9-氧代-2E-癸烯酸

9-氧代-2E-癸烯酸是一种有机化合物,化学式为C10H16O3。它可以7-氧代辛醛丙二酸为原料反应制得。[2]它在甲醇中被硼氢化钠还原,可以得到9-羟基-2E-癸烯酸。[3]它和氯化亚砜反应,可以得到相应的酰氯[4]

9-氧代-2E-癸烯酸
别名 蜂王物质
反式-9-氧代-2-癸烯酸
识别
CAS号 334-20-3  checkY
PubChem 1713086
SMILES
 
  • C(CC(C)=O)CCC/C=C/C(O)=O
性质
化学式 C10H16O3
摩尔质量 184.23 g·mol−1
熔点 54~55 °C[1]
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

参考文献

  1. Kharisov, R. Ya.; Botsman, O. V.; Botsman, L. P.; Ishmuratova, N. M.; Ishmuratov, G. Yu.; Tolstikov, G. A. Synthesis of 10-hydroxy- and 9-oxo-2E-decenoic acids from oleic acid. Chemistry of Natural Compounds (Translation of Khimiya Prirodnykh Soedinenii), 2002. 38 (2): 145-148. ISSN 0009-3130.
  2. Straightforward, metal-free, and stereoselective synthesis of 9-oxo- and 10-hydroxy-2(E)-decenoic acids, important components of honeybee (Apis mellifera) secretions. RSC Advances, 2012. doi:10.1039/c2ra20275a.
  3. ZHU Hong-You, LIN Jun, HE Hong-Ping, LIU Fu-Chu. The Improved Synthesis of Queen Bee Pheromones. Chem. J. Chinese Universities, 1999. 20 (3). 415.
  4. Synthesis of Macroheterocycles with Ester and Hydrazide Fragments on the Basis of Tetrahydropyran. Makrogeterotsikly, 2011. doi:10.6060/mhc2011.1.11.
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