2-methyl-3-(2-chloroethyl)-1,4-naphthoquinone | 114521-71-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-methyl-3-(2-chloroethyl)-1,4-naphthoquinone
• 英文别名: 2-(2-Chloroethyl)-3-methylnaphthalene-1,4-dione
• CAS: 114521-71-0
• 化学式: C₁₃H₁₁ClO₂
• 分子量: 234.682
• InChiKey: JIBRUOUEIIXOCR-UHFFFAOYSA-N

物化性质

• 熔点：
  90-91 °C(Solv: methanol (67-56-1))
• 沸点：
  367.5±42.0 °C(Predicted)
• 密度：
  1.251±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  甲萘醌 、 3-氯丙酰基过氧化物 以 溶剂黄146 为溶剂， 反应 2.0h， 以10%的产率得到2-methyl-3-(2-chloroethyl)-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

• 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.
• SHEVCHENKO, T. N.;RUDKEVICH, D. M.;PIVNENKO, N. S., YKP. XIM. ZH., 54,(1988) N 11, S. 1195-1197
  作者：SHEVCHENKO, T. N.、RUDKEVICH, D. M.、PIVNENKO, N. S.

  DOI：——

  日期：——
• 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：——