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Efficient Syntheses of Biobased Terephthalic Acid, p-Toluic Acid, and p-Methylacetophenone via One-Pot Catalytic Aerobic Oxidation of Monoterpene Derived Bio-p-cymene.
Tibbetts JD, Russo D, Lapkin AA, Bull SD. Tibbetts JD, et al. ACS Sustain Chem Eng. 2021 Jun 28;9(25):8642-8652. doi: 10.1021/acssuschemeng.1c02605. Epub 2021 Jun 17. ACS Sustain Chem Eng. 2021. PMID: 35024250 Free PMC article.
Recycling studies have demonstrated that the mixed metal catalysts present in recovered mother liquors could be recycled three times in successive p-cymene oxidation reactions with no loss in catalytic activity or TA yield. Partial oxidation of p-cymene to give p-methyl …
Recycling studies have demonstrated that the mixed metal catalysts present in recovered mother liquors could be recycled three times in succ …
Formation mechanism of p-methylacetophenone from citral via a tert-alkoxy radical intermediate.
Ueno T, Masuda H, Ho CT. Ueno T, et al. J Agric Food Chem. 2004 Sep 8;52(18):5677-84. doi: 10.1021/jf035517j. J Agric Food Chem. 2004. PMID: 15373409
The aim of this study was to clarify the formation mechanism of a potent off-odorant, p-methylacetophenone, from citral under acidic aqueous conditions. ...On the other hand, the degradation of 8-hydroperoxy-p-cymene without Fe2+ under acidic aqueous conditions did …
The aim of this study was to clarify the formation mechanism of a potent off-odorant, p-methylacetophenone, from citral under …
Keto-enol/enolate equilibria in the N-acetylamino-p-methylacetophenone system. Effect of a beta-nitrogen substituent.
Chiang Y, Griesbeck AG, Heckroth H, Hellrung B, Kresge AJ, Meng Q, O'Donoghue AC, Richard JP, Wirz J. Chiang Y, et al. J Am Chem Soc. 2001 Sep 19;123(37):8979-84. doi: 10.1021/ja0107529. J Am Chem Soc. 2001. PMID: 11552805
The cis-enol of N-acetylamino-p-methylacetophenone was generated flash photolytically and its rates of ketonization in aqueous HClO(4) and NaOH solutions as well as in HCO(2)H, CH(3)CO(2)H, H(2)PO(4)(-), (CH(2)OH)(3)CNH(3)(+), and NH(4)(+) buffers were measured. ... …
The cis-enol of N-acetylamino-p-methylacetophenone was generated flash photolytically and its rates of ketonization in aqueous …
Antioxidant activity of plant extracts on the inhibition of citral off-odor formation.
Liang CP, Wang M, Simon JE, Ho CT. Liang CP, et al. Mol Nutr Food Res. 2004 Sep;48(4):308-17. doi: 10.1002/mnfr.200400027. Mol Nutr Food Res. 2004. PMID: 15497182
The reaction mixtures were analyzed by high-performance liquid chromatography (HPLC) at days 0, 6, 10, 13, and 16 to monitor degradation of citral and formation of alpha, p-dimethylstyrene, p-cymene-8-ol, and p-methylacetophenone. The addition of plant phenolic extr …
The reaction mixtures were analyzed by high-performance liquid chromatography (HPLC) at days 0, 6, 10, 13, and 16 to monitor degradation of …
Potent inhibitory effects of black tea theaflavins on off-odor formation from citral.
Ueno T, Kiyohara S, Ho CT, Masuda H. Ueno T, et al. J Agric Food Chem. 2006 Apr 19;54(8):3055-61. doi: 10.1021/jf052803h. J Agric Food Chem. 2006. PMID: 16608230
A mixture of the theaflavins showed inhibitory effects on the formation of both p-cresol and p-methylacetophenone with 50% inhibitory concentrations (IC(50)) of 0.18 and 0.10 mg/L, respectively. Individual theaflavins and a structurally related compound, purpurogall …
A mixture of the theaflavins showed inhibitory effects on the formation of both p-cresol and p-methylacetophenone with 50% inh …
Citral stabilization and characterization of nanoemulsions stabilized by a mixture of gelatin and Tween 20 in an acidic system.
Tian H, Li D, Xu T, Hu J, Rong Y, Zhao B. Tian H, et al. J Sci Food Agric. 2017 Jul;97(9):2991-2998. doi: 10.1002/jsfa.8139. Epub 2017 Feb 2. J Sci Food Agric. 2017. PMID: 27859362
Therefore this nanoemulsion system effectively protected citral from degradation and decreased the formation of off-flavor compounds (e.g. p-cymene, p-cresol and p-methylacetophenone) relative to a single emulsifier. CONCLUSION: The mixture of gelatin and Tween 20 e …
Therefore this nanoemulsion system effectively protected citral from degradation and decreased the formation of off-flavor compounds (e.g. p …
Total synthesis of (+)-erogorgiaene using lithiation-borylation methodology, and stereoselective synthesis of each of its diastereoisomers.
Elford TG, Nave S, Sonawane RP, Aggarwal VK. Elford TG, et al. J Am Chem Soc. 2011 Oct 26;133(42):16798-801. doi: 10.1021/ja207869f. Epub 2011 Sep 28. J Am Chem Soc. 2011. PMID: 21936552
A short (8 steps) synthesis of (+)-erogorgiaene in 44% overall yield from p-methylacetophenone is described. Key steps include lithiation/borylation-protodeboronation to build up the molecule and control the stereochemistry at C1 and C4. ...
A short (8 steps) synthesis of (+)-erogorgiaene in 44% overall yield from p-methylacetophenone is described. Key steps include …
Inhibition of citral degradation by oil-in-water nanoemulsions combined with antioxidants.
Yang X, Tian H, Ho CT, Huang Q. Yang X, et al. J Agric Food Chem. 2011 Jun 8;59(11):6113-9. doi: 10.1021/jf2012375. Epub 2011 May 10. J Agric Food Chem. 2011. PMID: 21517071
The emulsions with and without antioxidants were analyzed by solid phase microextraction gas chromatography (SPME-GC) to monitor the degradation process of citral and the formation of different off-flavor compounds, such as alpha,p-dimethylstyrene and p-methylacetopheno …
The emulsions with and without antioxidants were analyzed by solid phase microextraction gas chromatography (SPME-GC) to monitor the degrada …
Effect of ubiquinol-10 on citral stability and off-flavor formation in oil-in-water (O/W) nanoemulsions.
Zhao Q, Ho CT, Huang Q. Zhao Q, et al. J Agric Food Chem. 2013 Aug 7;61(31):7462-9. doi: 10.1021/jf4017527. Epub 2013 Jul 29. J Agric Food Chem. 2013. PMID: 23855652
With appropriate concentrations of Q10H2 presented in the system, major citral oxidation off-flavor compounds (p-cresol, alpha,p-dimethylstyrene, p-methylacetophenone), and some of the lipid degradation products can be inhibited to lower levels. ...
With appropriate concentrations of Q10H2 presented in the system, major citral oxidation off-flavor compounds (p-cresol, alpha,p-dimethylsty …
14 results