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Caffeyl alcohol
CaffeylAlc.png
IUPAC name
Other names Caffeyl alcohol, Caffeoyl alcohol, 3,4-Dihydroxycinnamyl alcohol
Identifiers
CAS number 3598-26-3
Properties
Molecular formula C9H10O3
Appearance White solid
Melting point

144-5 °C, 412 K, 167 °F

Solubility in water moderate
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
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

  1. ^ Karl Herrmann “Caffeyl Alcohol” Pharmazie 1953, volume 8, 303.
  2. ^ 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
  3. ^ Rinantonio Viani, Marino Petracco “Coffee” in Ullmann’s Encyclopedia of Industrial Chemistry” Wiley-VCH, 2007, Weinheim.



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