methyl (2Z)-3-(benzyloxy)-2-propenoate | 81077-02-3

• 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: methyl (2Z)-3-(benzyloxy)-2-propenoate
• 英文别名: methyl (Z)-3-phenylmethoxyprop-2-enoate
• CAS: 81077-02-3
• 化学式: C₁₁H₁₂O₃
• 分子量: 192.214
• InChiKey: AKBYSGLAEQIEMF-FPLPWBNLSA-N

物化性质

• 沸点：
  304.0±35.0 °C(Predicted)
• 密度：
  1.096±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  methyl benzyloxy-α-diazopropionate 在 rhodium(II) acetate dimer 作用下， 以 苯 为溶剂， 反应 1.0h， 以90%的产率得到methyl (2Z)-3-(benzyloxy)-2-propenoate
  参考文献：
  名称：

  Catalyzed insertion reactions of substituted α-diazoesters. A new synthesis of cis-enoates

  摘要：

  DOI：

  10.1016/s0040-4039(01)82093-1

文献信息

• Organic Synthesis with Trialkylphosphine Catalysts. Conjugate Addition of Alcohols to α,β-Unsaturated Alkynic Acid Esters
  作者：Junji Inanaga、Yoshiyasu Baba、Takeshi Hanamoto

  DOI：10.1246/cl.1993.241

  日期：1993.2

  The conjugate addition of alcohols to α,β-unsaturated alkynic acid esters proceeds under neutral conditions in the presence of a catalytic amount of trialkylphosphine to give the corresponding β-alkoxy-α,β-unsaturated alkenic acid esters in good to excellent yields.

  醇与 α,β-不饱和链烯酸酯的共轭加成在中性条件下在催化量的三烷基膦存在下进行，得到相应的 β-烷氧基-α,β-不饱和链烯酸酯，产率良好至极好。
• Syntheses of Mixed-Metal Sulfide Cubane-Type Clusters with the Novel PdMo3S4 Core and Reactivities of the Unique Tetrahedral Pd Site Surrounded by Sulfide Ligands toward Alkenes, CO, tBuNC, and Alkynes
  作者：Takashi Murata、Yasushi Mizobe、Hong Gao、Youichi Ishii、Takanori Wakabayashi、Fumio Nakano、Tomoaki Tanase、Shigenobu Yano、Masanobu Hidai、Izumi Echizen、Hiroshi Nanikawa、Shigeyuki Motomura

  DOI：10.1021/ja00087a025

  日期：1994.4.1

  An incomplete cubane-type cluster [Mo3S4(H2O)(9)]Cl-4 (1) reacted with Pd black in aqueous HCl to give a mixed-metal cubane-type cluster [PdMo3S4(H2O)(9)Cl]Cl-3 (2). Treatment of 2 with 3.3 equiv of 1,4,7-triazacyclononane (tacn) afforded a well-defined single cubane-type cluster [PdMo3S4(tacn)(3)Cl]Cl-3 (3), while an anion metathesis of 2 by 4-toluenesulfonate (TsO) resulted in the formation of a double cubane-type cluster [Pd2Mo6S8(H2O)(18)] (OTs)(8) (4). Detailed structures of both 3 and 4 have been determined by X-ray crystallography. Crystal data for 3.4H(2)O: orthorhombic, space group P2(1)2(1)2(1), a = 17.549(3) Angstrom, b = 20.032(4) Angstrom, c = 10.256(2) Angstrom, V = 3605 Angstrom(3), Z = 4, and R (R(w)) = 0.051 (0.062) for 4014 reflections. For 4.24H(2)O: triclinic, space group P1, a = 15.799(4) Angstrom, b = 18.079(6) Angstrom, c = 11.873(1) Angstrom, alpha = 108.75(2)degrees, beta = 108.73(1)degrees, gamma = 70.87(3)degrees, V = 2944 Angstrom(3), Z = 1, R (R(w)) = 0.028 (0.036) for 10 089 reflections. Cluster 3 was converted into a series of single cubane-type clusters [PdMo3S4(tacn)(3)(L)](4+) containing alkenes, CO, and (t)BuNC coordinated to the tetrahedral Pd site, by the initial anion exchange forming [PdMo3S4(tacn)(3)Cl]X(3) (8a, X = ClO4; 8b, X = BF4; 8c, X = PF6) followed by treatment with these molecules. The alkene cluster [PdMo3S4(tacn)(3)(cis-HOCH2CH=CHCH2OH)](ClO4)(4) (5a') and the carbonyl cluster [PdMo3S4(tacn)(3)(CO)]Cl(ClO4)(3) (6a) have been fully characterized by X-ray analyses. Crystal data for 5a'.2H(2)O: monoclinic, space group P2(1)/m, a = 12.314(1) Angstrom, b = 12.732(2) Angstrom, c = 15.736(2) Angstrom, beta = 94.01(1)degrees, V = 2461 Angstrom(3), Z = 2, R (R(w)) = 0.068 (0.081) for 2743 reflections. For 6a.3H(2)O: orthorhombic, space group Pbca, a = 15.485(13) Angstrom, b = 23.900(6) Angstrom, c = 23.326(7) Angstrom, V = 8633 Angstrom(3), Z = 8, and R (R(w)) = 0.061 (0.069) for 7761 reflections. Interestingly, cluster 8c catalyzes the reaction of a series of alkynic acid esters R(2)C-CCOOR(1) with alcohols R(3)OH to give the trans addition products (Z)-(R(3)O)R(2)C=CHCOOR(1) (R(1) = Me, Et, (t)Bu, Ph, R(2) = H, R(3) = Me; R(1) = R(3) = Me, R(2) = COOMe, Me; R(1) = Ph, R(2) = Et, R(3) = Me; R(1) = Me, R(2) = H, R(3) = Et, PhCH(2)) with quite high selectivity under mild conditions with retention of the cluster core.
• Catalyzed insertion reactions of substituted α-diazoesters. A new synthesis of cis-enoates
  作者：Nobuo Ikota、Norio Takamura、Stanley D. Young、Bruce Ganem

  DOI：10.1016/s0040-4039(01)82093-1

  日期：——