6-nonyl-5,6-dihydro-2H-pyran-2-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 6-nonyl-5,6-dihydro-2H-pyran-2-one
• 英文别名: C14 massoia lactone；2-nonyl-2,3-dihydropyran-6-one
• 化学式: C₁₄H₂₄O₂
• 分子量: 224.343
• InChiKey: CRCMEDPBLYDLQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  癸醛 在 盐酸 、 过氧化双月桂酰 、 zinc(II) chloride 作用下， 以 乙醇 、 1,2-二氯乙烷 为溶剂， 反应 91.0h， 生成 6-nonyl-5,6-dihydro-2H-pyran-2-one
  参考文献：
  名称：

  Radicals from Aldehydes: A Convergent Access to Dienes and δ-Lactones

  摘要：

  一种简便的方法已被开发用于从醛生成O，S-缩醛黄原酸盐。相应的亲核自由基可轻松加成至非活化烯烃，且生成的加合物可进一步加工以产生二烯和具有不饱和δ-内酯结构的新化合物。

  DOI：

  10.1055/s-2006-941582

文献信息

• NOVEL ALKANETHIOIC ACID DERIVATIVE AND PERFUME COMPOSITION CONTAINING THE SAME
  申请人：T. HASEGAWA CO., LTD.

  公开号：US20200290958A1

  公开（公告）日：2020-09-17

  An alkanethioic acid derivative capable of imparting a characteristic aroma or flavor to fragrances and cosmetics, and foods and beverages; and a perfume composition comprising the alkanethioic acid derivative as an active ingredient. S-alkyl 5-[(1-alkoxy)ethoxy]alkanethioate represented by formula (1), and a perfume composition comprising the S-alkyl 5-[(1-alkoxy)ethoxy]alkanethioate represented by formula (1) as an active ingredient. In the formula (1), R 1 represents an alkyl group having 1 to 9 carbon atoms, R2 represents an alkyl group having 2 to 4 carbon atoms, and R3 represents a methyl group or an ethyl group.

  一种烷硫酸衍生物，能够赋予香水、化妆品、食品和饮料特有的香气或风味；以及一种香水组合物，其包括所述烷硫酸衍生物作为活性成分。公式（1）表示的S-烷基5-[(1-烷氧基)乙氧基]烷硫酸酯，以及包括公式（1）表示的S-烷基5-[(1-烷氧基)乙氧基]烷硫酸酯作为活性成分的香水组合物。在公式（1）中，R1代表具有1至9个碳原子的烷基基团，R2代表具有2至4个碳原子的烷基基团，R3代表甲基基团或乙基基团。
• NOVEL DECANOIC ACID DERIVATIVES AND FLAVORING COMPOSITIONS
  申请人：T. HASEGAWA CO., LTD.

  公开号：US20140377434A1

  公开（公告）日：2014-12-25

  This invention relates to alkyl 5-acyloxydecanoate having formula (1) as follows: wherein R 1 denotes a hydrogen atom or an alkyl group having one to four carbon atoms, R 2 denotes an alkyl group having one to four carbon atoms, with the proviso that the case where R 1 is a methyl group and R 2 is a methyl group or an ethyl group is excluded, which is capable of giving to food products or the like a characteristic flavor, or a sensory impression, of milk, fat or cream, and to the use of the same in flavoring compositions.

  本发明涉及具有以下式子（1）的烷基5-酰氧基癸酸酯： 其中，R1表示氢原子或具有1至4个碳原子的烷基基团，R2表示具有1至4个碳原子的烷基基团，但排除R1为甲基基团且R2为甲基基团或乙基基团的情况。该化合物能够赋予食品或类似物品牛奶、脂肪或奶油的特征风味或感官印象，并可用于调味组合物中。
• AGENT FOR IMPARTING HARDENED OIL FLAVOR
  申请人：T. Hasegawa Co., Ltd.

  公开号：EP2989901A1

  公开（公告）日：2016-03-02

  [Problem] To provide an agent for imparting hydrogenated oil flavour that can impart a hydrogenated oil flavour leading to thick sweetness and rich taste to an oil product containing a reduced amount of hydrogenated oil. [Means of Solution] Provided is an agent for imparting hydrogenated oil flavour formed from (E)-6-octenal.

  问题 提供一种赋予氢化油风味的制剂，该制剂可赋予含有较少氢化油的油产品浓厚甜味和丰富口感的氢化油风味。 [解决方法］ 本发明提供了一种由(E)-6-辛烯醛形成的氢化油香味剂。
• Alkanethioic acid derivative and perfume composition containing the same
  申请人：T. HASEGAWA CO., LTD.

  公开号：US11040941B2

  公开（公告）日：2021-06-22

  An alkanethioic acid derivative capable of imparting a characteristic aroma or flavor to fragrances and cosmetics, and foods and beverages; and a perfume composition comprising the alkanethioic acid derivative as an active ingredient. S-alkyl 5-[(1-alkoxy)ethoxy]alkanethioate represented by formula (1), and a perfume composition comprising the S-alkyl 5-[(1-alkoxy)ethoxy]alkanethioate represented by formula (1) as an active ingredient. In the formula (1), R1 represents an alkyl group having 1 to 9 carbon atoms, R2 represents an alkyl group having 2 to 4 carbon atoms, and R3 represents a methyl group or an ethyl group.

  一种能为香料和化妆品以及食品和饮料赋予特征香气或味道的硫代烷基酸衍生物；以及一种包含该硫代烷基酸衍生物作为活性成分的香水组合物。由式（1）代表的 S-烷基 5-[(1-烷氧基)乙氧基]硫代烷酸酯，以及由式（1）代表的 S-烷基 5-[(1-烷氧基)乙氧基]硫代烷酸酯作为活性成分的香水组合物。在式 (1) 中，R1 代表具有 1 至 9 个碳原子的烷基，R2 代表具有 2 至 4 个碳原子的烷基，R3 代表甲基或乙基。
• Synthesis of Alkyl-Substituted Six-Membered Lactones through Ring-Closing Metathesis of Homoallyl Acrylates. An Easy Route to Pyran-2-ones, Constituents of Tobacco Flavor
  作者：Andrea D'Annibale、Laura Ciaralli、Mauro Bassetti、Chiara Pasquini

  DOI：10.1021/jo070600h

  日期：2007.8.1

  The ring-closing metathesis (RCM) reactions of homoallylic acrylates bearing alkyl substituents on various positions of their skeleton afford the corresponding pentenolides in the presence of carbene ruthenium catalysts. For R-3 = R-4 = H, or R-3 = Me, R-4 = H, the reactions are catalyzed by complex [RuCl2(PCy3)(2)(CHPh)], while a second-generation Grubbs catalyst is required when R-3 = H and R-4 = Me, R-3 = R-4 = Me, or R-3 = i-Pr and R-4 = H. Alkyl substitution at the homoallylic carbon (R-1, R-2) increases the yield of the reaction when both the acrylic and/or homoallylic double bonds are methyl-substituted. The interaction of the catalyst with the substrate in the initiation stage involves the homoallylic double bond rather than the acrylic moiety, and the resulting alkylidene species from the first-generation Grubbs catalyst can be observed by H-1 and P-31 NMR. The racemic tobacco constituents 4-isopropyl-5,6-dihydropyran-2-one and 4-isopropyltetrahydropyran-2-one are prepared via a short reaction sequence, involving the RCM reaction as the key transformation.