顺-9-十六烯醇乙酸酯 | 34010-20-3

• 物质功能分类: 香精与香料 - 合成香料
• 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: 顺-9-十六烯醇乙酸酯
• 英文名称: (Z)-hexadec-9-en-1-yl acetate
• 英文别名: hexadec-cis-9-en-1-ol acetate；(Z)-9-Hexadecen-1-yl acetate；(Z)-9-hexadecen-1-ol acetate；(Z)-9-hexadecen-1-yl-acetate；1-acetoxy-(Z)-hexadec-9-ene；Z-9-hexadecen-1-ol acetate；[(Z)-hexadec-9-enyl] acetate
• CAS: 34010-20-3
• 化学式: C₁₈H₃₄O₂
• 分子量: 282.467
• InChiKey: VAKBQCYSUVICLV-HJWRWDBZSA-N

物化性质

• 保留指数：
  1982.8

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  20
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2915390090

反应信息

• 作为反应物：
  描述：

  顺-9-十六烯醇乙酸酯 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 (9Z)-9-十六碳烯-1-醇
  参考文献：
  名称：

  信息素VII。1-取代的（Z）-9-烯烃的合成

  摘要：

  描述了通过立体选择性Wittig反应制备1-取代的（Z）-9烯烃的一般方法。它能够合成信息素并对其结构进行系统修饰。讨论了以此方式获得的某些化合物的生理有效性。

  DOI：

  10.1002/cber.19751081120
• 作为产物：
  描述：

  (9-hydroxynonyl)triphenylphosphonium bromide 在 吡啶 、 二甲基亚砜 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 顺-9-十六烯醇乙酸酯
  参考文献：
  名称：

  Synthesis of insect sex pheromones and their homologues. 2. A convenient method for synthesizing (Z)-alkenols and their acetates.

  摘要：

  通过一种简便的方法，利用Wittig反应将（ω-羟基烷基）三苯基膦盐与烷基醛反应，合成了（Z）-烯醇及其乙酸酯。通过涂有CHDMS的玻璃毛细管柱进行GC分析，评估产物的几何纯度不小于95%的（Z）构型。

  DOI：

  10.1271/bbb1961.44.257

文献信息

• PRODUCTION OF FATTY OLEFIN DERIVATIVES VIA OLEFIN METATHESIS
  申请人：PROVIVI, INC.

  公开号：US20170137365A1

  公开（公告）日：2017-05-18

  In one aspect, the invention provides a method for synthesizing a fatty olefin derivative. The method includes: a) contacting an olefin according to Formula I with a metathesis reaction partner according to Formula IIb in the presence of a metathesis catalyst under conditions sufficient to form a metathesis product according to Formula IIIb: and b) converting the metathesis product to the fatty olefin derivative. Each R 1 is independently selected from H, C 1-18 alkyl, and C 2-18 alkenyl; R 2b is C 1-8 alkyl; subscript y is an integer ranging from 0 to 17; and subscript z is an integer ranging from 0 to 17. In certain embodiments, the metathesis catalyst is a tungsten catalyst or a molybdenum catalyst. In various embodiments, the fatty olefin derivative is a pheromone. Pheromone compositions and methods of using them are also described.

  在一个方面，该发明提供了一种合成脂肪烯衍生物的方法。该方法包括：a）在存在一种烯烃催化剂的条件下，将符合式I的烯烃与符合式IIb的交换反应伙伴接触，以形成符合式IIIb的交换产物；并b）将交换产物转化为脂肪烯衍生物。每个R1独立地选择自H、C1-18烷基和C2-18烯基；R2为C1-8烷基；下标y为0至17之间的整数；下标z为0至17之间的整数。在某些实施方式中，交换催化剂为钨催化剂或钼催化剂。在各种实施方式中，脂肪烯衍生物为信息素。还描述了信息素组合物及其使用方法。
• [EN] SYNTHESIS OF PHEROMONE DERIVATIVES VIA Z-SELECTIVE OLEFIN METATHESIS<br/>[FR] SYNTHÈSE DE DÉRIVÉS DE PHÉROMONE PAR MÉTATHÈSE D'OLÉFINES À SÉLECTIVITÉ Z
  申请人：PROVIVI INC

  公开号：WO2021247583A1

  公开（公告）日：2021-12-09

  Disclosed herein are methods for synthesizing fatty olefin metathesis products of high Z-isomeric purity from olefin feedstocks of low Z-isomeric purity. The methods include contacting a contacting an olefin metathesis reaction partner, such as acylated alkenol or an alkenal acetal, with an internal olefin in the presence of a Z-selective metathesis catalyst to form the fatty olefin metathesis product. In various embodiments, the fatty olefin metathesis products are insect pheromones. Pheromone compositions and methods of using them are also described.

