9-chloro-1,1-diethoxy-2-nonyne | 115932-79-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 9-chloro-1,1-diethoxy-2-nonyne
• 英文别名: 9-chloro-1,1-diethoxynon-2-yne
• CAS: 115932-79-1
• 化学式: C₁₃H₂₃ClO₂
• 分子量: 246.777
• InChiKey: MBBZMONDZKVWPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9-chloro-1,1-diethoxy-2-nonyne 在 盐酸 、 氢气 、 nickel diacetate 、 乙二胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 9-chloro-(2E)-2-nonen-1-al
  参考文献：
  名称：

  Yamamoto, Akira; Fukumoto, Takehiko, Agricultural and Biological Chemistry, 1989, vol. 53, # 9, p. 2521 - 2522

  摘要：

  DOI：
• 作为产物：
  描述：

  8-氯-1-辛炔 以 四氢呋喃 、 甲苯 为溶剂， 反应 21.0h， 生成 9-chloro-1,1-diethoxy-2-nonyne
  参考文献：
  名称：

  Yamamoto, Akira; Fukumoto, Takehiko, Agricultural and Biological Chemistry, 1989, vol. 53, # 9, p. 2521 - 2522

  摘要：

  DOI：

文献信息

• METHOD FOR PRODUCING REDUCED HALIDE COMPOUND HAVING UNDERGONE REDUCTION OF CARBON-CARBON UNSATURATED BOND
  申请人：SHIN-ETSU CHEMICAL CO., LTD.

  公开号：US20190322607A1

  公开（公告）日：2019-10-24

  A halide compound having one or more carbon-carbon unsaturated bonds is catalytically reduced with substantially no dehalogenation to produce a reduced halide compound in which at least one of the one or more unsaturated bonds is reduced. Specifically provided is a method for producing a reduced halide compound including steps of: reacting a nickel compound, a zinc compound, and a borohydride compound in a solvent to obtain a reduction catalyst; and subjecting a halide compound having one or more carbon-carbon unsaturated bonds to catalytic reduction in the presence of the reduction catalyst to reduce at least one of the one or more carbon-carbon unsaturated bonds to thereby obtain a reduced halide compound.

  一种卤化物化合物，其具有一个或多个碳-碳不饱和键，经催化还原而几乎不发生去卤反应，以产生一个减少的卤化物化合物，其中至少一个或多个不饱和键被还原。具体提供了一种生产减少的卤化物化合物的方法，包括以下步骤：在溶剂中反应镍化合物、锌化合物和硼氢化物化合物以获得还原催化剂；并在还原催化剂存在的情况下，将具有一个或多个碳-碳不饱和键的卤化物化合物进行催化还原，以减少至少一个或多个碳-碳不饱和键，从而获得减少的卤化物化合物。
• OMEGA-HALO-2-ALKYNAL, METHOD FOR PRODUCING SAME, AND METHOD FOR PRODUCING CONJUGATED Z-ALKEN-YN-YL ACETATE USING SAME
  申请人：Shin-Etsu Chemical Co., Ltd.

  公开号：US20140309452A1

  公开（公告）日：2014-10-16

  Provided is a method for industrially producing a conjugated Z-alken-yn-yl acetate such as Z-13-hexadecen-11-yn-yl acetate which is a sex pheromone component of a pine processionary moth, and an intermediate for the conjugated Z-alken-yn-yl acetate under mild conditions at a high yield. More specifically, provided is a method for producing a conjugated Z-alken-yn-yl acetate (5) comprising the steps of: reacting an ω-halo-2-alkynal (1) with an alkylidene triphenylphosphorane (3) through a Wittig reaction to obtain a conjugated Z-alken-yn-yl halide (4), and acetoxylating the conjugated Z-alken-yn-yl halide (4) into a conjugated Z-alken-yn-yl acetate (5).

  提供了一种工业生产共轭的Z-烯炔基乙酸酯的方法，例如Z-13-十六烯-11-炔基乙酸酯，它是松毛虫的性信息素成分，并在温和条件下高产率地获得共轭的Z-烯炔基乙酸酯的中间体。更具体地说，提供了一种生产共轭的Z-烯炔基乙酸酯（5）的方法，包括以下步骤：通过Wittig反应将ω-卤代-2-炔醛（1）与烷基三苯基膦烯（3）反应，以获得共轭的Z-烯炔基卤化物（4），并将共轭的Z-烯炔基卤化物（4）乙酰化为共轭的Z-烯炔基乙酸酯（5）。
• Omega-halo-2-alkynal
  申请人：Shin-Etsu Chemical Co., Ltd.

