γ-紫罗兰酮 | 79-76-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: γ-紫罗兰酮
• 中文别名: 4-(2,2-二甲基-6-亚甲基环己基)-3-丁烯-2-酮；GAMMA-紫罗兰酮
• 英文名称: γ-ionone
• 英文别名: γ-Jonon；4-(2,2-Dimethyl-6-methylidenecyclohexyl)but-3-en-2-one
• CAS: 79-76-5
• 化学式: C₁₃H₂₀O
• 分子量: 192.301
• InChiKey: SFEOKXHPFMOVRM-UHFFFAOYSA-N

物化性质

• LogP：
  3.85

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

制备方法与用途

毒性GRAS(FEMA)。使用限量FEMA：软饮料、糖果、凝胶制品和布丁，均限10.0mg/kg。

化学性质：无色至淡黄色液体，具有暖的木香、紫罗兰香和白兰地香气。沸点为131℃（1733Pa），闪点为104℃。天然存在于番茄中。

用途：食品用香料，主要用于玫瑰等花香型香精。

生产方法：由环香叶醛与丙酮缩聚后，将混合物中的β-紫罗兰酮馏分分离而制得。

反应信息

• 作为反应物：
  描述：

  γ-紫罗兰酮 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 3-Buten-2-one, 4-(5,5-dimethyl-1-oxaspiro[2.5]oct-4-yl)-, cis-
  参考文献：
  名称：

  Synthesis and olfactory evaluation of the enantiomerically enriched forms of 7,11-epoxymegastigma-5(6)-en-9-one and 7,11-epoxymegastigma-5(6)-en-9-ols isomers, identified in Passiflora edulis

  摘要：

  A study on the synthesis of the isomers of the natural C-13 norterpenoids derivatives 7,11-epoxymegastigma-5(6)-en-9-one and 7,11-epoxymegastigma-5(6)-en-9-ols is reported. The latter compounds were prepared from readily available racemic alpha-ionone and then resolved by mean of lipase-mediated acetylation. The obtained enantiomerically forms were evaluated for their odour properties. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.02.021
• 作为产物：
  描述：

  Alpha-紫罗兰醇 在 吡啶 、 manganese(IV) oxide 、 氢氧化钾 作用下， 以 甲醇 、 氯仿 、 异丙醇 、 xylene 为溶剂， 反应 492.0h， 生成 γ-紫罗兰酮
  参考文献：
  名称：

  Synthesis and olfactory evaluation of the enantiomerically enriched forms of 7,11-epoxymegastigma-5(6)-en-9-one and 7,11-epoxymegastigma-5(6)-en-9-ols isomers, identified in Passiflora edulis

  摘要：

  A study on the synthesis of the isomers of the natural C-13 norterpenoids derivatives 7,11-epoxymegastigma-5(6)-en-9-one and 7,11-epoxymegastigma-5(6)-en-9-ols is reported. The latter compounds were prepared from readily available racemic alpha-ionone and then resolved by mean of lipase-mediated acetylation. The obtained enantiomerically forms were evaluated for their odour properties. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.02.021

文献信息

• Reaction of acetylenic hydrocarbons with α,β-unsaturated ketones in tetrahydrofuran in the presence of lithium naphthalene
  作者：Kyoichi Suga、Shoji Watanabe、Toshimitsu Suzuki

  DOI：10.1139/v68-504

  日期：1968.10.1

  Lithium naphthalene reacts easily with terminal acetylenic hydrocarbons, such as acetylene, methyl-acetylene, or phenylacetylene, to give the corresponding lithium compounds quantitatively. The rea...

  萘锂容易与乙炔、甲基乙炔或苯乙炔等末端炔烃反应，定量生成相应的锂化合物。实际...
• [EN] COMPOUNDS FOR PROVIDING A LONG-LASTING FLORAL AND FRUITY ODOR<br/>[FR] COMPOSÉS DESTINÉS À FOURNIR UNE ODEUR FLORALE ET FRUITÉE DE LONGUE DURÉE
  申请人：FIRMENICH & CIE

  公开号：WO2021122997A1

  公开（公告）日：2021-06-24

  The present invention relates to the field of perfumery. The present invention relates to compounds of formula (I) that are able to provide a long-lasting or substantive odor, in particular floral and/or fruity odor, to the environment. Moreover, the present invention relates to a method of imparting a long-lasting odor, in particular a fresh green, floral and/or fruity odor, to surfaces, such as hard surfaces, fabric, skin or hair. Furthermore, the present invention relates to the use of said compounds in perfumery, as well as the perfuming compositions or perfumed articles comprising the invention's compounds.

