2-butyl-(3ac,7ac)-3a,4,7,7a-tetrahydro-4r,7c-methano-isoindole-1,3-dione | 63700-21-0

• 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: 2-butyl-(3ac,7ac)-3a,4,7,7a-tetrahydro-4r,7c-methano-isoindole-1,3-dione
• 英文别名: 2-Butyl-(3ac,7ac)-3a,4,7,7a-tetrahydro-4r,7c-methano-isoindol-1,3-dion；(1R,2S,6R,7S)-4-butyl-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione
• CAS: 63700-21-0
• 化学式: C₁₃H₁₇NO₂
• 分子量: 219.283
• InChiKey: MYVFYVDFTPQNBY-DTIDVZRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-butyl-(3ac,7ac)-3a,4,7,7a-tetrahydro-4r,7c-methano-isoindole-1,3-dione 在 lithium aluminium tetrahydride 、 乙醚 作用下， 生成 2-butyl-(3ac,7ac)-1,3,3a,4,7,7a-hexahydro-4r,7c-methano-isoindole
  参考文献：
  名称：

  N-ALKYL IMIDES AND THEIR REDUCTION BY MEANS OF LITHIUM ALUMINUM HYDRIDE

  摘要：

  DOI：

  10.1021/jo01371a002
• 作为产物：
  描述：

  正丁胺 、 3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride 在 苯 作用下， 生成 2-butyl-(3ac,7ac)-3a,4,7,7a-tetrahydro-4r,7c-methano-isoindole-1,3-dione
  参考文献：
  名称：

  Compositions of matter

  摘要：

  公开号：

  US02393999A1

文献信息

• Design, Synthesis, and Self-Assembly of Polymers with Tailored Graft Distributions
  作者：Alice B. Chang、Tzu-Pin Lin、Niklas B. Thompson、Shao-Xiong Lennon Luo、Allegra L. Liberman-Martin、Hsiang-Yun Chen、Byeongdu Lee、Robert H. Grubbs

  DOI：10.1021/jacs.7b10525

  日期：2017.12.6

  polymerization (ROMP). One-pot copolymerization of an ω-norbornenyl macromonomer and a discrete norbornenyl comonomer (diluent) provides opportunities to control the backbone sequence and therefore the side chain distribution. Toward sequence control, the homopolymerization kinetics of 23 diluents were studied, representing diverse variations in the stereochemistry, anchor groups, and substituents. These

  接枝密度和接枝分布影响聚合物的链尺寸和物理性能。然而，实现对这些结构参数的精确控制提出了长期的综合挑战。在本报告中，我们介绍了一种通过接枝开环复分解聚合（ROMP）来合成具有定制结构的聚合物的通用策略。ω-降冰片烯大分子单体和离散的降冰片烯基共聚单体（稀释剂）的一锅共聚提供了控制主链序列并因此控制侧链分布的机会。为了控制序列，研究了23种稀释剂的均聚动力学，这些动力学代表了立体化学，锚定基团和取代基的各种变化。这些修饰将均聚速率常数调整到2个数量级以上（0。–1 s –1 < k homo <82 M –1 s –1）。通过互补的机理和密度泛函理论（DFT）研究确定并阐明了速率趋势。在此基础上，通过将选定的稀释剂与聚（d，l-丙交酯）（PLA），聚二甲基硅氧烷（PDMS）或聚苯乙烯（PS）大分子单体。交叉传播速率常数是根据Mayo-Lewis终端模型通过瞬时共聚单体浓度的非线性最小二乘拟合
• Fly spray
  申请人：DU PONT

  公开号：US02462835A1

  公开（公告）日：1949-03-01
• New Compounds. Some New Compounds as Possible Insect Repellents
  作者：Melvin Newman、Barney Magerlein、William Wheatley

  DOI：10.1021/ja01214a602

  日期：1946.10
• Compositions of matter
  申请人：MCCRONE WALTER C

  公开号：US02393999A1

  公开（公告）日：1946-02-05
• Effects of the Hydrophobicity of the Reactants on Diels−Alder Reactions in Water
  作者：Ale Meijer、Sijbren Otto、Jan B. F. N. Engberts

  DOI：10.1021/jo981359x

  日期：1998.11.1

  To assess the importance of the hydrophobicity of different parts of diene and dienophile on the aqueous acceleration of Diels-Alder reactions, second-order rate constants have been determined for the reactions of cyclopentadiene (1), 2,3-dimethyl-1,3-butadiene(4), and 1,3-cyclohexadiene (6) with N-methyl-, N-ethyl-, N-propyl-, and N-butyhmaleimide (2a-d) in different solvents. All these reactions are accelerated in water relative to organic solvents as a result of enhanced hydrogen bonding and enforced hydrophobic interactions during the activation process. The beneficial influence of water as compared to l-propanol on the rate of the Diels-Alder reaction of 4 with 2a-d increases linearly with the length of the alkyl chain of 2. In contrast, for the reaction of both 1 and 6 with 2a-d, no such effect was observed. This difference can be explained by a hydrophobic interaction between the methyl groups of 4 and the N-alkyl group of 2 during the activation process. In the reactions of I and 6, lacking the methyl substituents, this interaction is not possible and elongation of the alkyl chain from ethyl onward does not result in an additional acceleration by water. The enhanced hydrophobicity near the reaction center of dienes 4 and 6 compared to I results in an increased aqueous acceleration of the Diels-Alder reactions of the former dienes with 2a. These data indicate that an increase in the hydrophobicity close to the reaction center in the diene has a much more pronounced effect on the rate acceleration in water than a comparable increase in hydrophobicity in the dienophile further away from the reaction center. The Gibbs energies of transfer of initial state and activated complex of the Diels-Alder reactions under study have been determined. As expected, for all reactions the initial state in water is destabilized compared to that in l-propanol. This destabilization becomes more pronounced when the nonpolar character of diene (close to the reaction center) or dienophile (distant from the reaction center) is increased. Likewise, an increase in the nonpolar character of 2 results in a destabilization of the activated complex. In contrast, addition of methyl or methylene units to the diene is not accompanied by a significant destabilization of the activated complex in water as compared to I-propanol. We conclude that hydrophobic groups near the reaction center seem to lose their hydrophobic character completely in the activated complex of the Diels-Alder reaction, whereas more distant groups retain their nonpolar character throughout the reaction.