1-naphthylmethyl phenylpropanoate | 132833-00-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-naphthylmethyl phenylpropanoate
• 英文别名: 1-naphthylmethyl 3-phenylpropanoate；Naphthalen-1-ylmethyl 3-phenylpropanoate
• CAS: 132833-00-2
• 化学式: C₂₀H₁₈O₂
• 分子量: 290.362
• InChiKey: LTGPFKFXFIXZSK-UHFFFAOYSA-N

物化性质

• 沸点：
  441.6±14.0 °C(Predicted)
• 密度：
  1.145±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 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：

  甲醇 、 1-naphthylmethyl phenylpropanoate 以92%的产率得到抑芽醚
  参考文献：
  名称：

  Rates of decarboxylation of acyloxy radicals formed in the photocleavage of substituted 1-naphthylmethyl alkanoates

  摘要：

  Rates of decarboxylation (k(CO2)R) have been estimated for the acyloxy radicals 7a-f formed in the photolysis of substituted 1-naphthylmethyl alkanoates 6a-f. These rates are based on a proposed mechanism involving initial carbon-oxygen homolytic bond cleavage from the excited singlet state. The products are formed by two competing pathways: electron transfer in the radical pair to give an ion pair and decarboxylation. Measured product yields along with an estimate of the electron-transfer rate (k(ET)) allow calculation of k(CO2)R as a function of R. The values obtained are the following (R, k (10(9) s-1)): CH3, < 1.3; CH3CH2, 2.0; (CH3)2CH, 6.5; (CH3)3C, 11; PhCH2, 5.0; PhCH2CH2, 2.3.

  DOI：

  10.1021/ja00007a049
• 作为产物：
  描述：

  1-萘甲醇 、 3-苯丙酰氯 在 吡啶 作用下， 以 苯 为溶剂， 反应 6.0h， 生成 1-naphthylmethyl phenylpropanoate
  参考文献：
  名称：

  苯乙酸和 3-苯丙酸的取代 1-萘基甲酯的光化学：自由基对、离子对和 Marcus 电子转移

  摘要：

  苯乙酸 (3a-k) 和 3-苯基丙酸 (5a-c) 酸的环取代 1-萘基甲酯已在甲醇溶剂中光解。这些反应的主要产物来自两个关键中间体，即 1-萘甲基自由基/酰氧基自由基对和 1-萘甲基阳离子/羧酸根阴离子对。在从酰氧基中失去二氧化碳后，自由基对导致形成笼内偶联产物 8a-k 和 10a-c。离子对导致甲基醚 6a-k 和羧酸 7 和 9

  DOI：

  10.1021/ja00059a012

文献信息

• US5665603A
  申请人：——

  公开号：US5665603A

  公开（公告）日：1997-09-09
• [EN] SELECTIVE MODIFICATION OF THE CARBOXY THERMINUS OF A PROTEIN<br/>[FR] MODIFICATION SELECTIVE DE LA TERMINAISON CARBOXY D'UNE PROTEINE
  申请人：PERKIN-ELMER CORPORATION

  公开号：WO1995003066A1

  公开（公告）日：1995-02-02

  (EN) A method of converting an N-protected amino acid to a corresponding amino acid thiohydantoin is disclosed. The method comprises reacting an N-protected amino acid with a compound represented as follows (OR)(OR')P(=O)X or (OR)(OR')P(=O)-O-P(=O)(OR'')(OR''') wherein R, R', R'', and R''' are each alkyl, aryl or aralkyl groups and X is halogen. The activated N-protected amino acid thus obtained is then reacted with a thiocyanate reagent to generate an N-protected amino acid thiohydantoin.(FR) Procédé de conversion d'acides aminés à protection N en thiohydantoïne aminé, qui consiste à faire réagir un acide aminé à protection N avec un composé représenté par les formules (OR)(OR')P(=O)X ou (OR)(OR')P(=O)-O-P(=O)(OR'')(OR'''), dans lesquelles R, R', R'' et R''' sont chacun des groupes alkyle, aryle ou aralkyle et X est halogène. L'acide aminé activé à protection N ainsi obtenu est ensuite mis en réaction avec un réactif sous forme de thiocyanate pour produire de la thiohydantoïne d'acide aminé à protection N.
• Photochemistry of substituted 1-naphthylmethyl esters of phenylacetic and 3-phenylpropanoic acid: radical pairs, ion pairs, and Marcus electron transfer
  作者：Dayal P. DeCosta、James A. Pincock

  DOI：10.1021/ja00059a012

  日期：1993.3

  The ring-substituted 1-naphthylmethyl esters of phenylacetic (3a-k) and 3-phenylpropanoic (5a-c) acid have been photolyzed in methanol solvent. The major products of these reactions are derived from two critical intermediates, the 1-naphthylmethyl radical/acyloxy radical pair and the 1-naphthylmethyl cation/carboxylate anion ion pair. The radical pair results in formation of the in-cage coupled products

  苯乙酸 (3a-k) 和 3-苯基丙酸 (5a-c) 酸的环取代 1-萘基甲酯已在甲醇溶剂中光解。这些反应的主要产物来自两个关键中间体，即 1-萘甲基自由基/酰氧基自由基对和 1-萘甲基阳离子/羧酸根阴离子对。在从酰氧基中失去二氧化碳后，自由基对导致形成笼内偶联产物 8a-k 和 10a-c。离子对导致甲基醚 6a-k 和羧酸 7 和 9
• Rates of decarboxylation of acyloxy radicals formed in the photocleavage of substituted 1-naphthylmethyl alkanoates
  作者：James W. Hilborn、James A. Pincock

  DOI：10.1021/ja00007a049

  日期：1991.3

  Rates of decarboxylation (k(CO2)R) have been estimated for the acyloxy radicals 7a-f formed in the photolysis of substituted 1-naphthylmethyl alkanoates 6a-f. These rates are based on a proposed mechanism involving initial carbon-oxygen homolytic bond cleavage from the excited singlet state. The products are formed by two competing pathways: electron transfer in the radical pair to give an ion pair and decarboxylation. Measured product yields along with an estimate of the electron-transfer rate (k(ET)) allow calculation of k(CO2)R as a function of R. The values obtained are the following (R, k (10(9) s-1)): CH3, < 1.3; CH3CH2, 2.0; (CH3)2CH, 6.5; (CH3)3C, 11; PhCH2, 5.0; PhCH2CH2, 2.3.