Tetrahydrophthalic anhydride explained

Tetrahydrophthalic anhydride is an organic compound with the formula C6H8C2O3. The compound exists as two isomers, this article being focused on the more common cis isomer. It is a white solid that is soluble in organic solvents.

Preparation and derivatives

Tetrahydrophthalic anhydride, the cis isomer, is prepared by the Diels-Alder reaction of butadiene and maleic anhydride.[1]

Tetrahydrophthalic anhydride is a precursor to other compounds including the dicarboxylic acid tetrahydrophthalic acid as well the tetrahydrophthalimide, which is a precursor to the fungicide Captan. It is also a precursor to 1,2,3,4-butanetetracarboxylic acid.[2]

References

  1. cis-Δ4-Tetrahydrophthalic Anhydride. Arthur C. Cope . Elbert C. Herrick . Org. Synth.. 1950 . 50. 93. 10.15227/orgsyn.030.0093.
  2. 10.1107/s0567740871002577 . The Crystal Structure of Butane-1,2,3,4-tetracarboxylic Dianhydride . 1971 . Nagao . R. . Marumo . F. . Saito . Y. . Asahara . T. . Acta Crystallographica Section B Structural Crystallography and Crystal Chemistry . 27 . 3 . 569–572 . 1971AcCrB..27..569N .