pentyl p-nitrobenzenesulfonate | 26738-03-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: pentyl p-nitrobenzenesulfonate
• 英文别名: pentyl 4-nitrobenzenesulfonate；Pentyl-1-<4-nitro-benzolsulfonsaeureester>；n-pentyl 4-nitrobenzenesulfonate；4-nitro-benzenesulfonic acid pentyl ester；4-Nitro-benzolsulfonsaeure-pentylester
• CAS: 26738-03-4
• 化学式: C₁₁H₁₅NO₅S
• 分子量: 273.31
• InChiKey: PLJXHQUNWPCMGV-UHFFFAOYSA-N

物化性质

• 熔点：
  56 °C
• 沸点：
  405.1±28.0 °C(Predicted)
• 密度：
  1.268±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  97.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  pentyl p-nitrobenzenesulfonate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 生成 sulfanilic acid pentyl ester
  参考文献：
  名称：

  Design, Synthesis, and Insecticidal Evaluation of New Benzoylureas Containing Amide and Sulfonate Groups Based on the Sulfonylurea Receptor Protein Binding Site for Diflubenzuron and Glibenclamide

  摘要：

  On the basis of the sulfonylurea receptor (SUR) protein binding site for diflubenzuron and glibenclamide, 15 new benzoylphenylureas containing amide and sulfonate groups were designed and synthesized. Their structures were characterized by H-1 nuclear magnetic resonance (NMR) and elemental analysis [or high-resolution mass spectrometry (HRMS)]. The larvicidal activities of the new compounds against oriental armyworm and diamondback moth were evaluated. Compound II-3 showed nearly the same level of insecticidal activity against oriental armyworm as commercial insecticide flucycloxuron and, thus, emerged as a new lead compound for the development of new benzoylurea insecticides.

  DOI：

  10.1021/jf304468b
• 作为产物：
  描述：

  sodium pentanolate 、 对硝基苯磺酰氯 生成 pentyl p-nitrobenzenesulfonate
  参考文献：
  名称：

  Bost; Deebel, 1950, vol. 66, p. 157,160

  摘要：

  DOI：

文献信息

• Synthetic manipulation of the triflone group
  作者：James B. Hendrickson、Paul L. Skipper

  DOI：10.1016/0040-4020(76)85149-6

  日期：1976.1

  trifluoromethanesulfinates to trifluoromethanesulfones (“triflones”) was developed as a synthetic method for obtaining these compounds Their utility as reagents for the construction of carbon skeletons is explored with regard to reactions such as alkylation, conjugation addition, and cycloaddition. In addition, the conversion of triflones to more common functionality is described.

  三氟甲烷亚磺酸盐重排为三氟甲烷砜（“三氟甲酮”）是获得这些化合物的合成方法，其烷基化，共轭加成和环加成等反应被用作碳骨架的试剂。另外，还描述了三氟甲磺酸酯向更常见功能的转化。
• Thermally Responsive Selenide‐containing Materials Based on Transalkylation of Selenonium Salts
  作者：Sisi Chen、Vincent Scholiers、Mengyao Zhang、Jiandong Zhang、Jian Zhu、Filip E. Du Prez、Xiangqiang Pan

  DOI：10.1002/anie.202309652

  日期：2023.12.4

  A thermally responsive C−Se dynamic covalent chemistry (DCC) that relies on the transalkylation between selenonium salts and selenides can be easily achieved by adding alkylation reagents to the selenide compounds. By incorporating selenonium salts into polyurethane networks, we observed that the materials exhibited good healing ability at elevated temperatures as well as solvent and creep resistance

  通过向硒化物中添加烷基化试剂，可以轻松实现依赖于硒盐和硒化物之间烷基转移的热响应 C−Se 动态共价化学 (DCC)。通过将硒盐纳入聚氨酯网络，我们观察到该材料在高温下表现出良好的愈合能力，在环境温度下表现出良好的耐溶剂性和抗蠕变性。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: F: PerFHalOrg.SVol.3, 6.2.2, page 1 - 48
  作者：

  DOI：——

  日期：——
• Inscribing the Perimeter of the PagP Hydrocarbon Ruler by Site-Specific Chemical Alkylation
  作者：M. Adil Khan、Joel Moktar、Patrick J. Mott、Mary Vu、Aaron H. McKie、Thomas Pinter、Fraser Hof、Russell E. Bishop

  DOI：10.1021/bi1011496

  日期：2010.10.26

  The Escherichia coli outer membrane phospholipid:lipid A palmitoyltransferase PagP selects palmitate chains using its beta-barrel-interior hydrocarbon ruler and interrogates phospholipid donors by gating them laterally through an aperture known as the crenel. Lipid A palmitoylation provides antimicrobial peptide resistance and modulates inflammation signaled through the host TLR4/MD2 pathway. Gly88 substitutions can raise the PagP hydrocarbon ruler floor to correspondingly shorten the selected acyl chain. To explore the limits of hydrocarbon ruler acyl chain selectivity, we have modified the single Gly88Cys sulfhydryl group with linear alkyl units and identified C10 as the shortest acyl chain to be efficiently utilized. Gly88Cys-S-ethyl, S-n-propyl, and S-n-butyl PagP were all highly specific for C12, C11, and C10 acyl chains, respectively, and longer aliphatic or aminoalkyl substitutions could not extend acyl chain selectivity any further. The donor chain length limit of C10 coincides with the phosphatidylcholine transition from displaying bilayer to micellar properties in water, but the detergent inhibitor lauryldimethylamine At-oxide also gradually became ineffective in a micellar assay as the selected acyl chains were shortened to C10. The Gly88Cys-S-ethyl and norleucine substitutions exhibited superior C12 acyl chain specificity compared to that of Gly88Met PagP, thus revealing detection by the hydrocarbon ruler of the Met side chain tolerance for terminal methyl group gauche conformers. Although norleucine substitution was benign, selenomethionine substitution at Met72 was highly destabilizing to PagP. Within the hydrophobic and van der Waals-contacted environment of the PagP hydrocarbon ruler, side chain flexibility, combined with localized thioether-aromatic dispersion attraction, likely influences the specificity of acyl chain selection.