dicyclopentadiene | 1755-01-7

• 分子结构分类: 有机化合物 - 碳氢化合物 - 多环烃
• 英文名称: dicyclopentadiene
• 英文别名: (1R,2R,6R,7S)-tricyclo[5.2.1.02,6]deca-3,8-diene
• CAS: 1755-01-7
• 化学式: C₁₀H₁₂
• 分子量: 132.205
• InChiKey: HECLRDQVFMWTQS-SGIHWFKDSA-N

物化性质

• 熔点：
  32°C
• 沸点：
  179.15°C (rough estimate)
• 密度：
  0.9302

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 海关编码：
  2902909090

反应信息

• 作为反应物：
  描述：

  dicyclopentadiene 以96.3 g的产率得到环戊二烯
  参考文献：
  名称：

  一种贝前列素钠中间体的合成方法

  摘要：

  本发明涉及一种贝前列素钠中间体III的合成方法。以环戊烯和N‑溴代丁二酰亚胺(NBS)通过自由基反应得到二溴环戊烯，二溴环戊烯与2,4,6‑三溴苯酚相互作用直接以“一锅煮”法直接形成3,5‑双(2,4,6‑三溴苯氧基)环戊烯(化合物I)。再通过格氏反应得到化合物II和化合物III。且本发明采用N‑溴代丁二酰亚胺和商业化可获得的环戊烯为原料合成二溴环戊烯，避免了170℃裂解和‑30～‑40℃的超低温反应，同时避免了溴素的使用；反应条件更温和、环境更友好，便于工业化生产。

  公开号：

  CN110452100A

文献信息

• Pseudopolymorphism of a Highly Adaptable Tetraarylpyrene Host that Exhibits Abundant Solid-State Guest Inclusion
  作者：Palani Natarajan、Alankriti Bajpai、Paloth Venugopalan、Jarugu Narasimha Moorthy

  DOI：10.1021/cg3012684

  日期：2012.12.5

  compounds constitute rather rare examples of supramolecular isomerism. The thermogravimetric analyses of the inclusion compounds show that the guest in one of the modifications is released in a relatively higher temperature range. The structural diversity exhibited by the host TP with various guest molecules and its ability to exhibit different forms with the same guest has been to attributed its unique

  发现四芳基py主体1,3,6,8-四（2,6-二甲基-4-甲氧基苯基）py（TP）结晶，在两个不同的修饰中包含了不同的客体，并且简单地改变了结晶条件，包括添加了助溶剂。虽然发现客体化学计量随某些客体而变化为假多晶型，但在以环己烯酮和甲苯为客体的情况下，观察到主体-客体化合物的多态行为。多晶型夹杂物化合物的晶体结构构成超分子异构现象的相当罕见的例子。夹杂物的热重分析表明，其中一种改性的客体在相对较高的温度范围内释放。p-茴香基环及其响应客体利用弱C–H··O和C–H···π氢键的潜力。
• Nickel complex-catalyzed codimerization of allyl esters with compounds in the norbornene series
  作者：U. M. Dzhemilev、R. I. Khusnutdinov、D. K. Galeev、O. M. Nefedov、G. A. Tolstikov

  DOI：10.1007/bf00953861

  日期：1987.1
• Designing Degradable Polymers from Tricycloalkenes via Complete Cascade Metathesis Polymerization
  作者：Yongkang Yang、Yunhyeong Cho、Tae‐Lim Choi

  DOI：10.1002/anie.202400235

  日期：2024.4.24

  Cascade metathesis polymerization has been developed as a promising method to synthesize complex but well‐defined polymers from monomers containing multiple reactive functional groups. However, this approach has been limited to the monomers involving simple alkene/alkyne moieties or produced mainly non‐degradable polymers. In this study, we demonstrate a complete cascade ring‐opening/ring‐closing metathesis polymerization (RORCMP) using various tricycloalkenes and two strategies for the efficient degradation. Through rational design of tricycloalkene monomers, the structure and reactivity relationship was explored. For example, tricycloalkenes with trans configuration in the central ring enabled faster and better selective cascade RORCMP than the corresponding cis isomers. Also, a 4‐substituted cyclopentene moiety in the monomers significantly enhanced the overall cascade RORCMP performance, with the maximum turnover number (TON) reaching almost 10,000 and molecular weight up to 170 kg/mol using an amide‐containing monomer. Furthermore, we achieved one‐shot cascade multiple olefin metathesis polymerization using tricycloalkenes and a diacrylate, to produce new highly A,B‐alternating copolymers with full degradability. Lastly, we successfully designed xylose‐based tricycloalkenes to give well‐defined polymers that underwent ultra‐fast and complete degradation under mild conditions.
• 一种贝前列素钠中间体的合成方法
  申请人：济南康和医药科技有限公司

  公开号：CN110452100A

  公开（公告）日：2019-11-15

  本发明涉及一种贝前列素钠中间体III的合成方法。以环戊烯和N‑溴代丁二酰亚胺(NBS)通过自由基反应得到二溴环戊烯，二溴环戊烯与2,4,6‑三溴苯酚相互作用直接以“一锅煮”法直接形成3,5‑双(2,4,6‑三溴苯氧基)环戊烯(化合物I)。再通过格氏反应得到化合物II和化合物III。且本发明采用N‑溴代丁二酰亚胺和商业化可获得的环戊烯为原料合成二溴环戊烯，避免了170℃裂解和‑30～‑40℃的超低温反应，同时避免了溴素的使用；反应条件更温和、环境更友好，便于工业化生产。