1999
DOI: 10.1002/(sici)1097-4660(199902)74:2<183::aid-jctb3>3.0.co;2-h
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Kinetic study on the esterification of geraniol and acetic acid in organic solvents using surfactant-coated lipase

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Cited by 9 publications
(5 citation statements)
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“…Lipase@COFs catalysts maintained about 80 % of activity after 10 recycles (Figure 6c). By contrast, Lipase@ZIF‐8 prepared via the in situ approach failed to recycle in the AME hydrolysis reaction, due to the decomposition of ZIF‐8 caused by the acetic acid generated in this reaction (Figure S88) [65] . The results also unveiled that the other enzyme‐immobilization systems fabricated by the traditional adsorption method (Lipase@MCM‐41 and Lipase@NKCOF‐100) failed to recycle for AME hydrolysis because of the avoidable leaching during recycling experiments.…”
Section: Resultsmentioning
confidence: 98%
See 1 more Smart Citation
“…Lipase@COFs catalysts maintained about 80 % of activity after 10 recycles (Figure 6c). By contrast, Lipase@ZIF‐8 prepared via the in situ approach failed to recycle in the AME hydrolysis reaction, due to the decomposition of ZIF‐8 caused by the acetic acid generated in this reaction (Figure S88) [65] . The results also unveiled that the other enzyme‐immobilization systems fabricated by the traditional adsorption method (Lipase@MCM‐41 and Lipase@NKCOF‐100) failed to recycle for AME hydrolysis because of the avoidable leaching during recycling experiments.…”
Section: Resultsmentioning
confidence: 98%
“…Lipase@ZIF-8 prepared via the in situ approach failed to recycle in the AME hydrolysis reaction, due to the decomposition of ZIF-8 caused by the acetic acid generated in this reaction (Figure S88). [65] The results also unveiled that the other enzyme-immobilization systems fabricated by the traditional adsorption method (Lipase@MCM-41 and Lipase@NKCOF-100) failed to recycle for AME hydrolysis because of the avoidable leaching during recycling experiments. Except for AME, three other hydrolytic substrates, including Vanillin Acetate, 1-Naphthyl Acetate, and Sasapyrine, were used to verify the hydrolysis performance of the catalysts.…”
Section: Angewandte Chemiementioning
confidence: 94%
“…For example, oxidation of R1 with the stable metal electrode at the significantly high electrode potential (3.0 V vs normal hydrogen reference electrode) could form metal‐propylene complex further producing formic, acetic and propionic acids as well as the trace amount of acetone and propionaldehyde [12,13] . This may lead to detection of geranyl acetate (Table 2) which could be enriched at the anode and may be produced by the esterification of geraniol ( C13 , mainly produced at the cathode) and acetic acid (obtained from ethanol or propylene glycol oxidation at the anode) [14] …”
Section: Resultsmentioning
confidence: 99%
“…[12,13] This may lead to detection of geranyl acetate (Table 2) which could be enriched at the anode and may be produced by the esterification of geraniol (C13, mainly produced at the cathode) and acetic acid (obtained from ethanol or propylene glycol oxidation at the anode). [14] Benzaldehyde (R2 in Table 1) may be the reactant to undergo either reduction to produce benzyl alcohol at the cathode (C2 in Table 1) or oxidation to form benzoic acid at the anode (e. g. further undergoing esterification with benzyl alcohol which already existed in Perfume1 to result in benzyl benzoate detected as the enriched compound in Table 1). [15][16][17] In addition, isomerization may also be responsible for the different products in each perfume sample.…”
Section: Proposed Chemical Reactionsmentioning
confidence: 99%
“…The obtained results clearly show the following reactivity patterns. Considering the activated substrates, allylic primary alcohols 3 , 5 , 7 , 9 , 13 , and 15 (entries 2–5, 7, 8) were almost quantitatively esterified (GC-FID ratios of alcohol to acetate ranging from 10:90 to 4:96) to fragrant acetates, namely geranyl acetate 4 [ 16 , 17 , 18 , 19 , 20 , 21 , 22 , 23 , 24 , 25 , 26 , 27 , 28 , 29 , 30 , 31 , 32 , 33 , 34 ], prenyl acetate 6 , ( E )-2-hexenyl acetate 8 , cinnamyl acetate 10 [ 35 , 36 , 37 , 38 , 39 , 40 , 41 ], phytyl acetate ( E / Z = 66:34) 14 [ 42 ], and (1 R )-nopyl acetate 16 , respectively. On the other hand, rac -linalool 11 remained almost intact with negligible acetylation only (entry 6).…”
Section: Resultsmentioning
confidence: 99%