3,5-二羟基戊苯

化合物

3,5-二羟基戊苯,也称作油橄榄醇(英語:Olivetol)是一种天然烷基间苯二酚类化合物,可提取自地衣[1],或通过3,5-二甲氧基戊苯经三溴化硼脱甲基制得。[2]它可作为四氢大麻酚的合成前体[3][4]

3,5-二羟基戊苯
IUPAC名
5-Pentylbenzene-1,3-diol
别名 5-Pentyl-1,3-benzenediol; 5-Pentylresorcinol; 5-n-Amylresorcinol
识别
CAS号 500-66-3  checkY
PubChem 10377
ChemSpider 9949
SMILES
 
  • CCCCCC1=CC(=CC(=C1)O)O
InChI
 
  • 1/C11H16O2/c1-2-3-4-5-9-6-10(12)8-11(13)7-9/h6-8,12-13H,2-5H2,1H3
InChIKey IRMPFYJSHJGOPE-UHFFFAOYAG
EINECS 207-908-8
ChEBI 66960
性质
化学式 C11H16O2
摩尔质量 180.24 g·mol−1
熔点 40—41 °C(313—314 K)
沸点 162—164 °C(435—437 K)(5 mmHg)
192—195 °C(465—468 K)(11 mmHg)
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

参考文献 编辑

  1. ^ Oettl, Sarah K.; Gerstmeier, Jana; Khan, Shafaat Y.; Wiechmann, Katja; Bauer, Julia; Atanasov, Atanas G.; Malainer, Clemens; Awad, Ezzat M.; Uhrin, Pavel; Heiss, Elke H.; Waltenberger, Birgit; Remias, Daniel; Breuss, Johannes M.; Boustie, Joel; Dirsch, Verena M.; Stuppner, Hermann; Werz, Oliver; Rollinger, Judith M. Johnson, Christopher James , 编. Imbricaric Acid and Perlatolic Acid: Multi-Targeting Anti-Inflammatory Depsides from Cetrelia monachorum. PLOS ONE. 2013, 8 (10): e76929. PMC 3793931 . PMID 24130812. doi:10.1371/journal.pone.0076929. 
  2. ^ Miroslav Sisa, Marcela Dvorakova, Tomas Vanek. Concise access to primin, miconidin and related natural resorcinols. Tetrahedron. 2017-08, 73 (35): 5297–5301 [2021-01-13]. doi:10.1016/j.tet.2017.07.029. (原始内容存档于2018-06-28) (英语). 
  3. ^ Hassuni, I; Razxouk, H. Olivetol: Constituent of lichen Evernia prunastri Ach. or "oakmoss". Physical and Chemical News. 2005, 26: 98–103 [2021-01-13]. (原始内容存档于2019-09-03). 
  4. ^ Stojanovic, Igor; Radulovic, Niko; Mitrovic, Tatjana; Stamenkovic, Slavisa; Stojanovic, Gordana. Volatile constituents of selected Parmeliaceae lichens. Journal of the Serbian Chemical Society. 2011, 76 (7): 987–94. doi:10.2298/JSC101004087S .