1-羟基-6-甲基庚-5-烯-2-酮 | 58029-28-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 1-羟基-6-甲基庚-5-烯-2-酮
• 英文名称: 1-hydroxy-6-methylhept-5-ene-2-one
• 英文别名: 1-hydroxy-6-methyl-5-hepten-2-one；1-hydroxy-6-methyl-hept-5-en-2-one；1-Hydroxy-6-methylhept-5-en-2-one
• CAS: 58029-28-0
• 化学式: C₈H₁₄O₂
• 分子量: 142.198
• InChiKey: LRLSRLTVKGUFAY-UHFFFAOYSA-N

物化性质

• 沸点：
  230.2±15.0 °C(Predicted)
• 密度：
  0.956±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-羟基-6-甲基庚-5-烯-2-酮 在 Amberlyst 15 、 蔗糖 作用下， 以 水 为溶剂， 反应 24.5h， 生成 (R)-γ-羟甲基-γ-丁内酯 (R)-4,5-二氢-5-羟甲基-2(3H)-呋喃酮 (R)-5-羟甲基-2-氧代四氢呋喃
  参考文献：
  名称：

  Chemico-microbial syntheses of Japanese beetle and mosquito oviposition pheromones

  摘要：

  Japanese beetle and mosquito oviposition attractant pheromones have been synth

  DOI：

  10.1016/s0040-4020(01)86371-7
• 作为产物：
  描述：

  2-(4'-methyl-3'-pentenyl)-1,3-dithiane 在 正丁基锂 、 碳酸氢钠 、 碘甲烷 作用下， 以 水 、 乙腈 为溶剂， 反应 49.5h， 生成 1-羟基-6-甲基庚-5-烯-2-酮
  参考文献：
  名称：

  Chemico-microbial syntheses of Japanese beetle and mosquito oviposition pheromones

  摘要：

  Japanese beetle and mosquito oviposition attractant pheromones have been synth

  DOI：

  10.1016/s0040-4020(01)86371-7

文献信息

• Deux types de participation ? lors de l'hydrolyse des diazoc�tones ?, ?-insatur�es par des acides aqueux et des superacides. L'ion oxo-5-norbornyle-2
  作者：Roger Malherbe、Hans Dahn

  DOI：10.1002/hlca.19740570822

  日期：——

  γ, δ-Unsaturated diazoketones undergo acid catalysed hydrolysis accompanied by cyclisation; the latter is favoured by suitable geometry (cyclopentenes) and by substitution by methyl groups. If both are present, rate enhancement by anchimeric assistance has been observed. Hydrolysis of 4-diazoacetyl-cyclopentene (1) yields a product mixture similar to that formed during solvolysis of 5-oxo-norbornyl-2-endo

  γ，δ-不饱和重氮酮经酸催化水解并环化; 后者因合适的几何形状（环戊烯）和被甲基取代而受到青睐。如果两者均存在，则已观察到通过嵌合辅助的速率增加。4-重氮乙酰基-环戊烯（1）的水解产生类似于5-氧代-降冰片基-2-内溴代磺酸盐（23）的溶剂化期间形成的产物混合物，并且与外型异构体的产物混合物完全不同。用常见的中间体5-氧代-2-降冰片基碳鎓离子解释了结果。溶剂参与过渡态，即部分S N2字符，是由活化的熵，并通过一个附加的亲核试剂（BR的动作隐含- ）。在超强酸中，发生不同类型的环化反应，涉及羰基氧和质子化的CC双键并形成四氢吡喃衍生物。
• 6- and 14-Fluoro farnesyl diphosphate: mechanistic probes for the reaction catalysed by aristolochene synthase
  作者：David J. Miller、Fanglei Yu、David W. Knight、Rudolf K. Allemann

  DOI：10.1039/b817194g

  日期：——

  enzyme aristolochene synthase from Penicillium roqueforti (PR-AS) has been probed with the farnesyl diphosphate analogues 6- and 14-fluoro farnesyl diphosphate (1b and 1c). Incubation of these analogues with PR-AS followed by analysis of the reaction products by GC-MS and NMR spectroscopy indicated that these synthetic FPP analogues were converted to the fluorinated germacrene A analogues 3b and 3c, respectively

