cis-1,2-Dihydrocatechol

cis-1,2-Dihydrocatechol
Names
IUPAC name
3,5-Cyclohexadiene-1,2-diol
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
200913
KEGG
  • InChI=1S/C6H8O2/c7-5-3-1-2-4-6(5)8/h1-8H/t5-,6+
    Key: YDRSQRPHLBEPTP-OLQVQODUSA-N
  • C1=C[C@H]([C@H](C=C1)O)O
Properties
C6H8O2
Molar mass 112.128 g·mol−1
Appearance white oily solid
Melting point 28 °C (82 °F; 301 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

cis-1,2-Dihydrocatechol is the organic compound with the formula C6H6(OH)2. Several isomers exist with this formula. It is a colorless solid melting near room temperature. The compound is classified as a 1,3-cyclohexadiene. It arises by the dihydroxylation of benzene catalyzed by toluene dioxygenase.

cis-1,2-Dihydrocatechol has been used in the synthesis, sometimes on a commercial scale, of indinavir, indigo, and poly(p-phenylene).[1]

References

  1. ^ Hudlicky, Tomas; Thorpe, Andrew J. (1996). "Current Status and Future Perspectives of Cyclohexadiene-cis-diols in Organic Synthesis: Versatile Intermediates in the Concise Design of Natural Products". Chemical Communications (17): 1993. doi:10.1039/cc9960001993.
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