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一种合成与纯化1,1,6-三甲基-1,2-二氢萘(TDN)的优化方法。

An optimized method for synthesis and purification of 1,1,6-trimethyl-1,2-dihydronaphthalene (TDN).

作者信息

Dobrydnev Alexey, Tarasov Andrii, Müller Nikolaus, Volovenko Yulian, Rauhut Doris, Jung Rainer

机构信息

Department of Organic Chemistry, Faculty of Chemistry, Taras Shevchenko National University of Kyiv, Lva Tolstoho Str. 12, 01033 Kyiv, Ukraine.

Department of Enology, Hochschule Geisenheim University, Von-Lade-Straße 1, 65366 Geisenheim, Germany.

出版信息

MethodsX. 2019 Dec 16;7:56-61. doi: 10.1016/j.mex.2019.12.009. eCollection 2020.

DOI:10.1016/j.mex.2019.12.009
PMID:31908985
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6938800/
Abstract

1,1,6-Trimethyl-1,2-dihydronaphthalene (TDN), an aroma compound present in wine, is used for sensory and physicochemical analyses. Therefore, synthesis of TDN of high purity is required for these purposes. Optimization of TDN synthesis in order to facilitate its subsequent purification was described. As a result, ≥99.5 % of TDN purity was reached. •The possibility of using both -ionone and -ionone as starting substances was demonstrated•Modifications of the use of reagents in the second and third steps of TDN synthesis were proposed.

摘要

1,1,6-三甲基-1,2-二氢萘(TDN)是葡萄酒中的一种香气化合物,用于感官和理化分析。因此,出于这些目的需要合成高纯度的TDN。描述了为便于后续纯化而对TDN合成进行的优化。结果,TDN纯度达到了≥99.5%。•证明了使用α-紫罗兰酮和β-紫罗兰酮作为起始物质的可能性•提出了在TDN合成的第二步和第三步中试剂使用的改进方法。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4f11/6938800/d7df8501af7b/gr1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4f11/6938800/5fa9d0d4852d/fx1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4f11/6938800/d7df8501af7b/gr1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4f11/6938800/5fa9d0d4852d/fx1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4f11/6938800/d7df8501af7b/gr1.jpg

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引用本文的文献

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1,1,6-Trimethyl-1,2-dihydronaphthalene (TDN) Sensory Thresholds in Riesling Wine.雷司令葡萄酒中1,1,6-三甲基-1,2-二氢萘(TDN)的感官阈值
Foods. 2020 May 9;9(5):606. doi: 10.3390/foods9050606.

本文引用的文献

1
Sensory threshold of 1,1,6-trimethyl-1,2-dihydronaphthalene (TDN) and concentrations in young Riesling and non-Riesling wines.1,1,6-三甲基-1,2-二氢萘(TDN)的感觉阈和年轻雷司令葡萄酒与非雷司令葡萄酒中的浓度。
J Agric Food Chem. 2012 Mar 28;60(12):2998-3004. doi: 10.1021/jf205203b. Epub 2012 Mar 19.