  公开号：US09255056B2

  公开（公告）日：2016-02-09

  Provided is a method for industrially producing a conjugated Z-alken-yn-yl acetate such as Z-13-hexadecen-11-yn-yl acetate which is a sex pheromone component of a pine processionary moth, and an intermediate for the conjugated Z-alken-yn-yl acetate under mild conditions at a high yield. More specifically, provided is a method for producing a conjugated Z-alken-yn-yl acetate (5) comprising the steps of: reacting an ω-halo-2-alkynal (1) with an alkylidene triphenylphosphorane (3) through a Wittig reaction to obtain a conjugated Z-alken-yn-yl halide (4), and acetoxylating the conjugated Z-alken-yn-yl halide (4) into a conjugated Z-alken-yn-yl acetate (5).

  提供了一种用于工业生产共轭Z-烯炔基乙酸酯的方法，例如Z-13-十六烯-11-炔基乙酸酯，它是松毛虫的性信息素成分，以及在温和条件下高产率的共轭Z-烯炔基乙酸酯的中间体。更具体地说，提供了一种生产共轭Z-烯炔基乙酸酯（5）的方法，包括以下步骤：通过Wittig反应将ω-卤代-2-炔醛（1）与烷基亚三苯基膦（3）反应，得到共轭Z-烯炔基卤化物（4），并将共轭Z-烯炔基卤化物（4）乙酰化为共轭Z-烯炔基乙酸酯（5）。
• Method for producing a conjugated Z-alken-yn-yl acetate
  申请人：Shin-Etsu Chemical Co., Ltd.

  公开号：US09376368B2

  公开（公告）日：2016-06-28

  Provided is a method for industrially producing a conjugated Z-alken-yn-yl acetate such as Z-13-hexadecen-11-yn-yl acetate which is a sex pheromone component of a pine processionary moth, and an intermediate for the conjugated Z-alken-yn-yl acetate under mild conditions at a high yield. More specifically, provided is a method for producing a conjugated Z-alken-yn-yl acetate (5) comprising the steps of: reacting an ω-halo-2-alkynal (1) with an alkylidene triphenylphosphorane (3) through a Wittig reaction to obtain a conjugated Z-alken-yn-yl halide (4), and acetoxylating the conjugated Z-alken-yn-yl halide (4) into a conjugated Z-alken-yn-yl acetate (5).

  提供了一种工业生产共轭Z-烯炔基乙酸酯的方法，例如Z-13-十六烯-11-炔基乙酸酯，该化合物是松毛虫的性信息素成分，并在温和条件下高产率地制备共轭Z-烯炔基乙酸酯的中间体。具体地，提供了一种制备共轭Z-烯炔基乙酸酯（5）的方法，包括以下步骤：通过Wittig反应将ω-卤代-2-炔醛（1）与烷基三苯基膦（3）反应，得到共轭Z-烯炔基卤化物（4），然后将共轭Z-烯炔基卤化物（4）乙酰化成共轭Z-烯炔基乙酸酯（5）。
• METHOD FOR PRODUCING AN OMEGA-HALO-2-ALKYNAL
  申请人：Shin-Etsu Chemical Co., Ltd.

  公开号：US20160107969A1

  公开（公告）日：2016-04-21

  Provided is a method for industrially producing a conjugated Z-alken-yn-yl acetate such as Z-13-hexadecen-11-yn-yl acetate which is a sex pheromone component of a pine processionary moth, and an intermediate for the conjugated Z-alken-yn-yl acetate under mild conditions at a high yield. More specifically, provided is a method for producing a conjugated Z-alken-yn-yl acetate (5) comprising the steps of: reacting an ω-halo-2-alkynal (1) with an alkylidene triphenylphosphorane (3) through a Wittig reaction to obtain a conjugated Z-alken-yn-yl halide (4), and acetoxylating the conjugated Z-alken-yn-yl halide (4) into a conjugated Z-alken-yn-yl acetate (5).

  提供了一种工业生产共轭Z-烯炔-醇酸酯的方法，例如Z-13-十六烯-11-炔-醋酸酯，它是松毛虫的性信息素成分，并在温和条件下高产率地制备共轭Z-烯炔-醇酸酯的中间体。更具体地，提供了一种制备共轭Z-烯炔-醇酸酯（5）的方法，包括以下步骤：通过Wittig反应，将ω-卤代-2-炔醛（1）与三苯基膦亚甲基（3）反应，得到共轭Z-烯炔-醇酸酯（4），并将共轭Z-烯炔-醇酸酯（4）乙酰化为共轭Z-烯炔-醇酸酯（5）。