(2E,4E)-壬-2,4-二烯-1-醇 | 64576-90-5

• 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: (2E,4E)-壬-2,4-二烯-1-醇
• 英文名称: (2E,4E)-nona-2,4-dien-1-ol
• 英文别名: (2E,4E)-nonadienol；trans, trans-2,4-nonadienol；2,4-Nonadien-1-ol
• CAS: 64576-90-5
• 化学式: C₉H₁₆O
• 分子量: 140.225
• InChiKey: NCPWFIVLKCFWSP-BSWSSELBSA-N

物化性质

• LogP：
  2.830 (est)
• 物理描述：
  Colourless liquid; green vegetable aroma
• 溶解度：
  Insoluble in water; soluble in fat
• 密度：
  0.862-0.872
• 折光率：
  1.486-1.496

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2905290000

反应信息

• 作为反应物：
  描述：

  (2E,4E)-壬-2,4-二烯-1-醇 在 2,6-二甲基吡啶 、 ammonium molybdate tetrahydrate 、 18-冠醚-6 、 三氟甲磺酸三甲基硅酯 、 偶氮二甲酸二异丙酯 、 双氧水 、 双(三甲基硅烷基)氨基钾 、 三苯基膦 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 8.5h， 生成 (2R,3R,6R,1'E,3'E,5'E)-6-(deca-1',3',5'-trienyl)-3-methoxy-2-methylpiperidine
  参考文献：
  名称：

  Enantioselective total synthesis of (2R,3R,6R)-N-methyl-6-(deca-1′,3′,5′-trienyl)-3-methoxy-2-methylpiperidine, an insecticidal alkaloid

  摘要：

  An insecticidal piperidine alkaloid, (2R,3R,6R)-N-methyl-6-(deca-1',3',5-trienyl)-3-methoxy-2-methylpiperidine, was efficiently synthesized in a stereoselective manner starting from D-alanine. Chiral center at C-6 was controlled by hydrogenation of imine and side chain was introduced by Julia olefination. The absolute configuration of natural product was determined to be 2R, 3R, 6R. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.09.121
• 作为产物：
  描述：

  2-壬炔酸 在 4-二甲氨基吡啶 、 二异丁基氢化铝 、 N,N'-二环己基碳二亚胺 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 5.5h， 生成 (2E,4E)-壬-2,4-二烯-1-醇
  参考文献：
  名称：

  A short synthesis of conjugated unsaturated alcohols

  摘要：

  Isomerization of acetylenic pentafluorophenyl esters in the presence of phosphines gives rise to activated dienoic esters, which can be reduced directly in a simple one pot procedure to the corresponding conjugated unsaturated alcohols 6-10. The higher reactivity of the pentafluorophenyl esters in comparison to alkyl esters allows their selective isomerization. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(97)10385-4

文献信息

• Oxidative cleavage of allyl ethers by an oxoammonium salt
  作者：Christopher B. Kelly、John M. Ovian、Robin M. Cywar、Taylor R. Gosselin、Rebecca J. Wiles、Nicholas E. Leadbeater

  DOI：10.1039/c5ob00270b

  日期：——

  A method to oxidatively cleave allyl ethers to their corresponding aldehydes mediated by an oxoammonium salt is described. Using a biphasic solvent system and mild heating, cleavage proceeds readily, furnishing a variety of α,β-unsaturated aldehydes and ketones.

  描述了一种通过氧铵盐将烯丙基醚氧化裂解为相应的醛的方法。使用双相溶剂系统并温和加热，裂解容易进行，提供了各种α，β-不饱和醛和酮。
• BITTER TASTE MODIFIERS INCLUDING SUBSTITUTED 1-BENZYL-3-(1-(ISOXAZOL-4-YLMETHYL)-1H-PYRAZOL-4-YL)IMIDAZOLIDINE-2,4-DIONES AND COMPOSITIONS THEREOF
  申请人：SENOMYX, INC.

  公开号：US20160376263A1

  公开（公告）日：2016-12-29

  The present invention includes compounds and compositions known to modify the perception of bitter taste, and combinations of said compositions and compounds with additional compositions, compounds, and products. Exemplary compositions comprise one or more of the following: cooling agents; inactive drug ingredients; active pharmaceutical ingredients; food additives or foodstuffs; flavorants, or flavor enhancers; food or beverage products; bitter compounds; sweeteners; bitterants; sour flavorants; salty flavorants; umami flavorants; plant or animal products; compounds known to be used in pet care products; compounds known to be used in personal care products; compounds known to be used in home products; pharmaceutical preparations; topical preparations; cannabis-derived or cannabis-related products; compounds known to be used in oral care products; beverages; scents, perfumes, or odorants; compounds known to be used in consumer products; silicone compounds; abrasives; surfactants; warming agents; smoking articles; fats, oils, or emulsions; and/or probiotic bacteria or supplements.

