1-(1,1-二乙氧基乙基)-4-硝基苯 | 64600-23-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(1,1-二乙氧基乙基)-4-硝基苯
• 英文名称: 1-(4-nitro-phenyl)-ethanone-diethylacetal
• 英文别名: 1-(4-Nitro-phenyl)-aethanon-diaethylacetal；Benzene, 1-(1,1-diethoxyethyl)-4-nitro-；1-(1,1-diethoxyethyl)-4-nitrobenzene
• CAS: 64600-23-3
• 化学式: C₁₂H₁₇NO₄
• 分子量: 239.271
• InChiKey: CJHIMGQJZJUXIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  64.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(1,1-二乙氧基乙基)-4-硝基苯 在 四溴化碳 作用下， 以 水 、 乙腈 为溶剂， 反应 2.0h， 生成 对硝基苯乙酮
  参考文献：
  名称：

  一种新的选择性缩醛和缩酮水解方法

  摘要：

  在热能或超声作用下，在CH 3 CN / H 2 O溶剂混合物中，催化量的CBr 4（20％）将一系列环状和非环状缩醛和缩酮水解为相应的羰基化合物。在超声反应条件下可以实现高度化学选择性的水解。

  DOI：

  10.1016/s0040-4020(97)00993-9
• 作为产物：
  描述：

  乙醇 、 2-methyl-2-(4-nitrophenyl)-1,3-oxathiolane 在 N-溴代丁二酰亚胺(NBS) 作用下， 反应 0.17h， 以92%的产率得到1-(1,1-二乙氧基乙基)-4-硝基苯
  参考文献：
  名称：

  N-卤代琥珀酰亚胺促进的1,3-氧杂硫缩醛和二硫缩醛与乙缩醛的高效化学选择性交换

  摘要：

  研究了在环境温度下使用N-溴代琥珀酰亚胺或N-氯代琥珀酰亚胺以及不同类型的醇和二醇将各种1,3-氧杂硫杂环戊烷，1,3-二硫杂环戊烷和1,3-二硫杂环戊烷高效缩醛转化为乙缩醛的过程。

  DOI：

  10.1016/s0040-4020(02)00389-7

文献信息

• A novel and selective method for hydrolysis of acetals and ketals
  作者：Adam S.-Y. Lee、C.-L. Cheng

  DOI：10.1016/s0040-4020(97)00993-9

  日期：1997.10

  A series of cyclic and acyclic acetals and ketals were hydrolyzed to their corresponding carbonyl compounds by a catalytic amount of CBr4 (20%) in CH3CN/H2O solvent mixture under different energy sources, thermal or ultrasound. The highly chemoselective hydrolysis can be achieved under ultrasonic reaction condition.

  在热能或超声作用下，在CH 3 CN / H 2 O溶剂混合物中，催化量的CBr 4（20％）将一系列环状和非环状缩醛和缩酮水解为相应的羰基化合物。在超声反应条件下可以实现高度化学选择性的水解。
• A Facile Synthesis of 1,3,5-Triaryl Benzenes from Acetophenone Diethyl Ketals in the Presence of Acetyl Chloride and SmCl₃
  作者：Ke-Jun Cheng、Zong-Biao Ding、Shi-Hui Wu

  DOI：10.1080/00397919708004800

  日期：1997.1.1

  Abstract Samarium trichloride, SmCl3, has been found to be an efficient catalyst for the synthesis of 1,3,5-triaryl benzenes from acetophenone diethyl ketals in the presence of acetyl chloride under solvent of pentane and mild conditions.

  摘要 三氯化钐 SmCl3 已被发现是在戊烷溶剂和温和条件下，在乙酰氯存在下，由苯乙酮二乙基缩酮合成 1,3,5-三芳基苯的有效催化剂。
• Synthesis of epoxides with electronegative substituents. Photometric substrates for epoxide hydrase
  作者：Robert P. Hanzlik、James M. Hilbert

  DOI：10.1021/jo00398a019

  日期：1978.2
• 18O-isotope effect in13C nuclear magnetic resonance spectroscopy: 5—Substituent group electronic effects in substituted acetophenones
  作者：John M. Risley、Shawn A. DeFrees、Robert L. Van Etten

  DOI：10.1002/omr.1270210108

  日期：1983.1

  AbstractA series of para‐ and meta‐substituted acetophenones were prepared which were highly labeled with 18O at the carbonyl function. The natural abundance 13C NMR spectra of the compounds were recorded and the 18O‐isotope‐induced shifts of the carbonyl carbon were measured in order to determine possible substituent group electronic effects on the 18O‐isotope shift. The isotope shifts were found to be correlated with a number of properties which demonstrate the molecular basis of the isotope shift. Good correlations were obtained for the isotope shift as a function of σp+, the carbonyl stretching frequency, the carbonyl group bond order, the n→π**transition of the carbonyl group and the chemical shift of the ipso carbon. In contrast, no correlation was observed between the magnitude of the 18O‐induced isotope shift and the 13C chemical shift of the carbonyl carbon. These properties are discussed in connection with the theoretical basis of the isotope shift.
• A Highly Efficient and Chemoselective Method for Acetalization of Carbonyl Compounds Catalyzed by Solid Superacid
  作者：Yan-Ran Ma、Tong-Shou Jin、Sheng-Xun Shi、Tong-Shuang Li

  DOI：10.1081/scc-120021036

  日期：2003.7

  Various types of aldehydes and ketones could be converted to their corresponding diethyl acetals with triethylorthoformate in the presence of TiO2/SO42- solid superacid in good to excellent yield under mild reaction conditions.