In order to develop a new cigarette flavor precursor, coumarin-3-carboxylic acid eugenol ester was synthesized from coumarin-3-carboxylic acid and eugenol. The structure of the title compound was characterized by IR, 1HNMR, 13CNMR, HRMS and thermal analysis. The pyrolysis products were identified by means of pyrolysis-GC/MS, and the effect of the title compound on the flavor of cigarettes by smoking was evaluated. The results show that: (1) 22 compounds were identified at 600℃, and most of them were alkenes, alkanes, acids, and phenolic substances; (2) eugenol was identified, indicating that coumarin-3-carboxylic acid eugenol ester can release a certain amount of eugenol at the smoke temperature; (3) eugenol coumarin-3-carboxylic acid ester can improve and modify the flavor, enhance the notes of sweet aroma and bean aroma., and reduce the biting taste of cigarette smoke. Therefore, coumarin-3-carboxylic acid eugenol ester can be used in cigarette as an excellent flavor precursor.
Synthesis and Characterization of Coumarin-3-Carboxylic Acid Eugenol Ester and Its Use in Cigarette as a Flavor[J]. Science & Technology Review, 2010, 28(1001): 35-39