Abstract:In order to develop thermal and aroma stable tobacco flavorings, 4-methylguaiacol-β-D-glucoside was synthesized using ionic liquid catalytic method, the synthesized 4-methylguaiacol-β-D-glucoside was subjected to thermal stability and pyrolysis analysis, and added to cigarettes to investigate the release of 4-methylguaiacol into mainstream smoke particles. The results showed that 1-Butyl-3-methyl-imidazonium bromide was selected as an ionic liquid catalyst to synthesize 4-methylguaiacol-2,3,4,6-tetra-O-acetyl-β-D-glucoside with a yield of 49.3%. The target 4-methylguaiacol- β-D-glucoside was obtained by deacetylation of 4-methylguaiacol-2,3,4,6-tetra-O-acetyl-β-D-glucoside with a yield of 87.3%. The thermal stability of 4-methylguaiacol-β-D-glucoside was found to be superior to that of 4-methylguaiacol using the thermogravimetric analysis (TG-DTG). Through pyrolysis gas chromatography-mass spectrometry (Py-GC-MS) technology, it was shown that the main cracking product of 4-methylguaiacol-β-D-glucoside at 300, 600 and 900 ℃ was 4-methylguaiacol. The release amount of 4-methylguaiacol in smoke is different between the tobacco flavoring method and the cigarette paper flavoring method, resulting in different flavoring effects. Flavored cigarettes added with 4-methylguaiacol-β-D-glucoside can release 4-methylguaiacol during smoking, and the release of fragrance is more uniform, with better stability per bite, and the effect is better compared to 4-methylguaiacol addition. We speculate that 4-methylguaiacol-β-D-glucoside can be a stable fragrance precursor.