(E)-methyl 3-thiophenyl-2-propenoate | 49833-37-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (E)-methyl 3-thiophenyl-2-propenoate
• 英文别名: (E)-methyl-3-(phenylthio) acrylate；methyl phenylthioacrylate；3t-phenylsulfanyl-acrylic acid methyl ester；3t-Phenylmercapto-acrylsaeure-methylester；methyl 3-phenylthio-2-propenoate；Methyl 3-(phenylsulfanyl)prop-2-enoate；methyl (E)-3-phenylsulfanylprop-2-enoate
• CAS: 49833-37-6
• 化学式: C₁₀H₁₀O₂S
• 分子量: 194.254
• InChiKey: QUAKEDHQWSXVJX-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-methyl 3-thiophenyl-2-propenoate 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 生成 methyl (E)-3-phenylsulfinylprop-2-enoate
  参考文献：
  名称：

  芳烃与乙烯基亚砜的反应：邻亚磺酰基芳基乙烯基醚的立体定向合成

  摘要：

  原位生成的芳烃与芳基乙烯基亚砜的反应通过芳基σ键插入S-O键和伴随的立体有规S-O-乙烯基迁移，提供了邻芳基亚磺酰基芳基乙烯基醚。级联可以制备具有优异立体定向性的二或三取代乙烯基醚。反应在温和的条件下进行，底物范围广，所获得的产物有价值。

  DOI：

  10.1021/acs.orglett.6b03827
• 作为产物：
  描述：

  (Z)-3-Phenylsulfanyl-3-tributylstannanyl-acrylic acid methyl ester 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以52%的产率得到(E)-methyl 3-thiophenyl-2-propenoate
  参考文献：
  名称：

  Preparation and reactivity of β-(tri-n-butylstannyl)acrylates

  摘要：

  The reaction of heterofunctionalised vinyl stannanes with trichloroacetyl chloride occours without ipso - substitution, and provides easy access to a variety of beta-(tri-n-butylstannyl)acrylates.

  DOI：

  10.1016/s0040-4039(00)74145-1

文献信息

• Nickel(II) Chloride-Catalyzed Regioselective Hydrothiolation of Alkynes
  作者：Valentine P. Ananikov、Denis A. Malyshev、Irina P. Beletskaya、Grigory G. Aleksandrov、Igor L. Eremenko

  DOI：10.1002/adsc.200505168

  日期：2005.12

  of PhSH to alkynes (HC≡C-R) has been performed using easily available nickel complexes. The non-catalytic side reaction leading to anti-Markovnikov products was suppressed by addition of γ-terpinene to the catalytic system. The other side reaction leading to the bis(phenylthio)alkene was avoided by excluding phosphine and phosphite ligands from the catalytic system. It was found that catalytic amounts

  使用容易获得的镍络合物，将PhSH的区域选择性Markovnikov型加成到炔烃（HC≡CR）中。通过向催化体系中添加γ-萜品烯抑制了导致抗马尔科夫尼科夫产物的非催化副反应。通过从催化体系中排除膦和亚磷酸酯配体，避免了导致双（苯硫基）烯烃的另一副反应。发现催化量的Et 3 N显着提高了催化反应的产率和选择性。在最佳条件下，各种炔烃[R = n -C 5 H 11，CH 2 NMe 2，CH 2 OMe，CH2 SPh，C 6 H 11（OH），（CH 2）3 CN]。报告了一种合成产物的X射线结构。
• Aluminum-chloride catalyzed reaction of allylic sulfides with methyl propiolate: A novel addition reaction via an ionic [3.3] sigmatropic rearrangement
  作者：Kenji Hayakawa、Yoshimasa Kamikawaji、Ken Kanematsu

  DOI：10.1016/s0040-4039(00)87291-3

  日期：1982.1

  The aluminum-chloride catalyzed reaction of allylic sulfides with methyl propiolate resulted in the clean formation of novel 1:1 adducts via ionic [3.3] sigmatropic rearrangements.

  氯化铝催化的烯丙基硫醚与丙酸甲酯的反应通过离子[3.3]σ重排干净地形成了新的1：1加合物。
• Ether substituted cyclopropanecarboxylic acids and esters
  申请人：Zoecon Corporation

  公开号：US04198527A1

  公开（公告）日：1980-04-15

  Novel esters of ether and thioether substituted cyclopropanecarboxylic acids, synthesis thereof, and intermediates therefor, such esters being useful as pesticides.

  醚和硫醚取代的环丙烷羧酸的新酯类化合物，其合成以及中间体，这些酯类化合物可用作杀虫剂。
• β-tributylstannylacrylates. Stereospecific synthesis conjugate additon of tributylstaknylcopper
  作者：David E. Seitz、Shi-Hung Lee

  DOI：10.1016/s0040-4039(01)92379-2

  日期：1981.1

  The synthesis of cis- and trans-8-tributylstannylacrylates from conjugate addition of tributylstannylcopper to various β-substituted acrylates is shown to be a highly stereospecific reaction. Of four tributylstannylmetal reagents examined for this conversion, optimum results were obtained with tributylstannylcopper.

  由三丁基锡烷基铜到各种β-取代的丙烯酸酯的共轭加成反应合成顺式和反式8-三丁基锡烷基丙烯酸酯是高度立体定向的反应。在用于此转化的四种三丁基锡烷基金属试剂中，使用三丁基锡烷基铜可获得最佳结果。
• IMIDATE COMPOUND AND USE THEREOF FOR PEST CONTROL
  申请人：Kamiyama Hideo

  公开号：US20100210683A1

  公开（公告）日：2010-08-19

  There is provided a compound having an excellent controlling effect on arthropod pests represented by the formula (I-1): wherein Z represents an optionally substituted carbocyclic group or an optionally substituted heterocyclic group; G represents a -A 1 -R 1 group, etc.; X 0 represents a -A 2 -R 4 group, etc.; X represents a -A 2 -R 4 group, etc.; X 0 represents a -A 3 -R 6 group, etc.; or X and X 0 are optionally taken together to form a -A 2 -T 0 -A 3 - group; M 1 represents a —R 8 group, etc.; A 1 , A 2 and A 3 independently represent an oxygen atom, etc.; R 1 and R 8 independently represents an optionally substituted C1-C20 chain hydrocarbon group, etc.; R 4 and R 6 independently represent an optionally substituted C1-C6 chain hydrocarbon group, etc.; and T 0 represents an optionally substituted C2-C6 alkanediyl group.

  提供一种化合物，它对于以式(I-1)所代表的节肢动物害虫具有优异的控制效果：其中Z代表可选取代的碳环基团或可选取代的杂环基团；G代表-A1-R1基团等；X0代表-A2-R4基团等；X代表-A2-R4基团等；X0代表-A3-R6基团等；或X和X0可选地结合形成-A2-T0-A3-基团；M1代表-R8基团等；A1、A2和A3独立地代表氧原子等；R1和R8独立地代表可选取代的C1-C20链烃基团等；R4和R6独立地代表可选取代的C1-C6链烃基团等；而T0代表可选取代的C2-C6脂肪二基基团。