sec-butyl 2-chloro-2-oxoacetate | 54166-93-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: sec-butyl 2-chloro-2-oxoacetate
• 英文别名: sec-Butylchlorglyoxalat；Butan-2-yl chloro(oxo)acetate；butan-2-yl 2-chloro-2-oxoacetate
• CAS: 54166-93-7
• 化学式: C₆H₉ClO₃
• 分子量: 164.589
• InChiKey: UQDZZDYAPIRCSV-UHFFFAOYSA-N

物化性质

• 沸点：
  76-78 °C(Press: 3 Torr)
• 密度：
  1.176±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  sec-butyl 2-chloro-2-oxoacetate 在 水 作用下， 生成 C₆H₁₀O₄
  参考文献：
  名称：

  Synthesis, Crystal Structure, and Insecticidal Activity of Novel N-Alkyloxyoxalyl Derivatives of 2-Arylpyrrole

  摘要：

  Two series of novel N-alkyloxyoxalyl derivatives of 2-arylpyrrole were synthesized, and their structures were characterized by (1)H NMR spectroscopy, elemental analysis, and single-crystal X-ray diffraction analysis. The insecticidal activities of the new compounds were evaluated. The results of bioassays indicated that some of these title compounds exhibited excellent insecticidal activities, and their insecticidal activities against oriental armyworm, mosquito, and spider mite are comparable to those of the commercialized Chlorfenapyr.

  DOI：

  10.1021/jf801311h
• 作为产物：
  描述：

  草酰氯 、 仲丁醇 以 二氯甲烷 为溶剂， 反应 2.33h， 以94%的产率得到sec-butyl 2-chloro-2-oxoacetate
  参考文献：
  名称：

  连续流动合成[1.1.1]丙炔和双环[1.1.1]戊烷衍生物

  摘要：

  提出了一种按需产生[1.1.1]丙炔的连续流动过程，提出了可直接衍生为各种双环[1.1.1]戊烷（BCP）物种的[1.1.1]丙炔溶液。在高达8.5 mmol h -1的通量中实现了这一目标，从而提供了对克量的所选BCP构建基块的吸引力和直接访问。最后，开发了一种持续的光化学转化方法，将[1.1.1]丙炔转化为带有混合的酯/酰氯部分的有价值的BCP。

  DOI：

  10.1039/d0cc08124h

文献信息

• Oxanilic acids, a new series of orally active antiallergic agents
  作者：John H. Sellstedt、Charles J. Guinosso、Albert J. Begany、Stanley C. Bell、Marvin Rosenthale

  DOI：10.1021/jm00243a014

  日期：1975.9

  antiallergic activity using the rat passive cutaneous anaphylaxis (PCA) test. Many of the oxanilic acid esters are active orally, with the most active species having an aryl 2'-carbamoyl group and a 3'-methoxy group. Hydrolysis of the ester from the oxanilic ester moiety causes a loss of oral activity.

  制备了大量的草酸苯甲酸酯和N-杂芳基草酰胺酸酯，并通过大鼠被动皮肤过敏反应（PCA）测试发现具有抗过敏活性。许多草酰苯甲酸酯具有口服活性，最活泼的物种具有芳基2'-氨基甲酰基和3'-甲氧基。酯从草酰胺酯部分水解会导致口服活性下降。
• Design, Synthesis and Insecticidal Activities of Novel<i>N</i>-Oxalyl Derivatives of Neonicotinoid Compound
  作者：Yu Zhao、Gang Wang、Yongqiang Li、Suhua Wang、Zhengming Li

  DOI：10.1002/cjoc.201090099

  日期：2010.1

  Ten novel neonicotinoid derivatives containing N‐oxalyl groups were designed and synthesized, and their structures were characterized by 1H NMR, MS, IR, elemental analysis and single crystal X‐ray diffraction analysis. The insecticidal activities of the new compounds were evaluated. The results of bioassays indicated that some of these title compounds exhibited excellent insecticidal activities.

  设计并合成了十个含有N-草酰基的新烟碱类衍生物，并通过1 H NMR，MS，IR，元素分析和单晶X射线衍射分析对它们的结构进行了表征。评价了新化合物的杀虫活性。生物测定的结果表明，这些标题化合物中的一些表现出优异的杀虫活性。
• Hypoiodite reaction: the decomposition of oxalic acid half-esters
  作者：K. Bartel、A. Goosen、A. Scheffer

  DOI：10.1039/j39710003766

  日期：——

  Alkyl half-esters of oxalic acid photolysed with mercury(II) oxide–iodine reagent gave mainly dialkyl oxalates. 1-Apocamphyl hydrogen oxalate gave, in addition to the diester, 1-apocamphyl iodide. 9-Triptycyl hydrogen oxalate gave 9-triptycyl iodoformate, which was thermally decomposed to 9-iodotriptycene and with silver tetrafluoroborate gave 9-triptycyl fluoroformate. We suggest that diester formation

  草酸的烷基半酯与氧化汞（II）-碘试剂光解后，生成的主要是草酸二烷基酯。除二酯外，1-阿朴茶酸草酸氢盐还产生了1-阿朴茶酸碘化物。9-三苯甲基草酸氢酯产生9-三苯甲基碘甲酸酯，将其热分解成9-碘三苯并噻吩，并与四氟硼酸银一起产生9-三苯甲基氟甲酸酯。我们建议通过中间烷氧基羰基基团的偶联发生二酯形成。
• Conversions of alcohols to halides by homolytic reactions
  作者：Frederick R. Jensen、Timothy I. Moder

  DOI：10.1021/ja00841a054

  日期：1975.4
• US4054591A
  申请人：——

  公开号：US4054591A

  公开（公告）日：1977-10-18