1030–1034, Bibcode:2006Sci...312.1030S, doi:10.1126/science.1124621, PMID 16709780, S2CID 36045120
  2. ^ Luo, Liang; Wilhelm, Christopher; Sun, Aiwu; Grey, Clare P.; Lauher, Joseph W.; Goroff, Nancy S. (2008), "Poly(Diiododiacetylene): Preparation, Isolation, and Full Characterization of a Very Simple Poly(diacetylene)", Journal of the American Chemical Society, 130 (24): 7702–7709, doi:10.1021/ja8011403, PMID 18489101
Categories