cis-1,2-Dihydrocatechol

*cis*-1,2-Dihydrocatechol
Names
	IUPAC name 3,5-Cyclohexadiene-1,2-diol
Identifiers
CAS Number	17793-95-2;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:16190;
ChemSpider	154113;
Gmelin Reference	200913
KEGG	C04091;
PubChem CID	176951;
CompTox Dashboard (EPA)	DTXSID70880013 ;
	InChI InChI=1S/C6H8O2/c7-5-3-1-2-4-6(5)8/h1-8H/t5-,6+ Key: YDRSQRPHLBEPTP-OLQVQODUSA-N;
	SMILES C1=C[C@H]([C@H](C=C1)O)O;
Properties
Chemical formula	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

^ 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.

[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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