  马兜铃合成酶马兜铃合成酶的催化机理。 青霉菌娄（PR-AS）已探测与所述法呢二磷酸类似物6-和14-氟法呢基二磷酸酯（1b和1c）。将这些类似物与PR-AS一起孵育，然后通过GC-MS和NMR光谱分析反应产物，表明这些合成物FPP 类似物被转化为氟化物 ac类似物3b和3c。在这两种情况下，氟原子的位置都阻止了氟原子的形成。奥德斯曼阳离子类似物4b和4c。这些结果表明，胚芽烯A是PR-AS催化过程中的即时反应中间体，阐明了胚芽烯A转化为的机理。奥德斯曼阳离子。他们支持PR-AS在环化中的作用基本上是被动的提议，因为它可以通过促进底物的初始电离来利用基质中存在的固有化学反应性。法呢基二磷酸酯 并作为有效的模板，通过一系列有效的环化和重排反应来引导反应，以达到 （+）-aristolochene（7a）。
• Composition of matter comprising of the creation of a low molecular weight hydrocarbon fluid exhibiting mainly oligomerized pentenes mainly comprised of 2-Methyl-2-Butene subunits as well as related plant isoprenoids composed of 2-Methyl-1-Butene subunits and other hydrocarbons from Euphorbia tirucalli biomass and a process for the extraction and refinement in making the same composition through the creation of solvent permeable batting mat and a multi-phase solvent extraction
  申请人：Matthews Stephen Daniel

  公开号：US20120197052A1

  公开（公告）日：2012-08-02

  A composition of matter with of the creation of low molecular weight hydrocarbon fluid called Phytoleum from Euphorbia tirucalli biomass and a process for the extraction and refinement in making the same composition through the creation of a batting mat and multi-phase solvent extraction. A preferred embodiment includes the steps of manufacturing a fibrous batting mat from the raw biomass, crushing the biomass, shearing the biomass with a rotating knives blade array, compressing the biomass by passing the biomass through press rollers, amalgonating the biomass into a Batting Mat, subjecting the Batting Mat to a phased multi-wash solvent system, extracting the solvents and oils liquid solution for recovery, subjecting the liquid solution to a centrifugation system to extract the Phytoleum hydrocarbon oil from the other components, and refining the final product to yield Phytoleum which is a composition of matter including Tirucallene A and Tirucallene B and other oligomerized pentenes.
• USE OF A COMPOUND COMPRISING AT LEAST ONE NUCLEOPHILIC FUNCTION FOR CAPTURING CARBONYL COMPOUNDS RESULTING FROM THE REACTION BETWEEN ONE OR MORE COMPOUNDS CONSTITUTING SEBUM AND OZONE
  申请人：Samain Henri

  公开号：US20140286892A1

  公开（公告）日：2014-09-25

  The invention relates to a process for capturing one or more carbonyl compounds B resulting from the reaction between one or more compounds constituting sebum and ozone on the surface of a material or in a material, characterized in that one or more compounds A having one or more nucleophilic functions F A forming in situ on the surface of said material or in said material a layer capturing said compound(s) B is (are) applied to the surface of said material. The invention also relates to the cosmetic use of one or more compounds A having one or more nucleophilic functions F A capable of reacting with one or more carbonyl compounds B resulting from the reaction between one or more compounds constituting sebum and ozone, as a soothing agent, said compound(s) with nucleophilic functions(s) being intended for preventing and/or treating discomforting reactions of keratin materials induced by the carbonyl compounds B.
• [EN] USE OF A COMPOUND COMPRISING AT LEAST ONE NUCLEOPHILIC FUNCTION FOR CAPTURING CARBONYL COMPOUNDS RESULTING FROM THE REACTION BETWEEN ONE OR MORE COMPOUNDS CONSTITUTING SEBUM AND OZONE<br/>[FR] UTILISATION D'UN COMPOSÉ COMPRENANT AU MOINS UNE FONCTION NUCLÉOPHILE POUR CAPTURER LES COMPOSÉS DE CARBONYLE RÉSULTANT DE LA RÉACTION ENTRE UN OU PLUSIEURS COMPOSÉS CONSTITUANT LE SÉBUM ET L'OZONE
  申请人：OREAL

  公开号：WO2012172057A2

  公开（公告）日：2012-12-20

  The invention relates to a process for capturing one or more carbonyl compounds B resulting from the reaction between one or more compounds constituting sebum and ozone on the surface of a material or in a material, characterized in that one or more compounds A having one or more nucleophilic functions FA forming in situ on the surface o f said material or in said material a layer capturing said compound(s) B is (are) applied to the surface o f said material. The invention also relates to the cosmetic use o f one or more compounds A having one or more nucleophilic functions FA capable o f reacting with one or more carbonyl compounds B resulting from the reaction between one or more compounds constituting sebum and ozone, as a soothing agent, said compound(s) with nucleophilic functions(s) being intended for preventing and/or treating discomforting reactions o f keratin materials induced by the carbonyl compounds B.