  本文揭示了一种从低Z异构纯度的烯烃原料合成高Z异构纯度脂肪烯烃转化产物的方法。该方法包括在存在Z选择性转化催化剂的情况下，将烯烃转化反应伙伴（如酰化烯醇或烯醛缩醛）与内部烯烃接触，形成脂肪烯烃转化产物。在各种实施方式中，脂肪烯烃转化产物是昆虫信息素。还描述了信息素组合物及其使用方法。
• [EN] SYNTHESIS OF OLEFINIC ALCOHOLS VIA ENZYMATIC TERMINAL HYDROXYLATION<br/>[FR] SYNTHÈSE D'ALCOOLS OLÉFINIQUES PAR L'INTERMÉDIAIRE DE L'HYDROXYLATION TERMINALE ENZYMATIQUE
  申请人：PROVIVI INC

  公开号：WO2015176020A1

  公开（公告）日：2015-11-19

  In certain aspects, the present invention provides methods for producing terminally hydroxylated alkenes and alkynes by contacting an unsaturated or saturated hydrocarbon substrate with a hydroxylase enzyme. Exemplary terminal hydroxylases useful for carrying out the methods of the invention exhibit strong selectivity towards one terminal carbon of a hydrocarbon substrate and include, but are not limited to, non-heme diiron alkane monooxygenases, cytochromes P450 (e.g., cytochromes P450 of the CYP52 and CYP153 family), as well as long chain alkane hydroxylases. In some embodiments, the terminally hydroxylated alkene or alkyne is further converted to a terminal alkenal. In certain embodiments, terminally hydroxylated alkenes and alkynes are useful as insect pheromones which modify insect behavior. In other embodiments, terminally hydroxylated alkenes and alkynes are useful intermediates for producing pheromones via acetylation or oxidation of the alcohol moiety.

  在某些方面，本发明提供了一种通过将不饱和或饱和碳氢基质与羟化酶酶接触来生产末端羟基化烯烃和炔烃的方法。用于执行本发明方法的示例末端羟化酶对碳氢基质的一个末端碳具有很强的选择性，包括但不限于非血红素双铁脂烷单氧酶、细胞色素P450（例如，CYP52和CYP153家族的细胞色素P450）以及长链烷烃羟化酶。在某些实施例中，末端羟基化的烯烃或炔烃进一步转化为末端烯醛。在某些实施例中，末端羟基化的烯烃和炔烃可用作改变昆虫行为的昆虫信息素。在其他实施例中，末端羟基化的烯烃和炔烃是通过乙酰化或氧化醇基团来生产信息素的有用中间体。
• AGRICULTURAL PHEROMONE COMPOSITIONS COMPRISING POSITIONAL ISOMERS
  申请人：PROVIVI, INC.

  公开号：US20170135343A1

  公开（公告）日：2017-05-18

  The present disclosure provides pheromone compositions. In some aspects, the compositions taught herein comprise a pheromone chemically corresponding to the pheromone naturally produced by a given insect, along with at least one positional isomer of said pheromone. In various aspects, pheromone compositions of the present disclosure are able to modulate the response of the insect based on the ratio of natural pheromone to its positional isomer.

  本公开提供信息素组合物。在某些方面，本文所教授的组合物包括一种与某种昆虫自然产生的信息素在化学上相对应的信息素，以及至少一种该信息素的位置异构体。在各个方面，本公开的信息素组合物能够通过自然信息素与其位置异构体的比例来调节昆虫的反应。
• Polyamide-polyether block copolymer
  申请人：Pavlin S. Mark

  公开号：US20060052576A1

  公开（公告）日：2006-03-09

  Copolymers having linked internal polyether blocks and internal polyamide blocks have advantageous physical properties and solvent-gelling abilities. The copolymer may be prepared from a reaction mixture that contains 1,4-cyclohexane dicarboxylic acid (CHDA) and poly(alkyleneoxy) diamine (PAODA). Optionally, the reaction mixture contains no monofunctional compound reactive with either amine or carboxylic acid groups, however some of this monofunctional compound may be present. Dimer diamine and/or dimer acid may be present in the reaction mixture. A copolymer may also be prepared from a reaction mixture containing dimer acid and at least two diamine compound(s) including PAODA and short-chain aliphatic diamine having 2-6 carbons (SDA), wherein: a) the reaction mixture comprises x grams of PAODA and y grams of SDA, and x/(x+y) is 0.8-0.98; b) the reaction mixture weighs z grams, and x/z is at least 0.25; and c) the reaction mixture contains either no co-diacid, or comprises a small amount of co-diacid, wherein, if the reaction mixture comprises a small amount of co-diacid, then acid equivalents from co-diacid contribute less than 25% of the total acid equivalents present in the reaction mixture.

  具有连接的内部聚醚块和内部聚酰胺块的共聚物具有有利的物理性能和溶剂凝胶能力。该共聚物可以从包含1,4-环己烷二甲酸（CHDA）和聚（烷氧基）二胺（PAODA）的反应混合物中制备。可选地，反应混合物不含与胺或羧酸基反应的单官能化合物，但其中一些单官能化合物可能存在。二聚胺和/或二聚酸可以存在于反应混合物中。还可以从包含二聚酸和至少两种二胺化合物（包括PAODA和具有2-6个碳的短链脂肪族二胺（SDA））的反应混合物中制备共聚物，其中：a）反应混合物包含x克PAODA和y克SDA，且x/（x+y）为0.8-0.98；b）反应混合物重z克，且x/z至少为0.25；c）反应混合物不含共二酸，或包含少量共二酸，其中，如果反应混合物包含少量共二酸，则共二酸的酸当量贡献的总酸当量不超过反应混合物中总酸当量的25％。