(+/-)-(Z)-3-methyl-6-isopropenyl-3,9-decadien-1-ol acetate | 66348-55-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (+/-)-(Z)-3-methyl-6-isopropenyl-3,9-decadien-1-ol acetate
• 英文别名: (3Z)-6-isopropenyl-3-methyl-3,9-decadienyl acetate；[(3Z)-3-methyl-6-prop-1-en-2-yldeca-3,9-dienyl] acetate
• CAS: 66348-55-8
• 化学式: C₁₆H₂₆O₂
• 分子量: 250.381
• InChiKey: QYXUDXTZJFIJFY-ZROIWOOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  18
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 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：

  2-(methylethenyl)-5-hexen-1-ol 在 吡啶 、 四溴化碳 、 三苯基膦 作用下， 以 乙腈 为溶剂， 反应 12.0h， 生成 (+/-)-(Z)-3-methyl-6-isopropenyl-3,9-decadien-1-ol acetate
  参考文献：
  名称：

  Highly efficient terpenoid pheromone syntheses via regio- and stereocontrolled processing of allyllithiums generated by reductive lithiation of allyl phenyl thioethers

  摘要：

  Previous work had shown that reductive lithiation of allyl phenyl thioethers, followed by transmetallation, produces allylmetallics which react selectively with carbonyl compounds at the most or least substituted terminus; the latter results in mainly cis olefin. This technology allows extremely efficient syntheses of racemic versions of lavandulol (two-pot, 70% yield), the Comstock mealy bug pheromone (one-pot, 45% yield) and the California red scale pheromone (4-steps, 23% yield).

  DOI：

  10.1016/s0040-4020(01)80712-2

文献信息

• Stereospecific syntheses of sex pheromones of the californian red scale and white peach scale (Homoptera:Diaspididae) based on 1,4-cis-hydrogenation of dienes
  作者：A. A. Vasil'ev、A. L. Vlasyuk、G. V. Kryshtal、E. P. Serebryakov

  DOI：10.1007/bf00707233

  日期：1995.10

  Stereospecific syntheses of (±)-3-methyl-6-isopropenyl-3(Z),9-decadien-1-yl acetate and (±)-3,9-dimethyl-6-isopropenyl-3(Z),9-decadien-1-yl propionate (the Racemoc forms of the pheromones of the scalesAonidiella aurantii andPseudaulascaspis pentagona) with a geometrical purity of the (Z)-trisubstituted double bond not lower than 99 % were performed. The key step in both syntheses was the 1,4-cis-hydrogenation

  (±)-3-甲基-6-异丙烯基-3(Z),9-癸二烯-1-基乙酸酯和(±)-3,9-二甲基-6-异丙烯基-3(Z),9-的立体有择合成进行了具有不低于 99% 的 (Z)-三取代双键几何纯度的 decadien-1-yl propionate（Aonidiella aurantii 和 Pseudaulascaspis pentagona 鳞片信息素的消旋形式）。两种合成中的关键步骤是相应的 3-甲基-6-(1, 1-亚乙基二氧乙基)-2,4,9-十碳三烯酸乙酯在羰基铬配合物的催化下进行 1,4-顺式氢化。这些 2,4-二烯是通过五个常规步骤获得的，包括乙酰乙酸乙酯通过适当的 1-溴-3-丁烯进行烷基化和相应 α-支化醛的 Horner-Emmons 烯化。
• Carbon-carbon bond formation employing organoiron reagents
  作者：J. Celebuski、M. Rosenblum

  DOI：10.1016/s0040-4020(01)91411-5

  日期：1985.1

  Some aspects of the chemistry of (η1-allyl)Fp complexes [Fp =η5-C5H5Fe(CO)2] are briefly reviewed, especially the means available for their elaboration. The range of electrophiles which react with (η1-allyl)Fp complexes has been enlarged to include allyl iodides. Two examples of this reaction are given, the first leading to lavandulol 9, the second providing a short synthesis of the red scale pheromone

  的化学性质的一些方面（η 1 -烯丙基）Fp的配合物[Fp的=η 5 -C 5 H ^ 5的Fe（CO）2 ]的简要回顾，特别是可用于它们的制作手段。其与亲电子反应的范围内（η 1 -烯丙基）Fp的复合物已被放大到包括烯丙基碘化物。给出了该反应的两个例子，第一个导致生成lavandulol 9，第二个提供了红色鳞状信息素（R，S - 15）的短合成。
• 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％。
• POLYAMIDE-POLYETHER BLOCK COPOLYMER
  申请人：Pavlin S. Mark

  公开号：US20070244294A1

  公开（公告）日：2007-10-18

  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优越的物理性能和溶剂凝胶能力。该共聚物可以从含有1,4-环己烷二羧酸（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基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。共聚物也可以从含有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，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％。
• Polyamide-Polyether Block Copolymer
  申请人：Pavlin Mark S.

  公开号：US20090076175A1

  公开（公告）日：2009-03-19

  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.

  具有连接内部聚醚块和内部聚酰胺块的共聚物具有优越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，反应混合物不含对胺基或羧酸基反应的单官能化合物，但该单官能化合物的一些可能存在。二聚胺和/或二聚酸可以存在于反应混合物中。共聚物也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，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，则共二酸的酸当量对反应混合物中存在的总酸当量贡献不超过25％。