1-氯-5-溴-蒽醌 | 10430-72-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 中文名称: 1-氯-5-溴-蒽醌
• 英文名称: 1-Chloro-5-bromo-anthrachinone
• 英文别名: 1-Bromo-5-chloroanthraquinone；1-bromo-5-chloro-anthraquinone；1-Brom-5-chlor-anthrachinon；5-Brom-1-chlor-anthrachinon；1-Chlor-5-bromanthrachinon；1-bromo-5-chloroanthracene-9,10-dione
• CAS: 10430-72-5
• 化学式: C₁₄H₆BrClO₂
• 分子量: 321.557
• InChiKey: TUYSTRKNMUGJSD-UHFFFAOYSA-N

物化性质

• 熔点：
  267-268 °C
• 沸点：
  473.6±45.0 °C(Predicted)
• 密度：
  1.717±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-氯-5-溴-蒽醌 在 sodium tetrahydroborate 、 sodium hypophosphite 、 potassium iodide 作用下， 生成 1-chloro-5-bromo-anthracene
  参考文献：
  名称：

  Syntheses and absolute stereochemistry of chiral 9,10-dihydro-9,10-ethanoanthracenes and their tricarbonylchromium complexes

  摘要：

  Several chiral mono- and disubstituted 9,10-dihydro-9,10-ethanoanthracenes have been prepared from the corresponding anthracenes. Most of them were separated into enantiomers by chromatography on cellulose triacetate (CTA) and their absolute chiralities established by chiroptical comparison (via their CD spectra) with key compounds of known configuration. From the laevorotatory 1,5-dibromo derivative 16 the dextrorotatory dideuterio hydrocarbon (+)(9S, 10S)-20 was obtained.Complexation of 2,6-dimethyl 9,10-dihydro-9,10-ethanoanthracene (+)-25, obtained by enantioselective chromatography on CTA [with its chirality (9R, 10R) deduced from optical comparison with the 2-monomethyl derivative of known configuration], with Cr(CO)6 afforded two mono tricarbonylchromium complexes [endo)+)-26 and exo(+)-27] as well as the bis-exo,endo-complex (+)-28. Configurational assignments (exo, endo) are based on the absorption patterns of the bridge protons in the H-1-NMR spectra.

  DOI：

  10.1007/bf00814140
• 作为产物：
  描述：

  1-蒽醌磺酸 在 盐酸 、 sodium chlorate 、 硫酸 、 水 、 溴 、 汞 、 mercury(II) oxide 作用下， 生成 1-氯-5-溴-蒽醌
  参考文献：
  名称：

  Fierz-David,H.E., Helvetica Chimica Acta, 1927, vol. 10, p. 199

  摘要：

  DOI：

文献信息

• DE597259
  申请人：——

  公开号：——

  公开（公告）日：——
• Dokunichin; Kolokolow, 1963, vol. 8, p. 710
  作者：Dokunichin、Kolokolow

  DOI：——

  日期：——
• DE5972597
  申请人：——

  公开号：——

  公开（公告）日：——
• Fierz-David,H.E., Helvetica Chimica Acta, 1927, vol. 10, p. 199
  作者：Fierz-David,H.E.

  DOI：——

  日期：——
• Syntheses and absolute stereochemistry of chiral 9,10-dihydro-9,10-ethanoanthracenes and their tricarbonylchromium complexes
  作者：Z. Li、A. Werner、K. Schlögl

  DOI：10.1007/bf00814140

  日期：1993.4

  Several chiral mono- and disubstituted 9,10-dihydro-9,10-ethanoanthracenes have been prepared from the corresponding anthracenes. Most of them were separated into enantiomers by chromatography on cellulose triacetate (CTA) and their absolute chiralities established by chiroptical comparison (via their CD spectra) with key compounds of known configuration. From the laevorotatory 1,5-dibromo derivative 16 the dextrorotatory dideuterio hydrocarbon (+)(9S, 10S)-20 was obtained.Complexation of 2,6-dimethyl 9,10-dihydro-9,10-ethanoanthracene (+)-25, obtained by enantioselective chromatography on CTA [with its chirality (9R, 10R) deduced from optical comparison with the 2-monomethyl derivative of known configuration], with Cr(CO)6 afforded two mono tricarbonylchromium complexes [endo)+)-26 and exo(+)-27] as well as the bis-exo,endo-complex (+)-28. Configurational assignments (exo, endo) are based on the absorption patterns of the bridge protons in the H-1-NMR spectra.