2-(3-chloro-propyl)-3-methoxy-[1,4]naphthoquinone | 92165-69-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(3-chloro-propyl)-3-methoxy-[1,4]naphthoquinone
• 英文别名: 3-Methoxy-2-(3-chlor-propyl)-naphthochinon-(1,4)；2-(3-Chloropropyl)-3-methoxynaphthalene-1,4-dione；2-(3-chloropropyl)-3-methoxynaphthalene-1,4-dione
• CAS: 92165-69-0
• 化学式: C₁₄H₁₃ClO₃
• 分子量: 264.708
• InChiKey: DGEZKMNUBWQUFP-UHFFFAOYSA-N

物化性质

• 熔点：
  67-68 °C
• 沸点：
  415.9±45.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(3-chloro-propyl)-3-methoxy-[1,4]naphthoquinone 生成 N--3-aza-8,9-benzo-6,11-dioxa-tricyclo<8.4.0^2.7>tetradeca-1¹⁰,2⁷,8⁹-trien
  参考文献：
  名称：

  劳森衍生物III

  摘要：

  在继续努力制备稳定的3-ω-双-β-氯乙基氨基烷基-2-羟基-1，4-萘醌的过程中，已经研究了几种ω-取代的烷基Lawsones的制备和反应。该研究的最终目的并未实现，这是由于意外的容易环化作用的结果，该环化作用是与Lawone核的3侧链或大环二聚化。讨论了这些环化的性质，并描述了环状产物的结构。

  DOI：

  10.1002/jps.2600560118
• 作为产物：
  描述：

  2-甲氧基-1,4-萘醌 、 4-chlorobutyryl peroxide 以 溶剂黄146 为溶剂， 反应 2.0h， 以78%的产率得到2-(3-chloro-propyl)-3-methoxy-[1,4]naphthoquinone
  参考文献：
  名称：

  Prezhdo, V. V.; Bogunets, N. P.; Chaikovskaya, V. A., Journal of Organic Chemistry USSR (English Translation), 1987, vol. 23, # 7, p. 1366 - 1372

  摘要：

  DOI：

文献信息

• Prezhdo, V. V.; Bogunets, N. P.; Chaikovskaya, V. A., Journal of Organic Chemistry USSR (English Translation), 1987, vol. 23, # 7, p. 1366 - 1372
  作者：Prezhdo, V. V.、Bogunets, N. P.、Chaikovskaya, V. A.、Shevchenko, T. N.、Surov, Yu. N.

  DOI：——

  日期：——
• Synthesis of 2-chloroalkyl-1,4-naphthoquinones and their reactivity in the formation of autocomplexes
  作者：Victor Prezhdo、Oleg Prezhdo、Elena Ovsiankina

  DOI：10.1016/0584-8539(95)01517-5

  日期：1995.12

  A series of the chloroalkyl derivatives of 1,4-naphtoquinone were synthesized and the electronic absorption spectra in 200-350 nm of these compounds were studied with the purpose of obtaining autocomplexes. The electronic absorption spectra of 1,4-naphtoquinones are characterized by four pi-pi* bands which have different sensitivity of lambda(max) to the electronic effects of the substituents. Some of the rules of the substituent influence on the spectral characteristics were found. Both steric factors, such as the formation of the cyclic structures due to the local interaction between the chloroethyl and chloropropyl radicals and the carbonyl of the quinone ring, and electronic effects, such as the insufficient delocalization of the extra change in -CH2-CH2+ leading to the poor stability of the carbocation, encumber the course of the reaction of complex formation.
• Lawsone Derivatives III
  作者：H. Machatzke、W.R. Vaughan、Charlotte L. Warren、G.R. White

  DOI：10.1002/jps.2600560118

  日期：1967.1

  several ω -substituted alkyllawsones have been examined. The ultimate objective of the research was not achieved as a consequence of unexpectedly facile cyclizations, either of the 3-side chain to the lawsone nucleus or by macrocyclic dimerization. The nature of these cyclizations is discussed, and the structures of the cyclic products are delineated.

  在继续努力制备稳定的3-ω-双-β-氯乙基氨基烷基-2-羟基-1，4-萘醌的过程中，已经研究了几种ω-取代的烷基Lawsones的制备和反应。该研究的最终目的并未实现，这是由于意外的容易环化作用的结果，该环化作用是与Lawone核的3侧链或大环二聚化。讨论了这些环化的性质，并描述了环状产物的结构。