Isovanillyl alcohol

Isovanillyl alcohol
Names
Preferred IUPAC name
5-(hydroxymethyl)-2-methoxyphenol
Other names
  • 3-Hydroxy-4-methoxybenzyl alcohol
  • 4-Methoxy-3-hydroxy benzyl alcohol
  • Benzenemethanol, 3-hydroxy-4-methoxy-
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.022.264
EC Number
  • 224-489-7
UNII
  • InChI=1S/C8H10O3/c1-11-8-3-2-6(5-9)4-7(8)10/h2-4,9-10H,5H2,1H3
    Key: WHKRHBLAJFYZKF-UHFFFAOYSA-N
  • COC1=C(C=C(C=C1)CO)O
Properties
C8H10O3
Molar mass 154.165 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Isovanillyl alcohol is an aromatic chemical compound. Its formula is C8H10O3.[1] It is an isomer of vanillyl alcohol, a chemical derived from lignin that is often oxidized to create vanillin, a widely used flavoring and pharmaceutical chemical.[2] Vanillyl alcohol is also an intermediate in the synthesis of biopolymers.[3]

Isovanillyl alcohol is among several organic compounds that have been isolated from the flowers of Cucurbita pepo.[4]

See also

References

  1. ^ "3-Hydroxy-4-methoxybenzyl alcohol". PubChem. National Center for Biotechnology Information. Retrieved January 6, 2026.
  2. ^ Dong, Shuqi; Zhang, Hui; Du, Xia; Yao, Tingyu; Shang, Yan; Jing, Liquan; Hu, Jinguang (October 1, 2023). "Further revealing reaction mechanism on the oxidation behavior of the vanillyl alcohol". Computational and Theoretical Chemistry. 1228 114280. doi:10.1016/j.comptc.2023.114280. ISSN 2210-271X.
  3. ^ Freitas, Vera L. S.; Lima, Ana C. M. O.; Sapei, Erlin; Ribeiro da Silva, Maria D. M. C. (November 1, 2016). "Comprehensive thermophysical and thermochemical studies of vanillyl alcohol". The Journal of Chemical Thermodynamics. 102: 287–292. doi:10.1016/j.jct.2016.07.015. ISSN 0021-9614.
  4. ^ Itokawa, Hideji; Oshida, Yoshiaki; Ikuta, Akira; Inatomi, Hideo; Adachi, Takashi (January 1, 1982). "Phenolic plant growth inhibitors from the flowers of Cucurbita pepo". Phytochemistry. 21 (8): 1935–1937. doi:10.1016/0031-9422(82)83018-5. ISSN 0031-9422.