4-丙基-4H-1,2,4-噻唑 | 27104-95-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 4-丙基-4H-1,2,4-噻唑
• 中文别名: 4-丙基-1,2,4-三唑
• 英文名称: 4-propyl-1,2,4-triazole
• 英文别名: 4-Propyl-4H-1,2,4-triazole
• CAS: 27104-95-6
• 化学式: C₅H₉N₃
• 分子量: 111.147
• InChiKey: UDUGWXQKDABZNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.69
• 重原子数：
  8.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  30.71
• 氢给体数：
  0.0
• 氢受体数：
  3.0

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  4-丙基-4H-1,2,4-噻唑 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以35%的产率得到3,5-dibromo-4-propyl-1,2,4-triazole
  参考文献：
  名称：

  新型以噻吩为基础的交替π-共轭共聚物的合成，固体结构和光学性质，该共聚物包含4-烷基-1,2,4-三唑或1,3,4-噻二唑单元作为伙伴单元

  摘要：

  DOI：

  10.1021/ma0488820
• 作为产物：
  描述：

  1H-1,2,4-三唑 、 碳酸二丙酯(DPC) 在 calcium carbonate 作用下， 反应 19.0h， 以4.77 g的产率得到4-丙基-4H-1,2,4-噻唑
  参考文献：
  名称：

  氮杂环双卡宾亚基硼烷类离子液体及其制备方法

  摘要：

  本发明涉及一种氮杂环双卡宾亚基硼烷类离子液体及其制备方法。所述氮杂环双卡宾亚基硼烷类离子液体的结构如式I所示。制备式I所示化合物的方法，其主要步骤是：由1,2,4‑三氮唑和碳酸酯类化合物通过烷基化反应，再与卤代烃发生季胺化反应，最后与硼氢化钠反应，得到目标产物。本发明所提供的离子液体可以用作自燃型绿色火箭推进剂燃料，具有点火延迟时间短，水稳定性好，密度比冲值大等优势。式I中，R1选自烷基中的任意一种；R2选自烃基取代基中的任意一种。

  公开号：

  CN108250227A

文献信息

• Spin-transition behaviour in chains of FeII bridged by 4-substituted 1,2,4-triazoles carrying alkyl tails
  作者：Olivier Roubeau、Jose´ M. Alcazar Gomez、Emily Balskus、Jeroen J. A. Kolnaar、Jaap G. Haasnoot、Jan Reedijk

  DOI：10.1039/b007094g

  日期：——

  A family of polymeric 1-dimensional chains of iron(II) species showing the spin-crossover phenomenon has been synthesized using 4-n-alkyl-1,2,4-triazoles as bridging ligands. The influence of the length of the alkyl tails on the triazole ligands on characteristic features of the spin transition was studied, showing degrading of steepness with increasing length. A set of four counter ions has been used to access a wider range of transition temperatures. Large hysteresis loops are detected with small tails, mainly for the methyl and ethyl substituted products. In most cases longer tails weaken co-operativity and hysteresis gradually decreases to zero. However it is shown that with certain anions hysteresis remains, even with very long tails on the triazoles. Weakening of the co-operativity mainly arises from a diminution of the length of the polymeric chains with increasing alkyl tails on the triazole. This effect is anion dependent. A strong interaction along the polymeric chains is confirmed.

  合成了一种聚合物一维链的铁(II)物种，表现出自旋跨越现象，采用4-n-烷基-1,2,4-三唑作为桥联配体。研究了烷基尾巴长度对三唑配体自旋跃迁特征的影响，发现随着烷基尾巴长度的增加，自旋跃迁的陡峭度降低。使用了一组四种对离子，以获取更广泛的跃迁温度范围。检测到小尾巴的样品存在较大的滞回环，主要是甲基和乙基取代的产物。在大多数情况下，较长的尾巴削弱了协同作用，滞回现象逐渐减小至零。然而，研究表明，对于某些阴离子，即使在三唑上有很长的尾巴，滞回现象仍然存在。协同作用的减弱主要源于随着三唑上的烷基尾巴增大，聚合物链的长度减少。这个效应依赖于阴离子。确认了聚合物链之间存在强相互作用。
• An investigation into the alkylation of 1,2,4-triazole
  作者：Paul G Bulger、Ian F Cottrell、Cameron J Cowden、Antony J Davies、Ulf-H Dolling

