Orcin
From Wikipedia, the free encyclopedia
| Orcin | |
|---|---|
 |
|
| IUPAC name | 5-Methyl-1,3-benzenediol |
| Other names | 3,5-Dihydroxytoluene |
| Identifiers | |
| CAS number | [504-15-4] |
| SMILES | Cc1cc(O)cc(O)c1 |
| Properties | |
| Molecular formula | C7H8O2 |
| Molar mass | 124.14 g/mol |
| Melting point |
110.0-110.5 °C |
| Boiling point |
289.5 °C |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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Orcin, or 3,5-dihydroxytoluene, C6H3(CH3)(OH)2, is an organic compound found in many lichens including Rocella tinctoria and Lecanora, and formed by fusing extract of aloes with potash.
It may be synthesized from toluene; more interesting is its production when acetone dicarboxylic ester is condensed with the aid of sodium. It crystallizes in colorless prisms with one molecule of water, which redden on exposure to air. Ferric chloride gives a bluish-violet coloration with the aqueous solution. Unlike resorcinol it does not give a fluorescein with phthalic anhydride. Oxidation of the ammoniacal solution gives orcein, C28H24N2O7, the chief constituent of the natural dye archil. Homo-pyrocatechin is an isomer (CH1: OH: OH= 1 3 :4), found as its methyl ether (creosol) in beech-wood tar.
[edit] See also
[edit] References
- This article incorporates text from the Encyclopædia Britannica Eleventh Edition, a publication now in the public domain.
