1-methyl-10-aza-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione | 330548-76-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 1-methyl-10-aza-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione
• 英文别名: 3,6-epoxy-3-methyl-1,2,3,6-tetrahydrophthalimide；7-methyl-4,7a-dihydro-3aH-4,7-epoxyisoindole-1,3-dione
• CAS: 330548-76-0
• 化学式: C₉H₉NO₃
• 分子量: 179.175
• InChiKey: YZJOSRRYPNJSTL-UHFFFAOYSA-N

物化性质

• 熔点：
  163-165 °C
• 沸点：
  375.4±42.0 °C(Predicted)
• 密度：
  1.404±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-methyl-10-aza-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione 在 盐酸 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 4.0h， 生成 1-methyl-9,10-diphenylanthracene-2,3-dicarboximide
  参考文献：
  名称：

  Phthalocyanines and related compounds: XLI. Synthesis of 9,10-diphenylanthracene-2,3-dicarboxylic acid derivatives

  摘要：

  Derivatives of 9,10-diphenylanthracene-2,3-dicarboxylic acid were synthesized by the Diels-Alder reaction of 1,3-diphenylisobenzofuran with adducts of furan (or silvan) and the corresponding maleic (fumaric) acid derivative or with trans-cyclohex-4-ene-1,2-dicarbonitrile, followed by aromatization.

  DOI：

  10.1134/s107036320604027x
• 作为产物：
  描述：

  2-甲基呋喃 、 7-氧杂双环(2.2.1)庚-5-烯-2,3-二甲酰亚胺 以 氘代乙腈 为溶剂， 生成 1-methyl-10-aza-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione
  参考文献：
  名称：

  取代基对呋喃-马来酰亚胺环加成反应可逆性的影响

  摘要：

  呋喃和马来酰亚胺取代对其Diels-Alder反应动力学可逆性的影响已通过计算和1 H NMR光谱进行了研究。用马来酰亚胺和带有N-甲基，N-烯丙基和N-苯基取代基的马来酰亚胺衍生物研究了在2-或3-位带有甲氧基，甲基或甲酰基的呋喃和呋喃衍生物。计算预测表明，呋喃取代的电子和区域化学作用显着影响其与马来酰亚胺的Diels-Alder反应性，外加合物形成的反应自由能范围为ΔG = -9.4至0.9 kcal / mol，过渡态势垒对外加合物形成的范围从ΔG⧧＝ 18.9至25.6kcal / mol。N-取代的马来酰亚胺衍生物和呋喃的反应性几乎没有变化，反应和过渡态自由能分别在1.1 kcal / mol的范围内。通过1 H NMR光谱监测的动态交换实验支持计算预测。结果表明，呋喃-马来酰亚胺环加成反应的反应性和可逆性可以通过添加适当的取代基来显着调节，并且对呋喃和马来酰亚胺衍生物在热响应性有机材料的构造中的使用具有影响。

  DOI：

  10.1021/jo201606z

文献信息

• Improved synthesis of DCDHF fluorophores with maleimide functional groups
  作者：Zhikuan Lu、Ryan Weber、Robert J. Twieg

  DOI：10.1016/j.tetlet.2006.07.142

  日期：2006.10

  A group of dicyanodihydrofuran (DCDHF) fluorophores with thiol-reactive maleimide functionality has been synthesized. One of the methods involves aromatic nucleophilic substitution reaction between an arylfluoride containing DCDHF and an amine containing protected maleimide. An alternative and generally useful method involves combination of the Mitsunobu reaction of a DCDHF-OH with a furan or 2-methylfuran protected maleimide and then subsequent retro Diels-Alder reaction. (c) 2006 Elsevier Ltd. All rights reserved.
• SHAPE-MEMORY RESIN, MOLDED PRODUCT COMPOSED OF THE RESIN, AND METHOD OF USING THE MOLDED PRODUCT
  申请人：Shimura Midori

  公开号：US20100240841A1

  公开（公告）日：2010-09-23

  There are provided: a shape-memory resin, which is formed from a polylactic acid derivative thereby enabling reduction of an environmental load, has an excellent shape-memory property, high strength, and high toughness, and with which a molded product with high durability, for example, an electronic equipments, particularly a wearable electronic equipments capable of freely changing the shape thereof or the like, can be shaped; and a molded product thereof. The shape-memory resin of the present invention has a three-dimensional structure, in which a polylactic acid derivative having two or more functional groups capable of forming a cross-linking site is cross-linked using a flexible polymer having a glass transition temperature (Tg) lower than 30° C. and having two or more functional groups capable of forming a cross-linking site, and a linker.
• US8470935B2
  申请人：——

  公开号：US8470935B2

  公开（公告）日：2013-06-25
• [EN] METHOD FOR PRODUCING MALEIMIDE POLYETHYLENE GLYCOL LIPID<br/>[FR] PROCÉDÉ DE PRODUCTION D'UN LIPIDE DE POLYÉTHYLÈNE GLYCOL MALÉIMIDE<br/>[JA] マレイミドポリエチレングリコール脂質の製造方法
  申请人：[en]NOF CORPORATION;[ja]日油株式会社

  公开号：WO2022065263A1

  公开（公告）日：2022-03-31

  本発明は、保護基を有するマレイミドポリエチレングリコール脂質を、シリカゲル存在下、溶媒中で加熱することで、脱保護させる反応工程を含む、マレイミドポリエチレングリコール脂質の製造方法である。　本発明によれば、マレイミド基の劣化を抑制しマレイミド化率を向上させる製造方法を提供することができる。
• Phthalocyanines and related compounds: XLI. Synthesis of 9,10-diphenylanthracene-2,3-dicarboxylic acid derivatives
  作者：V. F. Donyagina、E. I. Kovshev、E. A. Luk”yanets

  DOI：10.1134/s107036320604027x

  日期：2006.4

  Derivatives of 9,10-diphenylanthracene-2,3-dicarboxylic acid were synthesized by the Diels-Alder reaction of 1,3-diphenylisobenzofuran with adducts of furan (or silvan) and the corresponding maleic (fumaric) acid derivative or with trans-cyclohex-4-ene-1,2-dicarbonitrile, followed by aromatization.