2-hydroxy-2-(4-methylphenyl)ethyl acetate | 98750-11-9

• 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: 2-hydroxy-2-(4-methylphenyl)ethyl acetate
• 英文别名: 2-hydroxy-2-(p-tolyl)ethyl acetate；[2-Hydroxy-2-(4-methylphenyl)ethyl] acetate
• CAS: 98750-11-9
• 化学式: C₁₁H₁₄O₃
• 分子量: 194.23
• InChiKey: XKMZSQRSCICNJE-UHFFFAOYSA-N

物化性质

• 沸点：
  324.3±27.0 °C(Predicted)
• 密度：
  1.120±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-hydroxy-2-(4-methylphenyl)ethyl acetate 在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 反应 24.0h， 生成 (4-甲基苯基)-1,2-乙二醇
  参考文献：
  名称：

  CuI/l-proline-catalyzed selective one-step mono-acylation of styrenes and stilbenes

  摘要：

  Vicinal di-oxygenation of styrene-type olefins was achieved with cheaper, less toxic Cul in the presence of L-proline as ligand and NalO(4) as the oxidant. This approach provides a straightforward and efficient access to mono-acylated diols from both styrene and stilbene derivatives with good to excellent yields and diastereoselectivity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.08.084
• 作为产物：
  描述：

  Alpha-甲基苯乙烯 在 吡啶 、 cyclopropyl malonoyl peroxide 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 45.0h， 生成 2-hydroxy-2-(4-methylphenyl)ethyl acetate
  参考文献：
  名称：

  Alkene anti-Dihydroxylation with Malonoyl Peroxides

  摘要：

  Malonoyl peroxide 1, prepared in a single step from the commercially available diacid, is an effective reagent for the anti-dihydroxylation of alkenes. Reaction of 1 with an alkene in the presence of acetic acid at 40 degrees C followed by alkaline hydrolysis leads to the corresponding diol (35-92%) with up to 13:1 anti-selectivity. A mechanism consistent with experimental findings is proposed that accounts for the selectivity observed.

  DOI：

  10.1021/acs.orglett.5b02674

文献信息

• Oxidation by cobalt(III) acetate. Part 6. A novel synthesis of the glycol monoacetates from aromatic olefins in wet acetic acid
  作者：Masao Hirano、Takashi Morimoto

  DOI：10.1039/p29840001033

  日期：——

  Oxidation of various aryl-conjugated olefins with cobalt(III) acetate in wet acetic acid under nitrogen affords the glycol monoacetates in moderate to good yields. None of the phenyl rearrangement product is formed in the present reactions. These results are best interpreted by assuming the formation of a Co-co-ordinated intermediate.

  在湿乙酸中，在氮气下用乙酸钴（III）在乙酸中氧化各种芳基共轭烯烃，可得到中等收率的乙二醇单乙酸酯。在本反应中没有形成苯基重排产物。通过假设形成一个协同中间体，可以最好地解释这些结果。
• Vicinal Difunctionalization of Alkenes under Iodine(III) Catalysis involving Lewis Base Adducts
  作者：Kristina Aertker、Raquel J. Rama、Julita Opalach、Kilian Muñiz

  DOI：10.1002/adsc.201601178

  日期：2017.4.17

  by X‐ray analysis. This arrangement was shown to generate a kinetically competent superior catalyst structure for the catalytic dioxygenation of alkenes. It introduces the concept of Lewis base adduct formation as a kinetic factor in iodine(I/III) catalysis.

  探索了2-吡啶基取代基对芳基碘化物在碘（III）化学中作为催化剂的催化性能的影响。通过X射线分析鉴定并确认了吡啶氮与亲电子碘（III）中心之间的有效Lewis碱加合物。已显示该布置产生了用于烯烃的催化双加氧的动力学上称能的优异催化剂结构。它介绍了路易斯碱加合物形成的概念，它是碘（I / III）催化中的动力学因子。
• Bis(NHC)-Palladium(II) Complex-Catalyzed Dioxygenation of Alkenes
  作者：Wenfeng Wang、Feijun Wang、Min Shi

  DOI：10.1021/om900975a

  日期：2010.2.22

  Bis(NHC)-Pd(II) complexes derived from 1,1'-binaphthyl-2,2'-diamine (BINAM) were successfully first used to catalyze the dioxygenation of alkenes under mild conditions tolerant of air and moisture. Cationic NHC-Pd2+ diaquo complex le showed the highest catalytic activity to give 1,2-dioxygenation products with good syn-diastercoselectivity for 1,2-disubstituted alkenes.
• Norman, Julie A.; Thomas, C. Barry; Burrow, Michael J., Journal of the Chemical Society. Perkin transactions I, 1985, p. 1087 - 1094
  作者：Norman, Julie A.、Thomas, C. Barry、Burrow, Michael J.

  DOI：——

  日期：——
• HIRANO, MASAO;MORIMOTO, TAKASHI, J. CHEM. SOC. PERKIN TRANS., 1984, N 6, 1033-1036
  作者：HIRANO, MASAO、MORIMOTO, TAKASHI

  DOI：——

  日期：——