1-(2-Methylphenyl)ethylacetat | 19759-21-8

• 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: 1-(2-Methylphenyl)ethylacetat
• 英文别名: 2-Methyl-1-<1-acetoxy-ethyl>-benzol；Essigsaeure-<1-o-tolyl-ethylester>；Essigsaeure-1-(o-tolyl)-ethylester；1-(o-Tolyl)-ethylacetat；1-<2-Methyl-phenyl>-ethylacetat；α,2-dimethyl-benzenemethanol, acetate；1-o-methylphenyl ethyl acetate；1-(2-Methylphenyl)ethyl acetate
• CAS: 19759-21-8；132362-83-5
• 化学式: C₁₁H₁₄O₂
• 分子量: 178.231
• InChiKey: NOQHVSZXSJFXQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(2-Methylphenyl)ethylacetat 在 碳酸氢钠 作用下， 以 四氯化碳 、 N-氯代丁二酰亚胺 为溶剂， 生成 2-(Chloromethyl)-α-methylbenzenemethanol, acetate
  参考文献：
  名称：

  Herbicidal benzylsulfonamides

  摘要：

  本发明涉及某些除草磺胺类化合物，其在农业上适宜的组合物及其用作一般或选择性的预出苗或后出苗除草剂或植物生长调节剂的方法。

  公开号：

  US05071469A1
• 作为产物：
  描述：

  1-(2-甲基苯基)乙醇 在 盐酸 、 4-二甲氨基吡啶 、 乙酸酐 、 三乙胺 作用下， 以 乙醚 为溶剂， 生成 1-(2-Methylphenyl)ethylacetat
  参考文献：
  名称：

  Herbicidal benzylsulfonamides

  摘要：

  本发明涉及某些除草磺胺类化合物，其在农业上适宜的组合物及其用作一般或选择性的预出苗或后出苗除草剂或植物生长调节剂的方法。

  公开号：

  US05071469A1

文献信息

• Copper(II) Triflate as a Double Catalyst for the One-Pot Click Synthesis of 1,4-Disubstituted 1,2,3-Triazoles from Benzylic Acetates
  作者：Shin-ichi Fukuzawa、Eiji Shimizu、Satoshi Kikuchi

  DOI：10.1055/s-2007-986638

  日期：2007.9

  Copper(II) triflate doubly catalyzed the substitution of benzylic acetates by TMSN3 and the subsequent 1,3-dipolar addition with an alkyne in one pot. This procedure afforded the preparation of 1,4-disubstituted 1,2,3-triazoles in good yields starting from the easily accessible acetates without isolating an organic azide ­using a single catalyst.

  铜(II)三氟甲磺酸盐双重催化苄基乙酸酯与TMSN3的取代反应，以及随后与炔烃的一锅法1,3-偶极加成反应。该过程以良好产率制备了易于获得的乙酸酯为起始物，无需分离有机叠氮化合物，仅使用单一催化剂即可合成1,4-二取代的1,2,3-三唑。
• Entrapment of Pseudomonas cepacia lipase with peracetylated β-cyclodextrin in sol–gel: application to the kinetic resolution of secondary alcohols
  作者：Ashraf Ghanem、Volker Schurig

  DOI：10.1016/s0957-4166(03)00550-0

  日期：2003.9

  cepacia lipase with peracetylated β-cyclodextrin was immobilized by the sol–gel process. The gel-entrapped lipase/cyclodextrin was prepared by the hydrolysis of methyltrimethoxysilane (MTMS) in the presence of the co-lyophilized lipase with peracetylated β-cyclodextrin prepared with different weight ratios (enzyme to CD). This type of enzyme preparation was subsequently used in the kinetic resolution

