2,4-cyclopentadiene-1-propanenitrile | 80117-97-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2,4-cyclopentadiene-1-propanenitrile
• 英文别名: Mono-(beta-cyanoethyl)cyclopentadiene；3-cyclopenta-2,4-dien-1-ylpropanenitrile
• CAS: 80117-97-1
• 化学式: C₈H₉N
• 分子量: 119.166
• InChiKey: BKLDHLOGPMLYIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,4-cyclopentadiene-1-propanenitrile 、 thallium (I) ethoxide 以 乙醚 为溶剂， 以90%的产率得到thallium(I) 1-(2-cyanoethyl)cyclopenta-2,4-dien-1-ide
  参考文献：
  名称：

  Synthesis of cyclopentadienyl ruthenium(II) complexes containing tethered functionalities

  摘要：

  The reaction of [C5H4(CH2)(n)X]Tl (1: n = 2, X = NMe2, OMe, CN; n = 3, X = NMe2) with [(eta(6)-C6H6) RuCl(mu-Cl)](2), 2, afforded the sandwich compounds [{eta(5)-C5H4(CH2)(n)X}Ru(eta(6)-C6H6)]PF6, 3, and [eta(5)-C5H4-(CH2)(n)X](2)Ru, 4. Photolytic cleavage of 3 in acetonitrile afforded the tethered products [{eta(5): kappa N-C5H4(CH2)(n)X}Ru(CH3CN)(2)]PF6, 5. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2008.09.026
• 作为产物：
  描述：

  丙烯腈 、 环戊二烯 以yields (from 11 percent to a maximum of 30 percent) of mono-(β-cyanoethyl)cyclopentadiene的产率得到2,4-cyclopentadiene-1-propanenitrile
  参考文献：
  名称：

  Michael adducts of (substituted) cyclopentadiene and esters: a process

  摘要：

  从基本无盐的过程中，通过在亚环戊二烯或取代亚环戊二烯与α，β-乙烯基不饱和羧酸的脂肪或惰性取代脂肪酸酯，如丙烯酸甲酯，在存在催化剂（如三正丁基甲基铵羟化物）的情况下，在亚环温度下接触，可以获得高产率的标题加合物。通过加热这些迈克尔加合物，可以轻松获得一类新型的Diels-Alder加合物。包含Diels-Alder加合物的聚酯组合物表现出良好的物理性能。

  公开号：

  US04127497A1

文献信息

• Syntheses and Structural Characterizations of Inorganic <i>ansa</i>-Metallocene Analogues: <i>ansa</i>-Ferratricarbadecaboranes
  作者：Brendan Gleeson、Patrick J. Carroll、Larry G. Sneddon

  DOI：10.1021/ja405977q

  日期：2013.8.21

  6-C2B7H12(-) with succinonitrile. The reaction of 1 with an equivalent of FeCl2 produced the hybrid complex, ansa-(2-(CH2)2)-(1-η(5)-C5H4-closo-1,2,3,4-C3B7H9)Fe (3), with a crystallographic determination confirming the formation of a sandwich structure where the ring and cage are linked by the ansa -CH2CH2- group with attachment to the cage at the C2 carbon. The reaction of 2 with FeCl2 produced three isomeric

  新连接的环戊二烯基-tricarbadecaboranyl 和bis-tricarbadecaboranyl 二价阴离子已被用于形成ansa-metallatricarbadecaboranyl 络合物的第一个例子。Li2(+)[6-C5H4-(CH2)2-nido-5,6,9-C3B7H9](2-) (1) (1) 是由腈取代的环戊二烯与 arachno-4,6-C2B7H12(-) 阴离子，然后用 LiH 去质子化为二价阴离子。连接笼型双碳十碳硼烷基二价阴离子 Li2(+)[6,6'-(CH2)2-nido-(5,6,9-C3B7H9)2](2-) (2)，由类似碳插入途径涉及两当量的arachno-4,6-C2B7H12(-)与琥珀腈的反应。1 与等量的 FeCl2 反应产生杂化复合物 ansa-(2-(CH2)2)-(1-η(5)-C5H4-closo-1,2,3,4-C3B7H9)Fe
• Synthesis of cyclopentadienyl ruthenium(II) complexes containing tethered functionalities
  作者：Wei Lin Janet Leong、Marc V. Garland、Lai Yoong Goh、Weng Kee Leong

  DOI：10.1016/j.ica.2008.09.026

  日期：2009.4

  The reaction of [C5H4(CH2)(n)X]Tl (1: n = 2, X = NMe2, OMe, CN; n = 3, X = NMe2) with [(eta(6)-C6H6) RuCl(mu-Cl)](2), 2, afforded the sandwich compounds [eta(5)-C5H4(CH2)(n)X}Ru(eta(6)-C6H6)]PF6, 3, and [eta(5)-C5H4-(CH2)(n)X](2)Ru, 4. Photolytic cleavage of 3 in acetonitrile afforded the tethered products [eta(5): kappa N-C5H4(CH2)(n)X}Ru(CH3CN)(2)]PF6, 5. (C) 2008 Elsevier B.V. All rights reserved.
• Michael adducts of (substituted) cyclopentadiene and esters: a process
  申请人：The Dow Chemical Company

  公开号：US04127497A1

  公开（公告）日：1978-11-28

  High yields of the title adducts are obtained from an essentially salt-free process comprising contacting at subambient temperature cyclopentadiene or a substituted cyclopentadiene with an aliphatic or an inertly-substituted aliphatic ester of an .alpha.,.beta.-ethylenically unsaturated carboxylic acid, such as methyl acrylate, in the presence of a catalytic amount of base, such as tri-n-butylmethylammonium hydroxide. A novel class of Diels-Alder adducts are readily obtained by warming these Michael adducts; polyester compositions comprising the Diels-Alder adducts demonstrate good physical properties.

  从基本无盐的过程中，通过在亚环戊二烯或取代亚环戊二烯与α，β-乙烯基不饱和羧酸的脂肪或惰性取代脂肪酸酯，如丙烯酸甲酯，在存在催化剂（如三正丁基甲基铵羟化物）的情况下，在亚环温度下接触，可以获得高产率的标题加合物。通过加热这些迈克尔加合物，可以轻松获得一类新型的Diels-Alder加合物。包含Diels-Alder加合物的聚酯组合物表现出良好的物理性能。