diethyl 2-(1-benzyl-2-phenylethyl) malonate | 25315-69-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: diethyl 2-(1-benzyl-2-phenylethyl) malonate
• 英文别名: diethyl dibenzylmethylmalonate；(1-benzyl-2-phenyl-ethyl)-malonic acid diethyl ester；(1-Benzyl-2-phenyl-aethyl)-malonsaeure-diaethylester；Diethyl 2-(1,3-diphenylpropan-2-yl)propanedioate
• CAS: 25315-69-9
• 化学式: C₂₂H₂₆O₄
• 分子量: 354.446
• InChiKey: KPXARPHQDJQMHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  26
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  diethyl 2-(1-benzyl-2-phenylethyl) malonate 在 氢氧化钾 作用下， 生成 3-benzyl-4-phenylbutanoic acid
  参考文献：
  名称：

  Carter, Journal of Biological Chemistry, 1935, vol. 108, p. 619,624

  摘要：

  DOI：
• 作为产物：
  描述：

  丙二酸二乙酯 在 乙醚 、 乙酸酐 、 zinc(II) chloride 作用下， 生成 diethyl 2-(1-benzyl-2-phenylethyl) malonate
  参考文献：
  名称：

  Carter, Journal of Biological Chemistry, 1935, vol. 108, p. 619,624

  摘要：

  DOI：

文献信息

• Effect of Deuterium on the Kinetics of 1,5-Hydrogen Shifts:  5-Dideuteriomethylene-2,4,6,7,9-pentamethyl-11,11a- dihydro-12<i>H</i>-naphthacene
  作者：William von E. Doering、Edmund J. Keliher

  DOI：10.1021/ja066018c

  日期：2007.3.1

  phenyl groups in the title compound. The effect is insignificant. Incidental to the presence of the sterically effective methyl groups in the title compound, participation of the hydrogen atoms of an aromatic methyl group as part of the 1,3(Z)-pentadienyl system has been uncovered in 6,8-dimethyl-1-methylene-1,2,3,4-tetrahydronaphthalene. The rate of the rearrangement is too slow to compromise the kinetics

  为了在 1,5-氢转移中获得动力学氘同位素效应的更可靠的温度依赖性，设计了标题化合物以抑制可能由二阶烯-烯结合引起的有害副反应。kH/kD 的值，4.58-5.15，在 185.8-153.8 摄氏度的范围内，根据导出的 Arrhenius 方程外推，在 25 摄氏度时为 8-14。另一个目标是评估对与标题化合物中苯基的共面性约束相比，2,4-二苯基-1,3(Z)-戊二烯中的苯基可自由旋转。效果微乎其微。顺便说一下，标题化合物中存在空间有效的甲基，芳族甲基的氢原子作为 1，在 6,8-二甲基-1-亚甲基-1,2,3,4-四氢萘中发现了 3(Z)-戊二烯基体系。重排速度太慢，不会影响标题化合物中氢位移的动力学。对基于少量速率常数估计 Arrhenius 参数不确定性的传统程序进行重新评估，导致提出了一种替代程序，该程序基于与单个速率常数相关的统计上更显着的不确定性。
• A Facile One-Step Synthesis of Ethyl 2-(L,L-Dialkyl and Arylmethyl) Malonates
  作者：Young Mee Kim、Tae Woo Kwon、Sung Kee Chung、Michael B. Smith

  DOI：10.1080/00397919908085773

  日期：1999.1

  Abstract Diethyl ethoxymethylenemalonate (EMME) is unexpectedly converted into diethyl 2-(1,1 -dialkyl and diarylmethyl) malonate derivatives by a classical Grignard reaction. Addition of organocuprates to EMME gave diethyl 2-(l-ethoxyalkyl) malonate derivatives. The yields range from 42-63%.

  摘要 乙氧基亚甲基丙二酸二乙酯 (EMME) 通过经典的格氏反应意外地转化为 2-（1,1-二烷基和二芳基甲基）丙二酸二乙酯衍生物。将有机铜酸盐加入 EMME 得到 2-(1-乙氧基烷基)丙二酸二乙酯衍生物。产率范围为 42-63%。
• Reactions of Organometallic Compounds with Conjugated Enol Ethers: Synthesis of β-Arylacrylates, Diarylmethylmalonates and Analogous Compounds
  作者：D. P. Nabar、S. V. Sunthankar

  DOI：10.1246/bcsj.42.2991

  日期：1969.10
• Design and synthesis of 2-(1,3-dialkoxy-2-methylpropan-2-yl)-1,3-diarylpropanes as tethering units for folded H-stacking polymers
  作者：Ryota Moriai、Yu-suke Naito、Ryosuke Nomura、Shigeaki Funyu、Ken-ich Ishitsuka、Naoki Asano、Sentaro Okamoto

  DOI：10.1016/j.tetlet.2014.03.020

  日期：2014.4

  1,3-Diarylpropenes 9 having a 1,3-dialkoxy-2-methylpropan-2-yl group were designed as tethering monomers for folded H-stacking polymers, and were readily synthesized from 2-ethoxymethylidene malonate in four- or five-steps, including a facile sequential addition-elimination-addition reaction of benzyl zinc reagents. The preference for the closed (stacked) conformation in the resulting 2-substituted 1,3-diarylpropanes 9 was evaluated using MM2 calculations, H-1 NMR analyses, and fluorescence measurements. Copolymerization of the resulting monomers 9 with compounds containing pi-units provided polymers with blue-shifted UV-absorptions both in solution and as films, compared with that of a model compound containing a single pi-unit. This optical property is unique to H-aggregated pi-units. (C) 2014 Elsevier Ltd. All rights reserved.
• Carter, Journal of Biological Chemistry, 1935, vol. 108, p. 619,624
  作者：Carter

  DOI：——

  日期：——