65016-55-9Relevant articles and documents
The Discovery of Citral-Like Thiophenes in Fried Chicken
Cannon, Robert J.,Curto, Nicole L.,Esposito, Cynthia M.,Payne, Richard K.,Janczuk, Adam J.,Agyemang, David O.,Cai, Tingwei,Tang, Xiao-Qing,Chen, Michael Z.
, p. 5690 - 5699 (2017/07/24)
The isomers of 3,7-dimethyl-2,6-octadienal, more commonly known together as citral, are two of the most notable natural compounds in the flavor and fragrance industry. However, both isomers are inherently unstable, limiting their potential use in various applications. To identify molecules in nature that can impart the fresh lemon character of citral while demonstrating stability under acidic and thermal conditions has been a major challenge and goal for the flavor and fragrance industry. In the study of fried chicken, several alkyl thiophenecarbaldehydes were identified by gas chromatography-mass spectrometry and gas chromatography-olfactometry that provided a similar citral-like aroma. The potential mechanism of formation in fried chicken is discussed. Furthermore, in order to explore the organoleptic properties of this structural backbone, a total of 35 thiophenecarbaldehyde derivatives were synthesized or purchased for evaluation by odor and taste. Certain organoleptic trends were observed as the length of the alkyl or alkenyl chain increased or when the chain was moved to different positions on the thiophene backbone. The 3-substituted alkyl thiophenecarbaldehydes, specifically 3-butyl-2-thiophenecarbaldehyde and 3-(3-methylbut-2-en-1-yl)-2-thiophenecarbaldehyde, exhibited strong citrus and citral-like notes. Several alkyl thiophenecarbaldehydes were tested in high acid stability trials (4 °C vs 38 °C) and outperformed citral both in terms of maintaining freshness over time and minimizing off-notes. Additional measurements were completed to calculate the odor thresholds for a select group of thiophenecarbaldehydes, which were found to be between 4.7-215.0 ng/L in air.
Novel s-tetrazine-based dyes with enhanced two-photon absorption cross-section
Quinton, Cassandre,Chi, San-Hui,Dumas-Verdes, Ccile,Audebert, Pierre,Clavier, Gilles,Perry, Joseph W.,Alain-Rizzo, Valrie
supporting information, p. 8351 - 8357 (2015/08/18)
This paper reports the synthesis and the linear and non-linear absorption properties of a series of new tetrazine-based D-π-A-π-D and D-π-A type dyes. In these derivatives, a central tetrazine core was connected with one or two terminal triphenylamine moi
Synthesis and self-assembly of 5,5′-bis(phenylethynyl)-2,2′-bithiophene-based bolapolyphiles in triangular and square LC honeycombs
Gao, Hongfei,Cheng, Huifang,Yang, Zonghan,Prehm, Marko,Cheng, Xiaohong,Tschierske, Carsten
supporting information, p. 1301 - 1308 (2015/02/19)
A series of X-shaped 5,5′-bis(phenylethynyl)-2,2′-bithiophene-based bolaamphiphiles bearing two long lateral alkyl chains and two terminal glycerol groups has been synthesized by using Kumada and Sonogashira coupling reactions as key steps. The thermotropic liquid crystalline behavior of these compounds was investigated by POM, DSC and X-ray scattering. With elongation of the lateral alkyl chains two different kinds of liquid crystalline phases with honeycomb structures, ColhexΔ/p6mm, formed by (defective) triangular honeycomb cells, and Colsqu/p4mm with square cells were observed for these compounds. UV and PL measurements indicate fluorescent properties making them potential candidates for application in fluorescence sensor devices.
