4-乙酰氧基苯甲酸丙酯 | 27739-13-5

• 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-乙酰氧基苯甲酸丙酯
• 英文名称: n-propyl 4-acetoxybenzoate
• 英文别名: propyl 4-acetoxybenzoate；4-acetoxy-benzoic acid propyl ester；4-Acetoxy-benzoesaeure-propylester；Benzoic acid, 4-(acetyloxy)-, propyl ester；propyl 4-acetyloxybenzoate
• CAS: 27739-13-5
• 化学式: C₁₂H₁₄O₄
• 分子量: 222.241
• InChiKey: OYBWQECAYFAZPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-乙酰氧基苯甲酸丙酯 在 potassium carbonate 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 3.0h， 以79%的产率得到对羟基苯甲酸丙酯
  参考文献：
  名称：

  在非水解条件下温和的化学选择性方法对乙酸芳基酯和苯甲酸酯进行脱保护

  摘要：

  乙酸芳基酯和苯甲酸酯的化学选择性脱保护可以在非水解条件下通过在100°C下于N-甲基-2-吡咯烷酮（NMP）中用K 2 CO 3处理来实现。在分子内竞争期间，在烷基羧酸盐的存在下，乙酸芳基酯和苯甲酸酯的选择性裂解发生。

  DOI：

  10.1016/s0040-4020(01)00922-x
• 作为产物：
  描述：

  对羟基苯甲酸丙酯 、 乙酸酐 在 magnesium(II) perchlorate 作用下， 反应 1.0h， 以85%的产率得到4-乙酰氧基苯甲酸丙酯
  参考文献：
  名称：

  离子聚集体的静电催化：Mg（ClO 4）2作为酰化催化剂的范围和局限性

  摘要：

  碱和碱土金属高氯酸盐在酸酐活化过程中表现出静电催化作用，可进行酰化反应。金属离子的电荷大小函数的值较高的高氯酸盐表现出更好的催化活性，遵循Mg（ClO 4）2 > Ba（ClO 4）2 > LiClO 4的顺序。在室温下，在无溶剂条件下，在催化量的Mg（ClO 4）2存在下，用化学计量的酸酐对结构多样的酚，硫醇，醇和胺进行酰化反应。受阻和电子不足的酚可被有效地酰化。与空间受阻的酸酐（如异丁酸，新戊酸和苯甲酸酐）的酰化反应可与苯酚和醇类以极高的收率进行。酸敏感的醇以极好的收率被酰化，而没有任何竞争性副反应。

  DOI：

  10.1016/j.tet.2003.08.007

文献信息

• Diphenyl Disulfide and Sodium in NMP as an Efficient Protocol for in Situ Generation of Thiophenolate Anion:  Selective Deprotection of Aryl Alkyl Ethers and Alkyl/Aryl Esters under Nonhydrolytic Conditions^,
  作者：Asit K. Chakraborti、Mrinal K. Nayak、Lalima Sharma

  DOI：10.1021/jo010611p

  日期：2002.3.1

  order aryl ester > alkyl ester > aryl alkyl ether. Substrates bearing strong electron-withdrawing groups react at a faster rate than those not having such substitution. The differences in rate of reaction has been exploited for selective deprotection for intramolecular competition. An aryl acetate/benzoate is deprotected selectively in preference to a methyl ester or aryl methyl ether. Selective deprotection

  芳基甲基醚，甲酯，芳基酯和芳基磺酸盐在非水解条件下，通过在NMP中于回流或90°C下用Ph（2）S（2）（0.6当量）和Na（1.6当量）处理，在化学条件下进行化学选择性脱保护。 “ PhS”部分作为有效的亲核物质的定量利用代表了原子经济的节约。HMPA，DMPU，DMEU和DMF等其他溶剂也提供了可比的结果。氯，硝基，醛，α，α-二酮和α，β-不饱和酮官能团不受影响。发现脱保护以芳基酯>烷基酯>芳基烷基醚的顺序进行。带有强吸电子基团的底物比没有取代基的底物反应更快。反应速率的差异已被用于分子内竞争的选择性脱保护。乙酸芳基酯/苯甲酸酯优先于甲基酯或芳基甲基醚选择性地脱保护。在芳基烷基醚存在下观察到甲酯的选择性脱保护。
• Simultaneous In-Cell Derivatization Pressurized Liquid Extraction for the Determination of Multiclass Preservatives in Leave-On Cosmetics
  作者：Lucia Sanchez-Prado、J. Pablo Lamas、Marta Lores、Carmen Garcia-Jares、Maria Llompart

