penta-2,4-diynenitrile | 59866-32-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: penta-2,4-diynenitrile
• 英文别名: 2,4-pentadiynenitrile；Monocyanodiacetylene；cyanobutadiyne；cyanodiacetylene；Cyanobutadiin；Cyanobutadiene
• CAS: 59866-32-9
• 化学式: C₅HN
• 分子量: 75.0696
• InChiKey: WRARULQOSOCOQD-UHFFFAOYSA-N

物化性质

• 沸点：
  105.7±23.0 °C(Predicted)
• 密度：
  1.049±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  penta-2,4-diynenitrile 在 氨 作用下， 以 氘代氯仿 为溶剂， 反应 0.02h， 生成 (Z)-5-amino-4-penten-2-ynenitrile 、 (E)-5-amino-4-penten-2-ynenitrile
  参考文献：
  名称：

  2,4-戊二腈的合成与表征-空间科学中的关键化合物。

  摘要：

  DOI：

  10.1002/anie.200502122
• 作为产物：
  描述：

  penta-2,4-diynamide 在 四磷十氧化物 作用下， 反应 5.0h， 生成 penta-2,4-diynenitrile
  参考文献：
  名称：

  甲基氰基丁二炔：合成，X射线结构和光化学；关于星际介质中其形成的解释

  摘要：

  走出这个世界：描述了一种新的方便合成的甲基氰基丁二炔（见图），一种星际化合物。它的特征在于包括X射线结构确定在内的各种技术。对星际相关化合物的二元气体混合物进行了光解实验，以了解如何在星际介质中形成甲基氰基丁二炔。

  DOI：

  10.1002/chem.201303377

文献信息

• Reaction rates of the CN radical with diacetylene and dicyanoacetylene
  作者：Kanekazu Seki、Mikio Yagi、Maoqi He、Joshua B. Halpern、Hideo Okabe

  DOI：10.1016/0009-2614(96)00697-5

  日期：1996.8

  Rates of CN reactions with diacetylene (DA) and dicyanoacetylene (DCA) have been measured at room temperature from the decay of the CN radical at various sample pressures by laser induced fluorescence. The rate constants are (4.2 ± 0.2) × 10−10 and (5.4 ± 0.2) × 10−13 in units of cm3 molec−1 s−1 for DA and DCA, respectively, which follow the general pattern of CN reactions with hydrocarbons and nitriles

  在室温下，通过激光诱导的荧光，在各种样品压力下，CN自由基的衰减，已测量了CN与二乙炔（DA）和二氰基乙炔（DCA）的反应速率。DA和DCA的速率常数分别为（4.2±0.2）×10 -10和（5.4±0.2）×10 -13，以cm 3 molec -1 s -1为单位，这遵循CN反应的一般模式：碳氢化合物和腈。在温度较低的星际包络和泰坦大气中，CN与C 4 H 2的反应可能更为重要，而与C 4 N 2的反应则可能变得不那么重要。
• Photochemistry of Cyanoacetylene at 193.3 nm
  作者：Kanekazu Seki、Maoqi He、Renzhang Liu、Hideo Okabe

  DOI：10.1021/jp952787z

  日期：1996.1.1

  the region from 190 to 255 nm with a resolution of 1 nm. The photochemistry of CA at 193.3 nm has been studied using a quadrupole mass spectrometer and a Fourier transform infrared spectrometer for product analysis. From the photolysis of HC3N−D2 and HC3N−CD4 mixtures and a plateau value of 0.3 for the quantum yield (QY) of DC3N (C3N + D2 → DC3N + D), it is concluded that the main dissociation process

  氰基乙炔（CA）是泰坦大气中重要的次要成分，存在于星际介质中。已经在190nm至255nm的范围内以1nm的分辨率测量了CA的吸收截面。已经使用四极质谱仪和傅里叶变换红外光谱仪研究了193.3 nm处CA的光化学，用于产物分析。根据HC 3 N-D 2和HC 3 N-CD 4混合物的光解作用，DC 3 N（C 3 N + D 2 →DC 3 N + D）的量子产率（QY）的平稳值为0.3 ，结论是主要的离解过程是HC 3 N + hν→H + C ^ 3 0.30±0.05 QY和次要处理N是HC 3 N + ħ ν→c ^ 2 H带一个QY + CN等于或小于0.02。剩下的过程是形成亚稳态CA（三重态或卡宾）。CA的光解引起明显的压力降低和随之形成的薄雾。CA消失的QY为4.5±0.5，远高于联乙炔（QY = 2.0±0.5）和乙炔（QY = 2.3）。CA中快速形成的雾气可以解释在泰
• Isomers and reactivity of C3N+: an experimental study
  作者：Simon Petrie、Kathryn M. McGrath、Colin G. Freeman、Murray J. McEwan

  DOI：10.1021/ja00049a054

  日期：1992.11

  The C3N+ ion, generated by electron impact on HC3N and C4N2 and as a product in several ion-molecule reactions, was found to exist in two isomeric forms: CCCN+ and cylic C3N+. These forms were distinguished by their different reactivities with a range of neutral reagents in a selected-ion flow tube (SIFT). Isomeric identification was made by reference to existing ab initio calculations. The most reactive isomer, CCCN+, was the major form (greater-than-or-equal-to 90%) of the C3N+ ion from all sources of production examined and was found to undergo collision-rate reactions with most of the neutral molecules studied. c-C3N+ was much less reactive, which implies an activation barrier in its reactions as it is the higher energy form. Product distributions are reported for the reactions of CCCN+, and rate coefficients for the reactions of both isomers with H-2, CH4, NH3, H2O, N2, O2, CO, C2H2, HCN, CO2, and C2N2 at 300 +/- 5 K are also given.
• Dheandhanoo, Seksan; Forte, Leonard; Fox, Arnold, Canadian Journal of Chemistry, 1986, vol. 64, p. 641 - 648
  作者：Dheandhanoo, Seksan、Forte, Leonard、Fox, Arnold、Bohme, Diethard K.

  DOI：——

  日期：——
• Association reactions at low pressure. IV. The HC₃N⁺/HC₃N system
  作者：Atish D. Sen、Wesley T. Huntress、Vincent G. Anicich、Murray J. McEwan、Arthur B. Denison

  DOI：10.1063/1.460481

  日期：1991.4.15

  The reactions between HC3N+ and HC3N, and between HC5N+ and HC3N have been examined at pressures from 1×10−7 to 1×10−3 Torr by ion cyclotron resonance mass spectrometry. The reaction between HC3N+ and HC3N has both a bimolecular reaction path and a termolecular reaction path. The overall bimolecular reaction rate coefficient was found to be 1.3×10−9 cm3 s−1. The primary product, HC5N+, represents 90% of the product ions, while the minor products HC6N+2 and H2C6N+2 each represent 5%. The termolecular association rate coefficient was 3.7×10−24 cm6 s−1 with He as the third body. From double resonance experiments the mean lifetime of the collision complex was determined to be 180 μs. HC5N+ was found to react with HC3N and form the adduct ion H2C8N+2 through both bimolecular and termolecular channels. The bimolecular rate coefficient was 5.0×10−10 cm3 s−1 and the termolecular rate coefficient was observed to be 1.2×10−22 cm6 s−1 with HC3N as the third body. With He as the stabilizing molecule, the termolecular rate coefficient was 6.0×10−24 cm6 s−1. The mean unimolecular lifetime of the collision complex was estimated to be ≥15 μs and the mean radiative lifetime for the radiative association channel was found to be ≥89 μs. HC5N+ was found to be formed with excess internal energy and did not react by bimolecular association until relaxed by several nonreactive collisions with HC3N.