m-nitrophenyl hexanoate | 126375-40-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: m-nitrophenyl hexanoate
• 英文别名: (3-Nitrophenyl) hexanoate
• CAS: 126375-40-4
• 化学式: C₁₂H₁₅NO₄
• 分子量: 237.255
• InChiKey: YEQVHAOKBMYEQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  m-nitrophenyl hexanoate 在 phosphate buffer pH 11.6 、 dimethyl-β-cyclodextrin 作用下， 以 水 为溶剂， 生成 间硝基苯酚 、 己酸
  参考文献：
  名称：

  Tee, Oswald S.; Gadosy, Timothy A., Journal of the Chemical Society. Perkin transactions II, 1994, # 10, p. 2191 - 2198

  摘要：

  DOI：
• 作为产物：
  描述：

  间硝基苯酚 、 己酸 在 4-二甲氨基吡啶 、 三苯基膦 、 亚碘酰二内酯 作用下， 以 氯仿 为溶剂， 反应 24.0h， 以62%的产率得到m-nitrophenyl hexanoate
  参考文献：
  名称：

  可回收的高价碘（III）试剂碘二内酯作为直接酯化，酰胺化和肽偶联的高效偶联试剂

  摘要：

  高价碘（III）试剂在促进羧酸与醇或胺之间的直接缩合以提供酯，大环内酯，酰胺以及未经消旋化作用的肽方面起着新颖的作用，可促进羧酸与醇或胺之间的直接缩合。碘代二内酯（1）的再生也可以容易地实现。据认为，来自羧酸活化的中间体酰氧基phosph离子C参与了本酯化反应。

  DOI：

  10.1021/ol301085v

文献信息

• Ester Cleavage by Cyclodextrins in Aqueous Dimethyl Sulfoxide Mixtures. Substrate Binding versus Transition State Binding
  作者：Oswald S. Tee、Charles Mazza、Rafael Lozano-Hemmer、Javier B. Giorgi

  DOI：10.1021/jo00104a014

  日期：1994.12

  The effects of DMSO on the kinetics of cleavage of m- and p-nitrophenyl alkanoates (mNPAlk and pNPAlk) by alpha- and beta-cyclodextrin (alpha-CD and beta-CD) in basic aqueous solution have been studied. For the two acetates addition of up to 60% (v/v) of DMSO increases rates but overall it has little effect on substrate binding, transition state binding, or the acceleration due to complexation. By contrast, in 50% (v/v) aqueous DMF these characteristics are greatly affected such that the normal difference in reactivity of the isomers is almost removed. The cleavage of mNPAlk and pNPAlk (C2 to C10) by the CDs in 60% (v/v) aqueous DMSO have very different chain length dependences for substrate binding and transition state binding, and there are significant changes from their behavior in water. Even though hydrophobic effects seem to be largely removed in 60% aqueous DMSO, and the difference between the reactivities of the isomers is reduced, reaction of mNPAlk proceeds through aryl group inclusion and that of pNPAlk through acyl group inclusion, as in water. The cleavage of m-tert-butylphenyl acetate is accelerated more in 60% (v/v) aqueous DMSO than in water because the solvent change weakens substrate binding more than transition state binding.
• Gadosy, Timothy A.; Tee, Oswald S., Journal of the Chemical Society. Perkin transactions II, 1994, # 4, p. 715 - 722
  作者：Gadosy, Timothy A.、Tee, Oswald S.

  DOI：——

  日期：——
• Chain length effects in the cleavage of aryl esters by cyclodextrins. Different transition states for m- and p-nitrophenyl alkanoates
  作者：Oswald S. Tee、Charles Mazza、Xian Xian Du

  DOI：10.1021/jo00298a042

  日期：1990.5
• [EN] BENZIMIDAZOLE COMPOUNDS<br/>[FR] COMPOSES DE BENZIMIDAZOLE
  申请人：FUJISAWA PHARMACEUTICAL CO

  公开号：WO2004108686A2

  公开（公告）日：2004-12-16

  The present invention provides novel benzimidazole compounds of the formula (I): wherein each symbol is as defined in the specification, salts thereof and prodrugs thereof, which are useful in treating, for example, the diseases curable through decrease in blood sugar level.
• Recyclable Hypervalent Iodine(III) Reagent Iodosodilactone as an Efficient Coupling Reagent for Direct Esterification, Amidation, and Peptide Coupling
  作者：Jun Tian、Wen-Chao Gao、Dong-Mei Zhou、Chi Zhang

  DOI：10.1021/ol301085v

  日期：2012.6.15

  hypervalent iodine(III) reagent plays a novel role as an efficient coupling reagent to promote the direct condensation between carboxylic acids and alcohols or amines to provide esters, macrocyclic lactones, amides, as well as peptides without racemization. The regeneration of iodosodilactone (1) can also be readily achieved. The intermediate acyloxyphosphonium ion C from the activation of a carboxylic acid

  高价碘（III）试剂在促进羧酸与醇或胺之间的直接缩合以提供酯，大环内酯，酰胺以及未经消旋化作用的肽方面起着新颖的作用，可促进羧酸与醇或胺之间的直接缩合。碘代二内酯（1）的再生也可以容易地实现。据认为，来自羧酸活化的中间体酰氧基phosph离子C参与了本酯化反应。