2-ethylidene-1,3-dioxane | 53171-43-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: 2-ethylidene-1,3-dioxane
• CAS: 53171-43-0
• 化学式: C₆H₁₀O₂
• 分子量: 114.144
• InChiKey: OMOATNXZPGTFGO-UHFFFAOYSA-N

物化性质

• 沸点：
  173.6±20.0 °C(Predicted)
• 密度：
  1.079±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-ethylidene-1,3-dioxane 在 对甲苯磺酸 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 生成
  参考文献：
  名称：

  用侧基侧酯容易合成酸不稳定的聚合物

  摘要：

  这项工作提出了一种简便的方法，用于制备带有侧链环酯的酸不稳定和生物相容性聚合物，该方法基于环状烯酮缩醛（CKA）与羟基之间的有效且温和的反应。分别从CKA制备了三个CKA，2-亚乙基-1,3-二氧戊环（EDO），2-亚乙基-1,3-二氧戊环（EDL）和2-亚乙基-4-甲基-1,3-二氧戊环（EMD）。通过双键的催化异构化得到相应的环状乙烯基缩醛。使用痕量对甲苯磺酸作为催化剂，检查了CKA与不同醇和二醇的反应。对于一羟基醇，通过与乙醇简单地向CKA加成羟基，即可形成环状原酸酯，与异氰酸酯相比，其反应活性要大得多。-丙醇。当使用1,2-或1,3-二醇与CKA反应时，除了简单的加成产物外，我们还观察到了异构化的环状原酸酯。然后用CKA改性生物相容性多元醇，即聚丙烯酸2-羟乙酯（PHEA）和聚乙烯醇（PVA），并且可以通过改变进料比轻松调节侧链原酸酯的取代度。小分子原酸酯和经CKA改性的聚合物均显

  DOI：

  10.1021/bm201410c
• 作为产物：
  描述：

  2-乙烯基-1,3-二恶烷 在 [RuHCl(CO)(PPh₃)₃] 作用下， 以 四氢呋喃 为溶剂， 生成 2-ethylidene-1,3-dioxane
  参考文献：
  名称：

  由O-烯丙基缩醛合成混合原酸酯的新方法

  摘要：

  提出了两种新的原酸酯和含有原酸酯部分的化合物（二氢异恶唑）的合成方法。通式RC（OR 1）（OR 2）2和RC（OR 1）（OR 2）（OR 3）的混合原酸酯是通过将ROH（R ​​= Bu或m-甲基苯基）加到O-烯丙基缩醛（丙烯醛缩醛：二乙基或环状，即2-乙烯基-1,3-二恶烷或二恶戊环）。这些反应的催化体系是由[RuCl 2（PPh 3）3 ]和Na 2 CO 3生成的。{[RuCl 2（COD）] x}或{[OsCl 2（1,5-COD）] x }，PPh 3和Na 2 CO 3。制备含有原酸酯部分（dihydroisoxazoles）化合物通过的串联异构ø -烯丙基缩醛（以ö -乙烯基缩醛）通过钌络合物，随后环加成到原位生成的2,6- dichlorophenylnitrile氧化物催化。

  DOI：

  10.1016/j.tetlet.2008.12.110

文献信息

• [EN] BIODEGRADABLE TREHALOSE GLYCOPOLYMERS<br/>[FR] GLYCOPOLYMÈRES BIODÉGRADABLES DE TRÉHALOSE
  申请人：UNIV CALIFORNIA

  公开号：WO2016025668A1

  公开（公告）日：2016-02-18

  Structures and methods of making biodegradable trehalose co-polymers are disclosed. Specifically, biodegradable trehalose co-polymers consist of the general structure R5-[R1R2C - CR3R4]n-[DG]m-R6, wherein R1-R4 are independently selected from hydrogen or a side chain comprising at least one carbon atom, and wherein at least one of R1-R4 is a side chain comprising -L-trehalose, wherein L is a linker molecule that links trehalose to the monomer through at least one of the trehalose hydroxyl groups (-OH), wherein DG is a biodegradable group, and wherein R5 and R6 are end groups.

  生物可降解海藻糖共聚物的结构和制备方法被披露。具体来说，生物可降解海藻糖共聚物由一般结构R5-[R1R2C - CR3R4]n-[DG]m-R6组成，其中R1-R4独立地选自氢或包含至少一个碳原子的侧链，且R1-R4中至少有一个是包含-L-海藻糖的侧链，其中L是将海藻糖通过至少一个海藻糖羟基（-OH）连接到单体的连接分子，DG是一个生物可降解基团，R5和R6是末端基团。
• Convenient synthesis of isoxazolines via tandem isomerization of allyl compounds to vinylic derivatives and 1,3-dipolar cycloaddition of nitrile oxides to the vinylic compounds
  作者：Stanisław Krompiec、Piotr Bujak、Wojciech Szczepankiewicz

  DOI：10.1016/j.tetlet.2008.07.176

  日期：2008.10

  effective method for the synthesis of new isoxazolines via tandem isomerization of QCH(X)CHCH(Y) to QC(X)CHCH2(Y) (Q = RO, RS, R2N, R3Si, etc.; X = H, R, OR; Y = H, R; R = alkyl, aryl) catalyzed by ruthenium complexes and 1,3-dipolar cycloaddition of the latter compounds to arenenitrile oxides is presented. The cycloaddition of QCH(X)CHCH(Y) to 2,6-dichlorobenzonitrile oxide is also described. The regio-

