Caffeyl alcohol
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| Caffeyl alcohol | |
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4-(3-hydroxy-1-propen-1-yl)-1,2-benzenediol, |
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Other names
Caffeyl alcohol, Caffeoyl alcohol, 3,4-Dihydroxycinnamyl alcohol |
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| Identifiers | |
| CAS number | 3598-26-3 |
| PubChem | 2518 |
| ChemSpider | 2423  |
| ChEBI | CHEBI:36281 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C9H10O3 |
| Appearance | White solid |
| Melting point |
144-5 °C, 412 K, 167 °F |
| Solubility in water | moderate |
 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
Caffeyl alcohol is the organic compound with the formula (HO)2C6H3-4-CHCHCH2OH. This colourless solid is related to catechol by attachment to allyl alcohol. It is the precursor to one of the three principal lignols.
[edit] Preparation and occurrence
In the laboratory, caffeyl alcohol can be synthesized from 1,2-dihydroxy-4-benzaldehyde.[1] It is an intermediate in the biosynthesis of coniferyl alcohol, the conversion being effected by caffeate O-methyltransferase.[2]
[edit] Related compounds
Two related compounds are caffeyl aldehyde and caffeic acid, the latter also being a minor component of coffee.[3]
[edit] References
- ^ Karl Herrmann “Caffeyl Alcohol” Pharmazie 1953, volume 8, 303.
- ^ John M Humphreys, Clint Chapple “Rewriting the Lignin Roadmap” Current Opinion in Plant Biology 2002, volume 5, 224–229. doi:10.1016/S1369-5266(02)00257-1
- ^ Rinantonio Viani, Marino Petracco “Coffee” in Ullmann’s Encyclopedia of Industrial Chemistry” Wiley-VCH, 2007, Weinheim.
