Tetrahydrophthalic Anhydride
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Tetrahydrophthalic anhydride is an
organic compound In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The ...
with the formula C6H8C2O3. The compound exists as two isomers, this article being focused on the more common cis isomer. It is a precursor to other compounds including the dicarboxylic acid tetrahydrophthalic acid as well the tetrahydrophthalimide, which is a precursor to the fungicide
Captan Captan is a general use pesticide (GUP) that belongs to the phthalimide class of fungicides. It is a white solid, although commercial samples appear yellow or brownish. Applications Although it can be applied on its own, Captan is often add ...
. It is a white solid that is soluble in organic solvents. Tetrahydrophthalic anhydride, the cis isomer, is prepared by the Diels-Alder reaction of
butadiene 1,3-Butadiene () is the organic compound with the formula (CH2=CH)2. It is a colorless gas that is easily condensed to a liquid. It is important industrially as a precursor to synthetic rubber. The molecule can be viewed as the union of two viny ...
and
maleic anhydride Maleic anhydride is an organic compound with the formula C2H2(CO)2O. It is the acid anhydride of maleic acid. It is a colorless or white solid with an acrid odor. It is produced industrially on a large scale for applications in coatings and poly ...
.{{cite journal, title=cis-Δ4-Tetrahydrophthalic Anhydride, authors=Arthur C. Cope, Elbert C. Herrick, journal=Org. Synth., year= 1950 , volume=50, page= 93, doi=10.15227/orgsyn.030.0093


References

Carboxylic anhydrides Commodity chemicals