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Related Experiment Videos

2-Allenyl-2H-benzotriazole.

Hiromitsu Maeda1, Atsuhiro Osuka, Hiroyuki Furuta

  • 1Department of Chemistry, Graduate School of Science, Kyoto University, Kyoto 606-8502, Japan.

Acta Crystallographica. Section C, Crystal Structure Communications
|June 10, 2003
PubMed
Summary
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The study found that the allenyl form is preferred over the propargyl form in the C(9)H(7)N(3) compound. This structural preference was determined by analyzing specific bond distances within the molecule.

Area of Science:

  • Organic Chemistry
  • Crystallography
  • Molecular Structure

Background:

  • Understanding tautomerism and conformational preferences in organic molecules is crucial.
  • The propargyl-allenyl equilibrium is a key aspect of unsaturated systems.

Purpose of the Study:

  • To determine the preferred tautomeric form of the side chain in the title compound, C(9)H(7)N(3).
  • To provide precise bond distance data for the side chain atoms.

Main Methods:

  • X-ray crystallography was used to analyze the solid-state structure of C(9)H(7)N(3).
  • Analysis of bond lengths within the side chain to differentiate between allenyl and propargyl forms.

Main Results:

  • The allenyl form (-CH=C=CH(2)) was observed in preference to the propargyl form (-CH(2)-C≡CH).

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  • Specific carbon-carbon bond distances in the side chain were measured as 1.303(3) Å and 1.289(3) Å.

    • Conclusions:

    • The allenyl tautomer is the dominant form in the solid state for this compound.
    • The precise bond distance data supports the structural assignment and provides insights into bonding.