3,3-Bis-(methylthio)-2-cyanacrylsaeure-allylester | 17821-28-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 乙烯基硫酯
• 英文名称: 3,3-Bis-(methylthio)-2-cyanacrylsaeure-allylester
• 英文别名: Allyl 2-cyano-3, 3-dimethylthioacrylate；3,3-bis(methylthio)-2-cyanoacrylic acid allyl ester；prop-2-enyl 2-cyano-3,3-bis(methylsulfanyl)prop-2-enoate
• CAS: 17821-28-2
• 化学式: C₉H₁₁NO₂S₂
• 分子量: 229.324
• InChiKey: YSRKQDUZWALKFG-UHFFFAOYSA-N

物化性质

• 熔点：
  37-39 °C
• 沸点：
  334.7±42.0 °C(Predicted)
• 密度：
  1.205±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,3-Bis-(methylthio)-2-cyanacrylsaeure-allylester 、 苄胺 以 乙醇 为溶剂， 以97%的产率得到(E)-3-Benzylamino-2-cyano-3-methylsulfanyl-acrylic acid allyl ester
  参考文献：
  名称：

  SYNTHESIS OF NOVEL DERIVATIVES OF 2-CYANO-3-METHYLTHIO-3′-BENZYLAMINO ACRYLATES(ACRYLAMIDES) AND THEIR BIOLOGICAL ACTIVITY

  摘要：

  A series of new substituted derivatives of 2-cyano-3-methvlthio-3'-aminoacrylates(acrylamides) have been designed and synthesized. Their structures were confirmed by H-1 NMR and elemental analysis. The bioassay test indicates that most of these new compounds show good Hill reaction inhibitory activity.

  DOI：

  10.1080/10426509908037014
• 作为产物：
  描述：

  氰乙酸烯丙酯 、 硫酸二甲酯 在 二硫化碳 、 sodium hydroxide 、 sodium chloride 、 四丁基碘化铵 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 3,3-Bis-(methylthio)-2-cyanacrylsaeure-allylester
  参考文献：
  名称：

  2,3-Disubstituted aralkylaminoacrylonitriles and use as herbicides

  摘要：

  新化合物具有通用的结构式##STR1##其中R是C.sub.1到C.sub.4直链饱和或不饱和烷氧基，氨基，二甲胺基或直链C.sub.1到C.sub.3单烷基氨基，R.sup.1是甲基或乙基，X是硝基，甲氧基，甲基，乙基，溴，氯或氟，其中n是从0到2的整数，至少2和6位置中的一个未取代，Y是H或C.sub.1到C.sub.5分支或非分支，饱和或不饱和烷基或环烷基取代基。

  公开号：

  US04201569A1

文献信息

• Synthesis and Herbicidal Activity of 2-Cyano-3-substituted-pyridinemethylaminoacrylates
  作者：Qingmin Wang、Huikai Sun、Huanyan Cao、Muru Cheng、Runqiu Huang

  DOI：10.1021/jf034067s

  日期：2003.8.1

  compounds exhibited excellent herbicidal activities, even at a dose of 75 g/ha. A suitable substituent at the 2-position of the pyridine ring and the well-fit group at the 3-position of acrylate were essential for high herbicidal activity. 2-Cyanoacrylates containing a substituted pyridine ring provide higher herbicidal activities than parent compounds containing phenyl. These PSII inhibitor herbicides

  两个系列的2-氰基-3-取代的吡啶甲基氨基丙烯酸酯，即12种新的（Z）-2-氰基-3-甲硫基-3-取代的吡啶甲烷氨基丙烯酸酯和10种新的（Z）-2-氰基-3-烷基-3-丙烯酸酯取代的吡啶甲烷氨基丙烯酸酯被合成为光系统II（PSII）电子传输的除草抑制剂。所有这些化合物都通过（1）NMR，元素，IR和质谱分析证实。对它们的除草活性进行了评估。一些化合物即使在75 g / ha的剂量下也表现出优异的除草活性。吡啶环的2位上合适的取代基和丙烯酸酯的3位上合适的基团对于高除草活性至关重要。含有取代吡啶环的2-氰基丙烯酸酯比含有苯基的母体化合物具有更高的除草活性。
• Plant growth influencers
  申请人：Hoffmann-La Roche Inc.