  DOI：10.1021/ac101985h

  日期：2010.11.15

  An effective one-step sample preparation methodology for the determination of multiclass preservatives in cosmetics has been developed, applying, for the first time to this kind of matrix, pressurized liquid extraction (PLE) and a very simple, cheap, and fast derivatization procedure: acetylation with acetic anhydride and pyridine. A multifactorial experimental design has been used to evaluate and optimize the main experimental parameters potentially affecting the extraction process. In the final conditions the sample was mixed with Florisil as the dispersing sorbent and extracted with ethyl acetate for 15 min at 120 °C. One of the main goals of this work was to demonstrate the possibility of carrying out direct cosmetic preservative acetylation by simply adding the derivatization reagents into the PLE cell. The extract was then analyzed by GC/MS without any further cleanup or concentration step. The accuracy, precision, linearity, and detection limits (LODs) were evaluated to assess the performance of the proposed method. Quantitative recoveries were obtained, and relative standard deviation values were lower than 10% in all cases. The obtained LODs ranged from 0.000004% to 0.0001% (w/w), values far below the established restrictions in the European Cosmetics Regulation, making this multicomponent analytical method suitable for routine control. Finally, several cosmetic products such as moisturizing and antiwrinkle creams and lotions, hand creams, sunscreen and after-sun creams, baby lotions, and hair care products were analyzed. All the samples contained several of the target cosmetic ingredients, in some cases at quite high concentrations, although the actual European Cosmetics Regulation was fulfilled in all cases.

  该方法首次将加压液体萃取（PLE）和一种非常简单、廉价和快速的衍生程序（用乙酸酐和吡啶进行乙酰化）应用于此类基质。采用多因素实验设计来评估和优化可能影响萃取过程的主要实验参数。在最终条件下，样品与作为分散吸附剂的 Florisil 混合，并在 120 °C 下用乙酸乙酯萃取 15 分钟。这项工作的主要目的之一是证明只需将衍生化试剂加入 PLE 小室，即可直接进行化妆品防腐剂乙酰化。然后对提取物进行气相色谱/质谱分析，无需任何进一步的净化或浓缩步骤。对该方法的准确度、精密度、线性度和检测限（LOD）进行了评估。该方法的定量回收率和相对标准偏差值均低于 10%。所获得的检出限范围为 0.000004% 至 0.0001%（w/w），远远低于《欧洲化妆品条例》规定的限制值，因此这种多组分分析方法适用于日常控制。最后，对保湿抗皱霜和乳液、护手霜、防晒霜和晒后霜、婴儿乳液和护发产品等几种化妆品进行了分析。尽管所有样品都符合《欧洲化妆品条例》的规定，但所有样品中都含有多种目标化妆品成分，有些样品中的浓度还相当高。
• FILM-FORMING POLYMER AND ANTIFOULING PAINT
  申请人：Jotun AS

  公开号：EP1487928A1

  公开（公告）日：2004-12-22
• [EN] FILM-FORMING POLYMER AND ANTIFOULING PAINT<br/>[FR] POLYMERE FILMOGENE ET PEINTURE ANTISALISSURE
  申请人：JOTUN AS

  公开号：WO2003080747A1

  公开（公告）日：2003-10-02

  Water insoluble, water erodible, film forming polymer for antifouling paint, which includes repeating units corresponding to the monomers A and B : A) 2-95 mole % of monomers of formula (I), wherein n is an integer from 1 to 4, X is H or CH3, Y is H or an optionally esterified COOH group, R1 is Ph(R2)m, -C(O)R3 or -Si(R4)3, m is an integer from 1 to 3, R2, which are the same or different, are selected from -C(O)H, C(O)R5, COOR6, CH2COOR7, C1-4 alkyl, C1-4 alkanoyl, halogen, nitro, OH and OR8, R3 is selected from substituted or unsubstituted alkyl, aryl, aralkyl and heterocyclyl, R4, which are the same or different, are selected from substituted or unsubstituted C1-20 alkyl, C5-20 aryl, C1-20 alkoxy and C5-20 aryloxy, and R5, R6, R7 and R8 are independently selected from substituted or unsubstituted C1-20 alkyl and C5-20 aryl; and B) 5-98 mole % of other vinyl polymerisable monomers.