Effect of reaction parameters on synthesis of citronellyl methacrylate by lipase-catalyzed transesterification.
The methacrylate ester of citronellol was synthesized using various lipases as catalyst. The effect of different reaction parameters such as amount of lipase, solvent, temperature, and acylating agent on the conversion of citronellol to citronellyl methacrylate was studied. Methyl methacrylate, vinyl methacrylate, and 2,3-butanedione mono-oxime methacrylate were used as acylating agents. Porcine pancreatic lipase (PPL), Candida rugosa lipase (CRL), and Pseudomonas cepacia lipase (Amano-PS) were used as biocatalysts. Diisopropyl ether (DIPE) was found to be the most suitable solvent. The stereoselectivity of CRL in transesterification of (+/-)-citronellol was tested for the optimized reaction parameters.
Athawale
Vilas
V
Department of Chemistry, University of Mumbai, Vidyanagari, Mumbai-400 098, India. vilasda@yahoo.com
Manjrekar
Narendra
N
Athawale
Manoj
M
D000080462:Acyclic Monoterpenes; D000215:Acylation; D000818:Animals; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D004951:Esterification; D008049:Lipase / Q000737:chemistry* / Q000145:classification; D039821:Monoterpenes / Q000138:chemical synthesis* / Q000737:chemistry*; D010179:Pancreas / Q000378:metabolism; D010476:Perfume / Q000737:chemistry*; D012997:Solvents; D013379:Substrate Specificity; D013552:Swine; D013696:Temperature
D000080462:Acyclic Monoterpenes; D039821:Monoterpenes; D010476:Perfume; D012997:Solvents; C482526:citronellyl methacrylate; D008049:Lipase; C007078:citronellol