Diiodobutadiyne

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Diiodobutadiyne
Structure of diiodobutadiyne.png
Diiodobutadiyne.png
Names
IUPAC name
1,4-Diiodobuta-1,3-diyne
Other names
Diiododiacetylene
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
Properties
C4I2
Molar mass 301.853 g·mol−1
AppearanceWhite solid
Solubility in hexanesSoluble
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).
Infobox references

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]

Diacetylene chemical compound

Diacetylene (also known as butadiyne) is the organic compound with the formula C4H2. It is the simplest compound containing two triple bonds. It is first in the series of polyynes, which are of theoretical but not of practical interest.

PIDA (polymer) molecule also known as poly

PIDA, or poly(diiododiacetylene), is an organic polymer that has a polydiacetylene backbone. It is one of the simplest polydiacetylenes that has been synthesized, having only iodine atoms as side chains. It is created by 1,4 topochemical polymerization of diiodobutadiyne. It has many implications in the field of polymer chemistry as it can be viewed as a precursor to other polydiacetylenes by replacing iodine atoms with other side chains using organic synthesis, or as an iodinated form of the carbon allotrope carbyne.

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]

Related Research Articles

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Polythiophene polymer

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Polydiacetylenes

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Dendrimer class of chemical compounds

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Polylactic acid polymer

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PEDOT:PSS polymer

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Supramolecular polymers

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Temperature-responsive polymer

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Polyethylenimine chemical compound

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Transparent conducting film

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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
  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