2-((3-methylbut-3-en-1-yl)oxy)acetic acid | 95123-48-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-((3-methylbut-3-en-1-yl)oxy)acetic acid
• 英文别名: 2-(3-Methyl-3-butenoxy)ethanoic acid；2-(3-methylbut-3-enyloxy)acetic acid；Acetic acid, [(3-methyl-3-butenyl)oxy]-；2-(3-methylbut-3-enoxy)acetic acid
• CAS: 95123-48-1
• 化学式: C₇H₁₂O₃
• 分子量: 144.17
• InChiKey: SKNNRFLWLBLWOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-((3-methylbut-3-en-1-yl)oxy)acetic acid 在 4-二甲氨基吡啶 、 bis(4-methoxyphenyl)selenide 、 N-溴代丁二酰亚胺(NBS) 、 碳酸氢钠 作用下， 以 氯仿 为溶剂， 反应 16.25h， 以90%的产率得到7-(bromomethyl)-7-methyl-1,4-dioxepan-2-one
  参考文献：
  名称：

  有机硒和DMAP共催化：从未活化的烯烃区域选择性合成中等大小的内酯和溴氧杂环丁烷

  摘要：

  已经开发了由双（4-甲氧基苯基）硒化物和4-（二甲基氨基）吡啶（DMAP）组成的催化体系，用于区域选择性合成具有高跨环应变的中型溴/碘内酯和溴氧杂环丁烷。77Se NMR，质谱...

  DOI：

  10.1039/c5cc10245f
• 作为产物：
  描述：

  3-甲基-3-丁烯-1-醇 、 溴乙酸 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 2-((3-methylbut-3-en-1-yl)oxy)acetic acid
  参考文献：
  名称：

  烯酮的分子内 [2 + 2] 环加成

  摘要：

  合成这些 d'oxa-2bicyclo [3.2.0] 庚烷和 d'oxa-2bicyclo [4.2.0] 辛烷 a partir d'acides alcenyloxy acetiques

  DOI：

  10.1021/ja00293a074

文献信息

• Halogen-Bonding Interaction between I₂ and <i>N</i>-Iodosuccinimide in Lewis Base-Catalyzed Iodolactonization
  作者：Takahiro Horibe、Yasutaka Tsuji、Kazuaki Ishihara

  DOI：10.1021/acs.orglett.0c01735

  日期：2020.6.19

  The halogen-bonding interaction between I2 and N-iodosuccinimide (NIS) stabilized by a Lewis base (LB) has been explored. 1H NMR, nuclear Overhauser effect (NOE), and diffusion-ordered NMR spectroscopy (DOSY) suggest the generation of a 1:1:1 assembly, LB–I2–NIS. In contrast, when N-iodotrifluoromethanesulfonimide (INTf2) is used instead of NIS, LB–I5+–LB is generated. On the basis of these results

  已经研究了I 2和被路易斯碱（LB）稳定的N-碘琥珀酰亚胺（NIS）之间的卤素键相互作用。1 H NMR，核Overhauser效应（NOE）和扩散有序NMR光谱（DOSY）表明生成了1：1：1的组装体LB–I 2 –NIS。相反，当使用N-碘三氟甲烷磺酰亚胺（INTf 2）代替NIS时，会生成LB–I 5 + –LB。基于这些结果并结合密度泛函理论（DFT）计算，我们提出了形成I 2 -NIS以及随后生成活性碘化物种LB-I +的机制。
• Novel Herbicide Resistance Genes
  申请人：Lira Justin M.

  公开号：US20100251432A1

  公开（公告）日：2010-09-30

  The subject invention provides novel plants that are not only resistant to 2,4-D, but also to a pyridyloxyacetate herbicide. The subject invention also includes plants that produce one or more enzymes of the subject invention “stacked” together with one or more other herbicide resistance genes. The subject invention enables novel combinations of herbicides to be used in new ways. Furthermore, the subject invention provides novel methods of preventing the development of, and controlling, strains of weeds that are resistant to one or more herbicides such as glyphosate. The preferred enzyme and gene for use according to the subject invention are referred to herein as AAD-13 (AryloxyAlkanoate Dioxygenase). This highly novel discovery is the basis of significant herbicide tolerant crop trait and selectable marker opportunities.

