9-chloro-(2E)-2-nonen-1-al | 115932-80-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 9-chloro-(2E)-2-nonen-1-al
• 英文别名: (2E)-9-chloro-2-nonenal；9-chloro-(E)-2-nonen-1-al；9-chloro-E-2-nonenal；(E)-9-chloronon-2-enal
• CAS: 115932-80-4
• 化学式: C₉H₁₅ClO
• 分子量: 174.671
• InChiKey: LRAPQWYOLUVCEE-FNORWQNLSA-N

物化性质

• 沸点：
  268.0±33.0 °C(Predicted)
• 密度：
  0.973±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  11
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  9-chloro-(2E)-2-nonen-1-al 生成 (4Z,6E)-13-chlorotrideca-4,6-diene
  参考文献：
  名称：

  YAMAMOTO, AKIRA;FUKUMOTO, TAKEHXIKO

  摘要：

  DOI：
• 作为产物：
  描述：

  在 盐酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 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：

文献信息

• 1-HALOALKADIENE AND A PROCESS FOR PREPARING THE SAME AND A PROCESS FOR PREPARING (9e, 11z)-9,11-HEXADECADIENYL ACETATE
  申请人：SHIN-ETSU CHEMICAL CO., LTD.

  公开号：US20190322614A1

  公开（公告）日：2019-10-24

  A process to prepare (9E,11Z)-9,11-hexadecadienyl acetate with a good yield and high purity of the general formula (1): CH 3 —(CH 2 ) 3 —CH═CH—CH═CH—(CH 2 ) a —X.=The process includes a step of conducting a Wittig reaction between a haloalkenal of the general formula (2): OHC—CH═CH—(CH 2 ) a —X, and a triarylphosphonium pentylide of the general formula (3): CH 3 —(CH 2 ) 3 —CH − —P + Ar 3 , to obtain the 1-haloalkadiene, and the use of a (7E,9Z)-1-halo-7,9-tetradecadiene obtained by the process for a process of preparing (9E, 11Z)-9,11-hexadecadienyl acetate.

  一种制备（9E,11Z）-9,11-十六烯基乙酸酯的方法，具有良好产率和高纯度，通式如下（1）：CH3—(CH2)3—CH═CH—CH═CH—(CH2)a—X。该方法包括进行维特格反应的步骤，反应物为通式（2）：OHC—CH═CH—(CH2)a—X的卤代烯醛，与通式（3）：CH3—(CH2)3—CH−—P+Ar3的三芳基膦五元阴离子，以获得1-卤代烯烃，并利用该方法获得的（7E,9Z）-1-卤代-7,9-十四烯烃，用于制备（9E,11Z）-9,11-十六烯基乙酸酯的方法。
• A method for the preparation of a gamma-substituted (E)-2-alken-1-AL
  申请人：Shin-Etsu Chemical Co., Ltd.

  公开号：EP0282940A2

  公开（公告）日：1988-09-21

  An efficient method is disclosed for the preparation of an ω-­substituted (E)-2-alken-1-al, e.g., 12-chloro-(E)-2-dodecen-1-al in three steps of reactions. The starting compound is an ω-substituted 1-alkynyl magnesium halide which is reacted with trimethyl or triethyl orthoformate to give an ω-substituted 1,1-dialkoxy-2-al­kyne followed by a partial hydrogenation of the triple bond and then hydrolysis or, alternatively, followed by the hydrolysis reac­tion and then partial hydrogenation of the triple bond.

  本发明公开了一种通过三步反应制备ω-取代的(E)-2-烯-1-醛，例如 12-氯-(E)-2-十二烯-1-醛的有效方法。起始化合物为ω-取代的 1-炔基卤化镁，与原甲酸三甲酯或原甲酸三乙酯反应，得到ω-取代的 1,1-二烷氧基-2-炔，然后进行三键的部分氢化反应，再进行水解，或者先进行水解反应，再进行三键的部分氢化反应。
• Workup of Wittig reaction products
  申请人：SHIN-ETSU CHEMICAL CO., LTD.

  公开号：EP0630877A1

  公开（公告）日：1994-12-28

  An improvement is proposed for the removal of the precipitates of a phosphine oxide compound as a by-product from a mixture thereof with an olefin compound obtained by the Wittig reaction for the preparation of the olefin compound from a phosphorane compound and a carbonyl compound. Instead of the conventional procedure of filtration to remove the precipitates, the mixture in a hydrocarbon solvent, after replacement of a non-hydrocarbon solvent with a hydrocarbon solvent, if necessary, is admixed with a lower carboxylic acid such as acetic acid so that the precipitates of the phosphine oxide are dissolved forming a viscous fluid which is immiscible with the mixture of the olefin compound and the hydrocarbon solvent. The fluid containing the dissolved phosphine oxide compound can be easily removed by phase separation so that a great increase is obtained in the yield of the desired olefin compound.