  公开号：US04028089A1

  公开（公告）日：1977-06-07

  Compounds represented by the formula ##STR1## wherein R.sub.1 and R.sub.2 each are hydrogen or a phenyl; R.sub.3 is cyano; R.sub.5 OCO- in which R.sub.5 is a lower alkyl having 1-8 carbons, cycloalkyl having 3-6 carbons, alkenyl having 2-8 carbons, alkynyl having 2-8 carbons or phenyl; R.sub.6 SO.sub.2 - in which R.sub.6 is a lower alkyl having 1-8 carbons, cycloalkyl having 3 to 6 carbons or phenyl; (R.sub.7)(R.sub.8)NCO- in which R.sub.7 and R.sub.8 each are hydrogen or a lower alkyl having 1-4 carbons, cycloalkyl having 3-6 carbons, alkenyl having 2-4 carbons or phenyl, or R.sub.7 and R.sub.8 together with the nitrogen atom to which they are attached are a 3-7 membered ring which may contain a further hetero atom; or R.sub.9 CO- in which R.sub.9 is a lower alkyl having 1-4 carbons, cycloalkyl having 3 to 6 carbons or phenyl; and R.sub.4 is hydrogen or a lower alkyl having 1-4 carbons, And salts thereof, having activity which influences plant growth, processes for making such compounds, compositions for using the compounds and methods of using the compounds to influence plant growth are disclosed.

  公式 ##STR1## 所代表的化合物，其中R.sub.1和R.sub.2分别是氢或苯基；R.sub.3是氰基；R.sub.5 OCO-，其中R.sub.5是具有1-8个碳的低碳烷基，具有3-6个碳的环烷基，具有2-8个碳的烯基，具有2-8个碳的炔基或苯基；R.sub.6 SO.sub.2-，其中R.sub.6是具有1-8个碳的低碳烷基，具有3-6个碳的环烷基或苯基；(R.sub.7)(R.sub.8)NCO-，其中R.sub.7和R.sub.8分别是氢或具有1-4个碳的低碳烷基，具有3-6个碳的环烷基，具有2-4个碳的烯基或苯基，或R.sub.7和R.sub.8与它们连接的氮原子一起形成一个3-7个成员的环，该环可以包含进一步的杂原子；或R.sub.9 CO-，其中R.sub.9是具有1-4个碳的低碳烷基，具有3-6个碳的环烷基或苯基；R.sub.4是氢或具有1-4个碳的低碳烷基。本文还揭示了这些化合物及其盐具有影响植物生长的活性，制备这些化合物的方法，使用这些化合物的组合物以及使用这些化合物影响植物生长的方法。
• Cyano containing benzoxazolinylidines and use thereof
  申请人：Hoffmann-La Roche Inc.

  公开号：US04098598A1

  公开（公告）日：1978-07-04

  Compounds represented by the formula ##STR1## wherein R.sub.1 and R.sub.2 each are hydrogen or a phenyl; R.sub.3 is cyano; R.sub.5 OCO- in which R.sub.5 is a lower alkyl having 1-8 carbons, cycloalkyl having 3-6 carbons, alkenyl having 2-8 carbons, alkynyl having 2-8 carbons or phenyl; R.sub.6 SO.sub.2 - in which R.sub.6 is a lower alkyl having 1-8 carbons, cycloalkyl having 3 to 6 carbons or phenyl; (R.sub.7)(R.sub.8)NCO-- in which R.sub.7 and R.sub.8 each are hydrogen or a lower alkyl having 1-4 carbons, cycloalkyl having 3-6 carbons, alkenyl having 2-4 carbons or phenyl, or R.sub.7 and R.sub.8 together with the nitrogen atom to which they are attached are a 3-7 membered ring which may contain a further hetero atom; or R.sub.9 CO-- in which R.sub.9 is a lower alkyl having 1-4 carbons, cycloalkyl having 3 to 6 carbons or phenyl; and R.sub.4 is hydrogen or a lower alkyl having 1-4 carbons, And salts thereof, having activity which influences plant growth, processes for making such compounds, compositions for using the compounds and methods of using the compounds to influence plant growth are disclosed.

  本发明揭示了由以下式子表示的化合物：##STR1##其中R.sub.1和R.sub.2分别是氢或苯基；R.sub.3是氰基；R.sub.5 OCO-其中R.sub.5是具有1-8个碳的低级烷基，具有3-6个碳的环烷基，具有2-8个碳的烯基，具有2-8个碳的炔基或苯基；R.sub.6 SO.sub.2-其中R.sub.6是具有1-8个碳的低级烷基，具有3到6个碳的环烷基或苯基；(R.sub.7)(R.sub.8)NCO-其中R.sub.7和R.sub.8分别是氢或具有1-4个碳的低级烷基，具有3-6个碳的环烷基，具有2-4个碳的烯基或苯基，或R.sub.7和R.sub.8与它们连接的氮原子一起是一个3-7个成员的环，该环可能含有进一步的杂原子；或R.sub.9 CO-其中R.sub.9是具有1-4个碳的低级烷基，具有3到6个碳的环烷基或苯基；以及R.sub.4是氢或具有1-4个碳的低级烷基，以及这些化合物的盐，具有影响植物生长的活性，揭示了制备这些化合物的方法，使用这些化合物的组合物和使用这些化合物影响植物生长的方法。
• US4028089A
  申请人：——

  公开号：US4028089A

  公开（公告）日：1977-06-07
• US4098598A
  申请人：——

  公开号：US4098598A

  公开（公告）日：1978-07-04