4,4′-Bis[(E)-(2,3-diiodo­prop-2-en-1-yl)­oxy]biphen­yl
2011

Iodinated Compound from Biphenyl

publication

Author Information

Author(s): Shah Kiramat, Raza Shah M., Ng Seik Weng

Primary Institution: H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi

Hypothesis

The study aimed to activate the triple bond of 4,4'-bis(prop-2-ynyloxy)biphenyl for polymerization using a cuprous iodide/iodine catalytic system.

Conclusion

The attempt to polymerize the compound resulted in the formation of an iodinated product instead.

Supporting Evidence

  • Iodine adds across both triple bonds of the compound.
  • The aromatic rings in the molecule are twisted by 37.8 degrees.

Takeaway

The researchers tried to make a new plastic from a chemical but ended up making a different chemical with iodine instead.

Methodology

The compound was synthesized by dissolving potassium carbonate and biphenyl-4,4'-diol in ethanol, followed by the addition of propargyl bromide and treatment with a cuprous iodide/iodine solution.

Digital Object Identifier (DOI)

10.1107/S1600536811003874

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