  本发明提出了一种改进方法，可去除作为副产品的氧化膦化合物沉淀物，该沉淀物来自氧化膦化合物与烯烃化合物的混合物，该烯烃化合物是由磷烷化合物和羰基化合物通过威蒂希反应制备的。烃类溶剂中的混合物在必要时用烃类溶剂代替非烃类溶剂后，不采用过滤除去沉淀物的常规程序，而是加入低级羧酸，如醋酸，使氧化膦的沉淀物溶解，形成一种与烯烃化合物和烃类溶剂混合物不相溶的粘稠液体。含有溶解的氧化膦化合物的液体可以很容易地通过相分离去除，从而大大提高了所需烯烃化合物的产量。
• 1-HALOALKADIENE AND PROCESS FOR PREPARING THE SAME AND A PROCESS FOR PREPARING (9E,11Z)-9,11-HEXADECADIENYL ACETATE
  申请人：Shin-Etsu Chemical Co., Ltd.

  公开号：EP3556742A1

  公开（公告）日：2019-10-23

  The object of the invention is to prepare (9E,11Z)-9,11-hexadecadienyl acetate with a good yield and high purity. The present invention provides a process for preparing a 1-haloalkadiene of the general formula (1): CH3-(CH2)3-CH=CH-CH-CH-(CH2)a-X, comprising a step of conducting a Wittig reaction between a haloalkenal of the general formula (2): OHC-CH=CH-(CH2)a-X, and a triarylphosphonium pentylide of the general formula (3): CH3-(CH2)3-CH--P+Ar3, to obtain the 1-haloalkadiene, and the use of a (7E,9Z)-1-halo-7,9-tetradecadiene obtained by the process for a process of preparing (9E,11Z)-9,11-hexadecadienyl acetate.

  本发明的目的是制备收率高、纯度高的(9E,11Z)-9,11-十六碳二烯乙酸酯。 本发明提供了一种制备通式（1）的 1-卤代碳二烯的工艺：CH3-(CH2)3-CH=CH-CH-CH-(CH2)a-X，包括在通式(2)的卤代烯醛之间进行维蒂希反应的步骤：OHC-CH=CH-(CH2)a-X的卤代烯醛与通式(3)的三芳基戊基鏻之间进行威蒂什反应：CH3-(CH2)3-CH--P+Ar3之间的反应，得到1-卤代烷二烯，并将通过该工艺得到的(7E,9Z)-1-卤代-7,9-十四烷二烯用于制备(9E,11Z)-9,11-十六烷二烯乙酸酯的工艺中。
• 1-haloalkadiene and a process for preparing the same and a process for preparing (9e, 11z)-9,11-hexadecadienyl acetate
  申请人：SHIN-ETSU CHEMICAL CO., LTD.

  公开号：US10737999B2

  公开（公告）日：2020-08-11

  A process to prepare (9E,11Z)-9,11-hexadecadienyl acetate with a good yield and high purity of the general formula (1): CH3—(CH2)3—CH═CH—CH═CH—(CH2)a—X.=The process includes a step of conducting a Wittig reaction between a haloalkenal of the general formula (2): OHC—CH═CH—(CH2)a—X, and a triarylphosphonium pentylide of the general formula (3): CH3—(CH2)3—CH−—P+Ar3, to obtain the 1-haloalkadiene, and the use of a (7E,9Z)-1-halo-7,9-tetradecadiene obtained by the process for a process of preparing (9E, 11Z)-9,11-hexadecadienyl acetate.

  一种制备通式(1)的(9E,11Z)-9,11-十六碳二烯乙酸酯的工艺，产率高，纯度高：CH3-(CH2)3-CH═CH-CH═CH-(CH2)a-X.=该工艺包括在通式(2)的卤代烯醛之间进行维蒂希反应的步骤：OHC-CH═CH-(CH2)a-X与通式(3)的三芳基戊基鏻之间进行威蒂什反应：CH3-(CH2)3-CH--P+Ar3，得到1-卤代烷二烯，并将该工艺得到的(7E,9Z)-1-卤代-7,9-十四烷二烯用于制备(9E,11Z)-9,11-十六烷二烯乙酸酯的工艺。