  该发明提供了一种新型植物，不仅对2,4-D具有抗性，而且对吡啶氧基乙酸类除草剂也具有抗性。该发明还包括将该发明的一种或多种酶与一种或多种其他除草剂抗性基因“堆叠”在一起的植物。该发明使得新型除草剂的组合可以以新的方式使用。此外，该发明提供了一种防止发展和控制对一种或多种除草剂（如草甘膦）具有抗性的杂草品系的新方法。该发明中用于使用的首选酶和基因被称为AAD-13（芳氧基烷酸双加氧酶）。这一高度新颖的发现是重要的除草剂耐受性作物性状和可选择标记机会的基础。
• USES AND DETECTION OF HERBICIDE RESISTANCE GENES FOR RESISTANCE TO ARYLOXYALKANOATE HERBICIDES
  申请人：Dow AgroSciences LLC

  公开号：US20130040815A1

  公开（公告）日：2013-02-14

  The subject invention provides novel plants that are not only resistant to 2,4-D, but also to a pyridyloxyacetate herbicide. The subject invention also includes plants that produce one or more enzymes of the subject invention “stacked” together with one or more other herbicide resistance genes. The subject invention enables novel combinations of herbicides to be used in new ways. Furthermore, the subject invention provides novel methods of preventing the development of, and controlling, strains of weeds that are resistant to one or more herbicides such as glyphosate. The preferred enzyme and gene for use according to the subject invention are referred to herein as AAD-13 (AryloxyAlkanoate Dioxygenase). This highly novel discovery is the basis of significant herbicide tolerant crop trait and selectable marker opportunities.

  本发明提供了新型植物，不仅对2,4-D具有抗性，还对吡啶氧乙酸类除草剂具有抗性。本发明还包括将本发明的一种或多种酶“叠加”在一起与一种或多种其他除草剂抗性基因一起产生的植物。本发明使得新型除草剂的组合可以以新的方式使用。此外，本发明提供了预防和控制对一种或多种除草剂如草甘膦具有抗性的杂草株的新方法。本发明中用于使用的首选酶和基因被称为AAD-13（芳氧基烷酸双加氧酶）。这一高度新颖的发现是显著的除草剂耐受农作物特征和可选择标记机会的基础。
• Efficient Medium Ring Size Bromolactonization Using a Sulfur-Based Zwitterionic Organocatalyst
  作者：Yi An Cheng、Tao Chen、Chong Kiat Tan、Jun Jie Heng、Ying-Yeung Yeung

  DOI：10.1021/ja307210n

  日期：2012.10.10

  Catalytic bromolactonization of long-chain olefinic acids resulting in the efficient synthesis of medium-sized lactones is reported using a zwitterionic catalyst and stoichiometric N-bromosuccinimide halogen source. The reaction was found to be more efficient at 0 degrees C than at room temperature, which could be attributed to the temperature dependence of the zwitterionic catalyst.
• Oxygen Effect in the Iodo Lactonization of Unsaturated Carboxylic Acids Leading to 7- to 12-Membered Ring Lactones
  作者：Bruno Simonot、Gerard Rousseau

  DOI：10.1021/jo00099a019

  日期：1994.10

  The reaction of omega-alkenoic acids with bis(sym-collidine)iodine(I) hexafluorophosphate led to (iodomethyl) epsilon-caprolactones in good yields (49-75%) and medium ring iodo lactones in low yields (4-5%). The latter compounds have been obtained after introduction of an oxygen atom in the carbon chain. The position of the oxygen appeared important. This oxygen effect was explained by the stabilization of the intermediate iodonium ion by the oxygen atom.