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| Juglone | |
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| IUPAC name | 5-hydroxy-1,4-naphthalenedione |
| Other names | 5-hydroxy-1,4-naphthoquinone 5-hydroxy-p-naphthoquinonejuglone regianin |
| Identifiers | |
| CAS number | [481-39-0] |
| RTECS number | QJ5775000 |
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| Properties | |
| Molecular formula | C10H6 O3 |
| Molar mass | 174.15 g/mol |
| Appearance | yellow solid |
| Melting point |
155 °C |
| Solubility in water | slightly sol. |
| Hazards | |
| R-phrases | R25 |
| S-phrases | S28A S45 |
| Related compounds | |
| Related compounds | quinone |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox references |
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Juglone is an aromatic organic compound with the molecular formula C10H6O3. It occurs naturally in the leaves, roots and bark of plants in the Juglandaceae family, particularly the black walnut. Juglone is an allelopathic compound, meaning it is synthesized by one type of plant and affects the growth of another. In the case of juglone, it is toxic or growth-stunting to many types of plants. Landscapers have long known that gardening underneath or near black walnut trees can be difficult. Juglone exerts its effect by inhibiting certain enzymes needed for metabolic function. It is occasionally used as a herbicide. A number of plants and trees are resistant to juglone including some Acer, Betula, Fagus and others
Because of its tendency to create dark orange-brown stains, juglone has also found use as a coloring agent for foods and cosmetics, such as hair dyes. It is known in the food industry as C.I. Natural Brown 7 or C.I. 75500. Traditionally, juglone has been used as a natural dye for clothing and fabrics, particularly wool, and as ink. Its other names are Iuglon, Juglane, Nucin, Regianin, Walnut extract, Yuglon, NCI 2323 and Oil Red BS. It is an isomer of lawsone.
References
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The references used in this article may be clearer with a different or consistent style of citation, footnoting, or external linking. (September 2007) |
External links
Making Walnut Ink (on Wikibooks)