  共冻干洋葱假单胞菌过乙酰化β-环糊精的脂肪酶通过溶胶-凝胶法固定化。凝胶包裹的脂肪酶/环糊精是在共冻干脂肪酶与过乙酰化的β-环糊精共存的条件下，通过甲基三甲氧基硅烷（MTMS）的水解而制得的，所述过乙酰化的β-环糊精以不同的重量比（酶与CD）制备。这种类型的酶制剂随后用于动力学拆分一组仲醇，其中乙酸异丙烯酯作为甲苯中无害的酰基供体，作为有机介质。使用气相色谱法在新的手性固定相（CSP）Chirasil-β-Dex上含有十一碳亚甲基间隔基（C11-Chirasil-Dex）的情况下，在不进行衍生化的情况下，将分析中得到的手性醇（底物）和相应的乙酸盐（产物）进行基线分离。 。
• Lipase-catalyzed Irreversible Transesterification of Secondary Alcohols Using Isopropenyl Acetate
  作者：Ashraf Ghanem、Volker Not Available

  DOI：10.1007/s00706-003-0025-1

  日期：2003.8.1

   Asymmetric acetylation of a set of secondary alcohols with the innocuous acyl donor isopropenyl acetate catalyzed by a lipase from Pseudomonas cepacia immobilized on ceramic particles (PSL-C) in toluene as organic medium afforded the chiral alcohols and the corresponding acetates in high enantiomeric excess (up to 99%). An effective baseline separation of the enantiomers of both substrate and product

  用固定在陶瓷颗粒（PSL-C）上的 洋葱假单胞菌（PSeudomonas cepacia） 的脂肪酶催化的无毒酰基供体乙酸异丙烯酯对一组仲醇进行不对称乙酰化， 得到手性醇和相应的对映体过量的乙酸盐至99％）。在一种分析中，在不使用衍生化作用的情况下，在没有衍生化的新分析方法中，对底物和产物的对映异构体进行了有效的基线分离，该新手性固定相（CSP）Chirasil-β-Dex含有十一烷间隔基（C11-Chirasil-Dex）。
• Competitive Carbonium Ion Processes. Catalysis of Acylation and Acetoxylation Reactions by Polyphosphoric Acid
  作者：Leon Rand、Richard J. Dolinski

  DOI：10.1021/jo01350a042

  日期：1966.12
• Planar Chiral (η⁶-Arene) Ruthenium Cp Complexes in Organic Synthesis:  Diastereoselective Complexation of Arene Compounds with Benzylic Alcohol and Its Synthetic Application to Chiral Biaryls
  作者：Ken Kamikawa、Kei Norimura、Masaru Furusyo、Takahiro Uno、Yasuko Sato、Atutoshi Konoo、Gerhard Bringmann、Motokazu Uemura

  DOI：10.1021/om020971i

  日期：2003.3.1

  1-o-Substituted phenylethanols gave diastereoselective ruthenium Cp complexes via coordination of ruthenium with benzylic oxygen. This reaction can be further applied to the diastereoselective ruthenium complexation of delta-lactone-bridged biaryls possessing a chiral benzyl alcohol function at the side chain. Although delta-lactone-bridged biphenyls 10a and 10b exist as an inseparable equilibrated atropisomeric mixture, the corresponding ruthenium complexes 11a and 11b were obtained as a single compound, respectively, with differentiated arene face complexation and fixation of the central bond. Analogous biaryl compound 15 with a naphthalene fragment gave three Cp ruthenium complexes, 16, 17, and 18, in various ratios depending on reaction temperature. Naphthalene ring-coordinated ruthenium complex 16 was isomerized to the complex 17 via axial isomerization and ruthenium fragment migration to the inverted arene face by heating at 50 degreesC in dichloroethane, and the ruthenium complexes 16 and 17 were further transformed to benzene ring-coordinated ruthenium complex 18 by heating at 90degreesC. The diastereoselective ruthenium complexation with fixation (and isomerization) of the axial bond of d-lactone-bridged biaryls 10 and 15 was supported by ab initio calculations. Also, the ab initio calculations of d-lactone-bridged biaryl ruthenium complexes with a naphthalene fragment were well consistent with the experimental results. The obtained ruthenium complexes of d-lactone-bridged biaryls afforded axially chiral biaryls by ring opening of delta-lactone with nonchiral reagents.