  本发明涉及香精领域。本发明涉及具有式(I)的化合物，能够赋予环境持久或实质性的气味，特别是花香和/或果香气味。此外，本发明涉及一种方法，能够赋予表面持久的气味，特别是清新的绿色、花香和/或果香气味，例如硬表面、织物、皮肤或头发。此外，本发明涉及在香精中使用所述化合物，以及包含本发明化合物的香水配方或香气产品。
• Gold- or Silver-Catalyzed Syntheses of Pyrones and Pyridine Derivatives: Mechanistic and Synthetic Aspects
  作者：Johannes Preindl、Kévin Jouvin、Daniel Laurich、Günter Seidel、Alois Fürstner

  DOI：10.1002/chem.201503403

  日期：2016.1.4

  3‐Oxo‐5‐alkynoic acid esters, on treatment with a carbophilic catalyst, undergo 6‐endo‐dig cyclization reactions to furnish either 2‐pyrones or 4‐pyrones in high yields. The regiochemical course can be dialed in by the proper choice of the alcohol part of the ester and the π‐acid. This transformation is compatible with a variety of acid‐sensitive groups as witnessed by a number of exigent applications

  用嗜热催化剂处理的3-氧代-5链烷酸酯经过6内切环化反应以高产率提供2吡喃酮或4吡喃酮。的区域化学过程可以用酯和π-酸的醇部分的适当选择被拨出英寸 这种转化与多种对酸敏感的基团相容，这在天然产物的全合成中有许多紧急应用，包括伪吡喃酮A，组氨酸，helhelinin A，radininol家族，neurymenolide，violapyrone，wailupemycin和未命名的溴化铵。海洋来源的4-吡喃酮。尽管反应在中性介质中进行得很好，但是当HOAc用作溶剂或助溶剂时，速率会大大提高，这被认为有利于反应性烯基-金中间体的原脱氢，因为它可能是催化循环的速率决定步骤。 。这类中间体容易发生螯合，因为它是一种螯合催化剂的非循环事件。这一概念与文献数据相符，并得到了孤立的支持。宝石渗析的复合物12和15。此外，从容易获得的亚氨酸酯前体开始，银催化可以获得2-烷氧基吡啶和2-烷氧基异喹啉衍生物。
• POLYMER CONJUGATES FOR A CONTROLLED RELEASE OF ACTIVE MOLECULES
  申请人：Berthier Damien

  公开号：US20100098649A1

  公开（公告）日：2010-04-22

  The present invention relates to the field of perfumery. More particularly, it concerns co-polymers, derived from a maleic anhydride derivative and a ethylenic derivative, comprising at least one β-oxy or β-thio carbonyl moiety capable of liberating an active molecule such as, for example, an α,β-unsaturated ketone, aldehyde or carboxylic ester. The present invention concerns also the use of polymers or co-polymers in perfumery as well as the perfuming compositions or perfumed articles comprising the invention's compounds.

  本发明涉及香料领域。更具体地，涉及由马来酸酐衍生物和乙烯衍生物组成的共聚物，其中包含至少一个β-氧或β-硫酰基团，能够释放出活性分子，例如α，β-不饱和酮，醛或羧酸酯。本发明还涉及在香料中使用聚合物或共聚物，以及包含本发明化合物的香料成分或香味物品。
• Photo-labile pro-fragrance conjugates
  申请人：The Procter & Gamble Company

  公开号：US20020094938A1

  公开（公告）日：2002-07-18

  The present invention relates to photo-labile pro-fragrance conjugates comprising: a) a photo-labile unit which upon exposure to electromagnetic radiation is capable of releasing a pro-fragrance unit; and b) a pro-fragrance unit, which when so released is either i) a pro-fragrance compound capable of releasing a fragrance raw material; or ii) a fragrance raw material. The present invention relates to systems for delivering fragrances to a situs, and to laundry detergent compositions, fine fragrances, personal care and hair care compositions comprising said systems.

  本发明涉及光敏性前香精偶联物，包括：a）光敏性单元，当暴露于电磁辐射时能够释放前香精单元；以及b）前香精单元，当被释放时，要么是i）能够释放香料原料的前香精化合物；要么是ii）香料原料。本发明涉及用于将香料传递到特定位置的系统，以及包括所述系统的洗涤剂组合物、精致香水、个人护理和头发护理组合物。