  本发明涵盖已知用于改变苦味感知的化合物和组合物，以及所述组合物和化合物与额外的组合物、化合物和产品的组合。示例组合物包括以下一种或多种：冷却剂；无活性药物成分；活性药用成分；食品添加剂或食品；调味剂或调味增强剂；食品或饮料产品；苦味化合物；甜味剂；苦味剂；酸味调味剂；咸味调味剂；鲜味调味剂；植物或动物产品；已知用于宠物护理产品中的化合物；已知用于个人护理产品中的化合物；已知用于家用产品中的化合物；制药制剂；局部制剂；大麻衍生或与大麻相关的产品；已知用于口腔护理产品中的化合物；饮料；香味、香水或除臭剂；已知用于消费品中的化合物；硅化合物；磨料；表面活性剂；发热剂；吸烟物品；脂肪、油脂或乳化剂；和/或益生菌或补充剂。
• Regio- and Stereoselectivity in the Reactions of Organometallic Reagents with an Electron-Deficient and an Electron-Rich Vinyloxirane: Applications for Sequential Bis-Allylic Substitution Reactions in the Generation of Vicinal Stereogenic Centers
  作者：R. Karl Dieter、Yaxin Huang、Fenghai Guo

  DOI：10.1021/jo300304n

  日期：2012.6.1

  Vinyloxiranes provide opportunities for bis-allylic substitution reactions and the generation of new vicinal stereogenic centers if regio- and stereocontrol can be achieved. Ethyl (E)-4,5-epoxy-2-hexenoate affords excellent SN2′:SN2 regioselectivity and anti:syn product diastereoselectivity with dialkyzinc reagents in the presence of CuCN, and conversion of the resultant allylic alcohol to the acetate

  如果可以实现区域和立体控制，乙烯基氧杂环戊烷为双烯丙基取代反应和新的邻位立体发生中心的产生提供了机会。（E）-4,5-环氧-2--2-己酸乙酯在CuCN存在下提供极好的S N 2'：S N 2区域选择性和抗：syn产物非对映选择性，并用二烷基锌试剂将所得的烯丙醇转化为乙酸酯得到良好的顺：反S中产物非对映选择性ñ 2'-选择性与THF中的alkylcyanocuprates烯丙基取代。（E）-1-（叔丁基二甲基甲硅烷氧基）-2,3-环氧-4-己烯酸酯给出优异的S N 2'：S在CuCN存在下，在THF或DMF中使用二烷基锌试剂或在Et 2 O / THF（10/1）中使用Grignard试剂对N 2的区域选择性和反同位产物非对映选择性。产物烯丙醇转化为烯丙基磷酸酯具有出色的S N 2'区域选择性和顺式与反产物非对映选择性，烷基氰基锂对伯和仲烷基可转移配体具有选择性，而S N 2区域对叔丁基具
• Method for Producing Aldehyde and Ketone
  申请人：Yamashita Miyoshi

  公开号：US20110282102A1

  公开（公告）日：2011-11-17

  Provided is a highly efficient method for the production of aldehydes and ketones, which is inexpensive, exhibits high reactivity, and is capable of easy separation of byproduct after the reaction. More particularly, there is provided a method for producing an aldehyde or a ketone, comprising at least an oxidation step of oxidizing a primary alcohol or a secondary alcohol in the presence of a polymeric carbodiimide represented by the following formula (1) and having a weight-average molecular weight of 300 to 5000, and a sulfoxide compound, together with an acid and a base, or together with a salt of the acid and the base.

  提供了一种高效的生产醛和酮的方法，该方法廉价、具有高反应性，并能够在反应后轻松分离副产物。更具体地，提供了一种生产醛或酮的方法，包括至少一个氧化步骤，即在聚合物碳二亚胺（表示为以下式（1）且具有分子量为300至5000的重均分子量）和亚砜化合物的存在下氧化一级醇或二级醇，以及酸和碱，或者酸和碱的盐。
• Total synthesis of a piperidine alkaloid, microcosamine A
  作者：Chada Raji Reddy、Bellamkonda Latha、Kamalkishor Warudikar、Kiran Kumar Singarapu

  DOI：10.1039/c5ob02085a

  日期：——

  The first total synthesis of a novel piperidine alkaloid, microcosamine A, is achieved from commercially available d-serine, d-methyl lactate and 1-octyne as starting materials.

  首次成功从商业可获得的D-丝氨酸、D-甲基乳酸酯和1-辛烯作为起始物质，合成了一种新型哌啶生物碱微孔胺A。