4-氯苯甲酸辛酯 | 27703-70-4

• 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: 4-氯苯甲酸辛酯
• 英文名称: n-octyl 4-chlorobenzoate
• 英文别名: octyl 4-chlorobenzoate
• CAS: 27703-70-4
• 化学式: C₁₅H₂₁ClO₂
• 分子量: 268.784
• InChiKey: JIAKTPQRGQDKAH-UHFFFAOYSA-N

物化性质

• 保留指数：
  1921;1931;1939;1924;1914;1924;1935

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对氯苄基辛基醚 在 邻硝基苯磺酰氯 作用下， 以 乙腈 为溶剂， 反应 6.0h， 以87%的产率得到4-氯苯甲酸辛酯
  参考文献：
  名称：

  Facile oxidation of benzyl ethers by the 2-nitrobenzenesulfonylperoxyl intermediate generated from 2-nitrobenzenesulfonyl chloride and superoxide

  摘要：

  多种苄基醚在乙腈中与从2-硝基苯磺酰氯和过钾氧化物在-25℃下生成的2-硝基苯磺酰过氧自由基中间体反应，以高收率得到相应的酯。

  DOI：

  10.1039/a800106e

文献信息

• Esterification of Tertiary Amides by Alcohols Through C−N Bond Cleavage over CeO ₂
  作者：Takashi Toyao、Md. Nurnobi Rashed、Yoshitsugu Morita、Takashi Kamachi、S. M. A. Hakim Siddiki、Md. A. Ali、A. S. Touchy、Kenichi Kon、Zen Maeno、Kazunari Yoshizawa、Ken‐ichi Shimizu

  DOI：10.1002/cctc.201801098

  日期：2019.1.9

  process proceeds through rate limiting addition of a CeO2 lattice oxygen to the carbonyl group of the adsorbed acetamide species with energy barrier of 17.0 kcal/mol. This value matches well with experimental value (17.9 kcal/mol) obtained from analysis of the Arrhenius plot. Further studies by in situ FT‐IR and temperature programmed desorption using probe molecules demonstrate that both acidic and

  已经发现CeO 2促进叔酰胺形成酯的醇解反应。本催化体系操作简单，可回收，并且不需要添加剂。酯化过程显示出较宽的底物范围（> 45个实例；分离产率高达93％）。密度泛函理论（DFT）研究与现场FT-IR观察相结合的结果表明，该过程通过速率限制将CeO 2晶格氧加到吸附的乙酰胺类化合物的羰基上进行，能量垒为17.0 kcal / mol 。该值与通过分析Arrhenius图获得的实验值（17.9 kcal / mol）很好地匹配。原位进一步研究FT-IR和使用探针分子的程序升温脱附表明，酸性和碱性性质均很重要，因此，CeO 2对CN键断裂反应表现出最佳性能。
• Transition metal-free oxidative esterification of benzylic alcohols in aqueous medium
  作者：Supravat Samanta、Venkatanarayana Pappula、Milan Dinda、Subbarayappa Adimurthy

  DOI：10.1039/c4ob01524j

  日期：——

  Oxidative esterification of benzylic alcohols with a catalytic amount of HBr-H2O2 in aqueous medium under mild conditions is reported with a wide range of substrate scope for both benzylic and aliphatic alcohols. The conditions are also suitable for selective mono-esterification of ethylene glycol and glycerol. With catalytic amounts of HBr (20 mol%) and H2O2, the generation of reactive intermediate species BrOH has been ascertained by UV-visible spectra.

  在温和条件下，通过在水相中使用少量HBr-H2O2的催化氧化酯化反应，报道了苄醇和脂肪醇的广泛底物范围。该条件也适用于乙二醇和甘油的选择性单酯化反应。使用催化量的HBr（20 mol%）和H2O2，通过紫外-可见光谱确定了活性中间体BrOH的生成。
• Esterification of free fatty acids (Biodiesel) using nano sulfated-titania as catalyst in solvent-free conditions
  作者：Mona Hosseini-Sarvari、Esmat Sodagar

  DOI：10.1016/j.crci.2012.10.016

  日期：2013.3

  Résumé Nano sulfated titania was tested as catalyst for esterification of free fatty acids, specially methanolic and ethanolic esterification of stearic acid (biodiesels). Factorial design evidenced a positive effect of reaction temperature, amount of catalyst, and solvents on ester conversion. This nano-sized sulfated titania has been prepared by a sol-gel hydrothermal process. This prepared sulfated titania showed high catalytic activity in direct esterification of fatty acids as well as benzoic acids with various alcohols and phenols under solvent-free conditions. This method is of great value because of its environmentally benign character, easy handling, high yields, convenient operation, and green. FT-IR studies are shown that the catalyst can be reused for acylation without loss of catalytic activity.

  简历 纳米硫酸盐钛被测试为自由脂肪酸酯化的催化剂，特别是硬脂酸（生物柴油）的甲醇和乙醇酯化。实验设计表明，反应温度、催化剂用量和溶剂对酯转化率有正向影响。这种纳米尺寸的硫酸盐钛是通过溶胶-凝胶水热法制备的。制备的硫酸盐钛在无溶剂条件下显示出高催化活性，能直接酯化脂肪酸以及各种醇和酚的苯甲酸。这种方法因其环境友好、易于操作、高产率、操作简便和绿色特性而具有重要价值。傅里叶变换红外光谱研究表明，催化剂可在不损失催化活性的情况下重复用于酰化反应。
• Solvent-Controlled Copper-Catalyzed Oxidation of Benzylic Alcohols to Aldehydes and Esters
  作者：Yefeng Zhu、Yunyang Wei

  DOI：10.1002/ejoc.201300668

  日期：2013.7

  copper-catalyzed selective oxidation of primary alcohols to esters and aldehydes was developed. Under solvent-free conditions, self-oxidative esterification and cross-esterification of benzyl alcohols with various aliphatic alcohols proceed smoothly to give the corresponding esters in good yields. If DMF was used as a solvent, the benzyl alcohols were selectively converted into the corresponding aldehydes in excellent

  开发了一种将伯醇选择性氧化为酯和醛的铜催化工艺。在无溶剂条件下，苯甲醇与各种脂肪醇的自氧化酯化和交叉酯化反应顺利进行，以良好的收率得到相应的酯。如果使用 DMF 作为溶剂，苯甲醇会以极好的收率选择性地转化为相应的醛。
• Rhodium-catalyzed synthesis of esters from aryl iodides and alcohols: use of alcohols with/without the assistance of aldehydes as carbon monoxide and nucleophile sources
  作者：Ju Hyun Kim、Hawon Park、Young Keun Chung

  DOI：10.1039/c6ra25723b

  日期：——

  A CO-gas-free rhodium-catalyzed alkoxycarbonylation of aryl iodide with alcohols has been developed. Alcohols, with/without the aid of an aldehyde, were used as a carbon monoxide and nucleophile source. The former synthesis afforded better yields of the alkoxycarbonylated products. Moreover, phenols also afforded phenoxycarbonylation products with high yields.

  已经开发出无醇的铑的芳族碘化物与醇的无CO-气体铑催化的烷氧基羰基化。在/不使用醛的情况下，将醇用作一氧化碳和亲核试剂的来源。前一种合成提供了更高收率的烷氧羰基化产物。此外，酚还以高收率提供了苯氧羰基化产物。

表征谱图