4-丁氧基吡啶-2,6-二胺 | 5371-69-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 4-丁氧基吡啶-2,6-二胺
• 英文名称: 4-butoxy-2,6-diaminopyridine
• 英文别名: 2,6-diamino-4-butoxypyridine；4-butyloxy-2,6-diaminopyridine；4-n-butoxy-2,6-diaminopyridine；4-butoxy-pyridine-2,6-diamine；4-butoxypyridine-2,6-diamine
• CAS: 5371-69-7
• 化学式: C₉H₁₅N₃O
• 分子量: 181.238
• InChiKey: PFMQEYNZFPEONI-UHFFFAOYSA-N

物化性质

• 熔点：
  146.5-146.7 °C
• 沸点：
  371.4±37.0 °C(Predicted)
• 密度：
  1.127±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  74.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,3-二亚胺基异吲哚啉 、 4-丁氧基吡啶-2,6-二胺 以 甲醇 为溶剂， 以67%的产率得到1,3-bis(6'-amino-4'-butoxy-2'-pyridylimino)-1,3-dihydroisoindoline
  参考文献：
  名称：

  Large Two-Photon Absorption Cross Sections of Hemiporphyrazines in the Excited State: The Multiphoton Absorption Process of Hemiporphyrazines with Different Central Metals

  摘要：

  A series of five hemiporphyrazines (Hps) with different coordinating central atoms (H-2, GeCl2, InCl, Pt, Pb), and the acyclic derivative 1,3-bis-(6'-amino-4'-butoxy-2'-pyridylimino)-1,3-dihydroisoindoline have been synthesized and their multiphoton absorption properties examined at the second harmonic frequency of the Nd:YAG laser in the nanosecond time regime. Metal-free and platinum Hps display saturation of optical transmittance within incident fluence values of 6 J cm(-2). Comparison with other similar molecular structures like phthalocyanines and related molecules shows that Hps are strong nonlinear absorbers. The experimental curves of nonlinear transmission at 532 nm have been fitted by means of a three-level model with the occurrence of simultaneous two-photon absorption from an excited state. In the sole case of the lnCI complex we found that a five-level model is needed because of the participation of triplet states. Contrary to phthalocyanines, naphthalocyanines, and porphyrins, a heavy central atom does not improve the nonlinear absorption properties since a different excited states dynamic is involved. The large nonlinear absorption of Hps combined with the very small absorption in the visible spectral range makes these molecules a very interesting class of molecules for nonlinear optical applications.

  DOI：

  10.1021/ja802678u

文献信息

• Demonstration of the optical limiting effect for an hemiporphyrazine
  作者：Danilo Dini、Mario J. F. Calvete、Michael Hanack、Vincenzo Amendola、Moreno Meneghetti

  DOI：10.1039/b601591c

  日期：——

  The hemiporphyrazine complex 9,22-bis(dibutoxy)hemiporphyrazinato chloroindium(III) (1) is one of the few examples for this class of compounds, which displays the nonlinear optical effect of reverse saturable absorption for nanosecond laser pulses in the visible spectrum. The high linear transmission combined with the fast switching into a strongly absorbing excited state in the same spectral range (400–650 nm), renders the studied hemiporphyrazine an ideal material for the passive shuttering of pulsed radiations.

  半多齿吡咯类化合物9,22-二（正丁氧基）半多齿吡咯盐酸铟(III)（1）是该类化合物中为数不多的例子之一，它在可见光谱内对纳秒激光脉冲显示出反向饱和吸收的非线性光学效应。其高线性透射率与在相同光谱范围内（400–650 nm）快速切换至强吸收激发态的特性，使得该半多齿吡咯类化合物成为脉冲辐射被动快门的理想材料。
• Nickel Hemiporphyrazines as Bisdienes and Bisdienophiles: Synthesis and Characterization
  作者：Michael Rack、Bernd Hauschel、Michael Hanack

  DOI：10.1002/cber.19961290220

  日期：1996.2

  The bisdienophilic (hemiporphyrazinato)nickel complexes 1a-d bearing various alkoxy groups were synthesized from diiminoisoindoles 9a-d, diaminopyridines 10a, d, and nickel acetate. Reaction of 1a-d with an excess of pentaene 3 delivered the macrocyclic bisdienes 2a-d. The hemiporphyrezines were characterized by 1H- and 13C-NMR spectroscopy. The NMR spectra of the 1,6,16,21-tetrabutoxy-substituted

  由二亚氨基异吲哚9a-d，二氨基吡啶10a，d和乙酸镍合成了带有各种烷氧基的双双亲（半卟啉）镍配合物1a-d。1a-d与过量的戊烯3的反应产生了大环双二烯2a-d。半卟啉的特征在于1 H-和13 C-NMR光谱。关于顺式/反式异构体的存在，讨论了1,6,16,21-四丁氧基取代的化合物1b和2b的NMR光谱。
• Artificial allosteric receptors for nucleotide bases and alkali-metal cations
  作者：Masahiko Inouye、Takashi Konishi、Kakuzo Isagawa

  DOI：10.1021/ja00071a021

  日期：1993.9

  New allosteric thymine receptors, 2,6-diamidopyridine derivatives tethered to an anthracene ring by a polyoxyethylene chain, were synthesized. In these receptors, binding of 1-butylthymine was enhanced by a factor of 4-6 by recognition of sodium cations, and the changes in the electron density of the anthracene ring were found to have influence on the allosterism by through-space interaction. The anthracene-linked diamidopyridines represent a rationally designed new class of artificial allosteric receptors.
• Hanack, Michael; Haberroth, Klaus; Rack, Michael, Chemische Berichte, 1993, vol. 126, # 5, p. 1201 - 1204
  作者：Hanack, Michael、Haberroth, Klaus、Rack, Michael

  DOI：——

  日期：——
• Haberroth, Klaus; Rack, Michael; Ruff, Detlef, Chemische Berichte, 1995, vol. 128, # 4, p. 417 - 422
  作者：Haberroth, Klaus、Rack, Michael、Ruff, Detlef、Hanack, Michael

  DOI：——

  日期：——