›› 2014, Vol. 57 ›› Issue (8): 921-926.

• RESEARCH PAPERS • Previous Articles     Next Articles

Synthesis of acetal derivatives of citronellal and their repellent activities against the pharaoh ant, Monomorium pharaonis (Hymenoptera: Formicidae)

WENG Yu-Hui1, XIAO Zhuan-Quan2, XU Xi-Zhao1, CHEN Jin-Zhu3,*, FAN Guo-Rong1, NIE Xue-Jun1, WANG Zong-De1   

  1.  (1. College of Forestry, Jiangxi Agricultural University, Camphor Engineering and Technology Research Center for State Forestry Administration, Nanchang 330045, China; 2. College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330027, China; 3. College of Science, Jiangxi Agricultural University, Nanchang 330045, China)
  • Online:2014-08-20 Published:2014-08-20

Abstract: 【Aim】 Citronellal has good repellent activity against ants. This study aims to seek novel ant terpenoid repellents. 【Methods】 A series of citronella acetals including citronellal dimethyl acetal, citronellal diethyl acetal, citronellal dipropyl acetal, citronellal diisobutyl acetal, citronellal glycol acetal, citronellal 1,2-propanediol acetal and citronellal 1,3-propanediol acetal were synthesized in this study using citronellal as the starting material. Their structures were characterized with IR, MS, 1H NMR and 13C NMR after purification. The repellent activities of these compounds at different concentrations against the pharaoh ant, Monomorium pharaonis were tested. 【Results】 At the concentration of 10 mg/mL, all the compounds except citronellal dimethyl acetal had the repellent rate of more than 70%, and citronellal diethyl acetal, citronellal glycol acetal and citronellal 1,3-propanediol acetal had the repellent rates of 87.47%, 100% and 97.53%, respectively. When the concentrations of the compounds dropped to 2.5 mg/mL, the repellent activities of five compounds decreased significantly, while citronellal glycol acetal and citronellal 1,3-propanediol acetal still showed high repellent activities with the repellent rates of 85.33% and 97.10%, respectively. Variance analysis showed that citronellal 1,3-propanediol acetal had the strongest repellent effect, followed by citronellal glycol acetal. 【Conclusion】 The results suggest that citronellal diethyl acetal, citronellal glycol acetal and citronellal 1,3-propanediol acetal can be used for repelling M. pharaonis, and citronellal glycol acetal and citronellal 1,3-propanediol acetal can be better choices. This research provides a basic reference for screening good ant repellents.

Key words: Citronellal, acetal derivatives, chemical synthesis, structure characterization, ant repellent, repellent activity, Monomorium pharaonis