  通过将QCH（X）CHCH（Y）串联异构化为QC（X）CHCH 2（Y）（Q = RO，RS，R 2 N，R 3 Si等; X ＝ H，R，OR； Y ＝ H，R； R ＝烷基，芳基）被钌配合物催化，并且提出了后者化合物的1，3-偶极环加成成芳族腈氧化物。还描述了QCH（X）CHCH（Y）与2,6-二氯苄腈氧化物的环加成。讨论了氮氧化物与烯丙基和1-丙烯基（通常为乙烯基）化合物的环加成反应的区域选择性和立体选择性。
• DEGRADABLE HYPERBRANCHED RESIN, PREPARATION METHOD THEREFOR, AND USE THEREOF
  申请人：South China University of Technology

  公开号：EP4001345A1

  公开（公告）日：2022-05-25

  Disclosed is a degradable hyperbranched resin prepared from the following components in parts by weight: 1-100 parts of a cyclic monomer, 10-60 parts of an anti-fouling vinyl functional monomer, 5-60 parts of a difunctional monomer, 0-70 parts of a vinyl monomer, 1-20 parts of an initiator, 0.5-10 parts of a chain transfer agent, and 50-150 parts of an organic solvent. The difunctional monomer and the chain transfer agent are introduced during polymerization, so that a hyperbranched structure is prepared from a traditional linear polymeric anti-fouling resin and same is applied to the marine anti-fouling field for the first time. In addition, the resin further has the advantages of a high solid content and a low viscosity of a hyperbranched polymer, and the preparation method is easy and feasible, lower in cost, suitable for industrial production, and has good development prospects in the field of marine anti-fouling coatings.

  本发明公开了一种可降解超支化树脂，由以下组分按重量份数制备而成：1-100 份环状单体、10-60 份防污乙烯基官能团单体、5-60 份双官能团单体、0-70 份乙烯基单体、1-20 份引发剂、0.5-10 份链转移剂和 50-150 份有机溶剂。在聚合过程中引入双官能团单体和链转移剂，从而在传统线性聚合防污树脂的基础上制备出超支化结构，并首次应用于海洋防污领域。此外，该树脂还进一步具有超支化聚合物固含量高、粘度低的优点，且制备方法简便可行，成本较低，适合工业化生产，在船舶防污涂料领域具有良好的发展前景。
• Biodegradable trehalose glycopolymers
  申请人：THE REGENTS OF THE UNIVERSITY OF CALIFORNIA

  公开号：US10899879B2

  公开（公告）日：2021-01-26

  Structures and methods of making biodegradable trehalose co-polymers are disclosed. Specifically, biodegradable trehalose co-polymers consist of the general structure R5—[R1R2C—CR3R4]n-[DG]m-R6, wherein R1-R4 are independently selected from hydrogen or a side chain comprising at least one carbon atom, and wherein at least one of R1-R4 is a side chain comprising -L-trehalose, wherein L is a linker molecule that links trehalose to the monomer through at least one of the trehalose hydroxyl groups (—OH), wherein DG is a biodegradable group, and wherein R5 and R6 are end groups.

  本发明公开了可生物降解的三卤糖共聚物的结构和制造方法。具体来说，可生物降解的三卤糖共聚物由一般结构 R5-[R1R2C-CR3R4]n-[DG]m-R6组成，其中 R1-R4 独立地选自氢或包含至少一个碳原子的侧链、其中 R1-R4 中至少有一个是由-L-曲哈糖组成的侧链，其中 L 是连接分子，通过至少一个曲哈糖羟基（-OH）将曲哈糖与单体连接，其中 DG 是可生物降解基团，其中 R5 和 R6 是端基。
• Shell-Sheddable, pH-Sensitive Supramolecular Nanoparticles Based on Ortho Ester-Modified Cyclodextrin and Adamantyl PEG
  作者：Ran Ji、Jing Cheng、Ting Yang、Cheng−Cheng Song、Lei Li、Fu-Sheng Du、Zi-Chen Li

  DOI：10.1021/bm500711c

  日期：2014.10.13

  We report a new type of pH-sensitive supramolecular aggregates which possess a programmable character of sequential dePEGylation and degradation. As a platform of designing and building multifunctional supramolecular nanoparticles, a family of 6-OH ortho ester-modified beta-cyclodextrin (beta-CD) derivatives have been synthesized via the facile reaction between beta-CD and cyclic ketene acetals with different alkyl lengths. These asymmetric acid-labile beta-CD derivatives formed amphiphilic supramolecules with adamantane-modified PEG through host-guest interaction in polar solvents such as ethanol. The supramolecules can self-assemble in water to form acid-labile supramolecular aggregates. The results of TEM and light scattering measurements demonstrate that the size and morphology of the aggregates are influenced by the alkyl or PEG length and the host-guest feed ratio. By carefully balancing the alkyl and PEG lengths and adjusting the host-guest ratio, well-dispersed vesicles (50-100 nm) or sphere-like nanoparticles (200-500 nm) were obtained. Zeta potential measurements reveal that these supramolecular aggregates are capable of being surface-functionalized via dynamic host-guest interaction. The supramolecular aggregates were stable at pH 8.4 for at least 12 h as proven by the (1)H NMR and LLS measurements. However, rapid dePEGylation occurred at pH 7.4 due to the hydrolysis of the ortho ester linkages locating at the interface, which resulted in aggregation of the dePEGylated hydrophobic inner cores. Upon further decreasing the pH to 6.4, the hydrophobic cores were further degraded due to the acid-accelerated hydrolysis of the ortho esters. The incubation stability of the acid-labile supramolecular aggregates in neutral buffer could be improved by incorporating hydrophobic poly(e-caprolactone) into the core of the aggregates.