Veratrole alcohol

Veratrole alcohol (veratryl alcohol) is an organic compound related to veratrole and also to benzyl alcohol. It can be obtained by reduction of veratraldehyde.[2] Veratrole alcohol is the raw material for the synthesis of cyclotriveratrylene which is used in host–guest chemistry. It is a secondary metabolite of some white rot fungi and is believed to play a role in their degradation of lignin.[3]

Veratrole alcohol
Veratrole alcohol
Names
Preferred IUPAC name
(3,4-Dimethoxyphenyl)methanol
Other names
Veratryl alcohol
3,4-Dimethoxybenzyl alcohol
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.002.012
UNII
  • InChI=1S/C9H12O3/c1-11-8-4-3-7(6-10)5-9(8)12-2/h3-5,10H,6H2,1-2H3 ☒N
    Key: OEGPRYNGFWGMMV-UHFFFAOYSA-N ☒N
  • InChI=1/C9H12O3/c1-11-8-4-3-7(6-10)5-9(8)12-2/h3-5,10H,6H2,1-2H3
    Key: OEGPRYNGFWGMMV-UHFFFAOYAK
  • O(c1ccc(cc1OC)CO)C
Properties
C9H12O3
Molar mass 168.192 g·mol−1
Boiling point 296 to 297 °C (565 to 567 °F; 569 to 570 K) 732 Torr[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

References
  1. CRC Handbook of Tables for Organic Compound Identification, Third Edition, 1984, ISBN 0-8493-0303-6.
  2. Hermann Kämmerer, V.; Casacuberta, A. O. (1963). "Zur darstellung von phenolalkoholen aus phenolaldehyden mit wasserstoff/RANEY-nickel und aus phenolcarbonsäureestern mit LiAlH4". Die Makromolekulare Chemie. 67: 167–172. doi:10.1002/macp.1963.020670116.
  3. Zapanta, L. S.; Tien, M. (1997). "The roles of veratryl alcohol and oxalate in fungal lignin degradation". Journal of Biotechnology. 53 (2–3): 93–102. doi:10.1016/S0168-1656(96)01678-1.


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