  DOI：10.1016/s0040-4039(99)02272-8

  日期：2000.2

  The alkylation of 1,2,4-triazole with 4-nitrobenzyl halides and a variety of bases afforded the 1- and 4-alkylated isomers with a consistent regioselectivity of 90:10. Previously reported regiospecific alkylations of 1,2,4-triazole were re-examined and the quoted isomer ratios were shown to depend on the isolation procedure. The use of DBU as base in the alkylation of 1,2,4-triazole allows for a convenient and high yielding synthesis of 1-substituted-1,2,4-triazoles. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Iron(II) Complexes with 4-R-1,2,4-Triazoles (R = Ethyl, Propyl, Isopropyl): Synthesis and Properties
  作者：M. B. Bushuev、L. G. Lavrenova、V. N. Ikorskii、Yu. G. Shvedenkov、V. A. Varnek、L. A. Sheludyakova、S. V. Larionov

  DOI：10.1023/b:ruco.0000022805.47477.75

  日期：2004.4

  Fe(II) complexes with 4-R-1,2,4-triazoles of compositions FeL(3)A(2) . nH(2)O (where L is 4-propyl-1,2,4-triazol; A is Br- (n = 4), CF3SO3- (n = 5)), and FeL(2)A(2) . nH(2)O (where L are 4-ethyl-, 4-propyl-, 4-isopropyl- 1,2,4-triazoles (Ettrz, Prtrz, Iprtrz, respectively), A = NCS-, NO3- (n = 0-2)) were synthesized. Magnetochernical studies revealed that FeL(3)A(2) . nH(2)O complexes exhibit reversible spin transition (ST) (1)A(1) reversible arrow T-5(2) that is accompanied by thermochromism (a reversible change of color rose reversible arrow white). The temperatures of direct (Tsup arrow) and reverse (Tsdown arrow) spin transitions are, respectively, 252 and 247 K for Fe(Prtrz)(3)Br-2 . (H2O)-H-4 and 207 and 202 K for Fe(Prtrz)(3)(CF3SO3)(2) . 5H(2)O. Dehydration of the complexes is attended by significant changes in the type and temperatures of ST.
• Berezovskii; Bushuev; Lavrenova, Russian Journal of Physical Chemistry, 2004, vol. 78, # 11, p. 1708 - 1711
  作者：Berezovskii、Bushuev、Lavrenova

  DOI：——

  日期：——
• Synthesis and study of Iron(II) perrhenate complexes with 4-propyl-1,2,4-triazole exhibiting 1 A 1 ⇄ 5 T 2 spin transition
  作者：M. B. Bushuev、L. G. Lavrenova、Yu. G. Shvedenkov、A. V. Virovets、L. A. Sheludyakova、S. V. Larionov

  DOI：10.1134/s0036023607010093

  日期：2007.1

  Coordination compounds of iron(II) perrhenate with 4-propyl-1,2,4-triazole (L), [Fe3L6(ReO4)(4)(H2O)(2)](ReO4)(2)(I), [Fe3L6(H2O)(6)](ReO4)(6)center dot H2O(II), and FeL3(ReO4)(2)(III), were synthesized. Compounds I and III were studied by static magnetic susceptibility measurements and by IR and electronic spectroscopy. These complexes exhibit a reversible (1)A(1) reversible arrow T-5(2) spin transition and thermochromism. Compound I exhibits a spin transition without hysteresis at 185 K. The temperatures of forward and reverse transition for III are 250 and 244 K, respectively. Complex II isolated by crystallization from an acidified aqueous solution of compound I has a linear trinuclear structure of the cation (X-ray diffraction data). The structure of complex I was assumed to be similar, while compound III has a polymeric structure.