5-phenyl-n-valeric acid sodium salt

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 5-phenyl-n-valeric acid sodium salt
• 英文别名: sodium 5-phenyl-1-valerate；sodium 5-phenylpentanoate；5-phenylpentanoic acid sodium salt；Sodium;5-phenylpentanoate
• 化学式: C₁₁H₁₃O₂*Na
• 分子量: 200.213
• InChiKey: ARWHEHPGMRZTGA-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.85
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  40.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-phenyl-n-valeric acid sodium salt 在 palladium on activated charcoal 氢气 、 重水 作用下， 20.0 ℃ 、101.33 kPa 条件下， 反应 24.0h， 生成
  参考文献：
  名称：

  借助Pd / CH（2）-D（2）O系统进行的烷基取代苯衍生物的高效h / d交换反应。

  摘要：

  描述了一种有效和广泛的H / D取代苯衍生物的H / D交换的方法，该方法是在氢气氛下，在D（2）O中作为氘源的多相Pd / C催化的。通过使用Pd / CH（2）-D（2）O系统将多氘掺入未活化的带有羧基，羟基，醚，酯或酰胺部分的直链或支链烷基链上，并与苯环连接。本方法不需要昂贵的氘气或任何专用设备。

  DOI：

  10.1002/chem.200601615
• 作为产物：
  描述：

  5-苯基戊酸 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 8.0h， 生成 5-phenyl-n-valeric acid sodium salt
  参考文献：
  名称：

  Effects of Structure Variation on Solution Properties of Hydrotropes: Phenyl versus Cyclohexyl Chain Tips

  摘要：

  The physicochemical behavior of the phenyl-n-alkanoate (PhenCx) and cyclohexyl-n-alkanoate (CyclohexCx) series has been investigated, supporting previous work on the understanding of hydrotropes (Hopkins Hatzopoulos, M.; Eastoe, J.; Dowding, P.J.; Rogers, S. E.; Heenan, R; Dyer, R. Langmuir 2011, 27, 12346-12353). Electrical conductivity, surface tension, H-1 NMR, and small-angle neutron scattering (SANS) were used to study adsorption and aggregation in terms of critical aggregation concentration (cac). The PhenCx series exhibited very similar d log(cac)/dn to n-alkylbenzoates (CnBenz), exhibiting two branches of behavior, with a common inflection point at four linear carbons, whereas the CyclohexCx series showed no break point. Electrical conductivity and H-1 NMR concentration scans indicate a difference in physicochemical behavior between higher and lower homologues in both the PhenCx and CyclohexCx series. Surface tension measurements with compounds belonging to either group gave typical Gibbs adsorption profiles, having d log(cac)/dn curves consistent with limiting headgroup areas in the region of (35-55 angstrom(2)) indicating monolayer formation. SANS profiles showed no evidence for aggregates below the electrical conductivity determined cac values, inferring an "on-off" mode of aggregation. Analyses of SANS profiles was consistent with charged ellipsoidal aggregates, persisting from lower through to higher homologues in both the PhenCx and CyclohexCx series.

  DOI：

  10.1021/la301222m

文献信息

• Efficient and Convenient Heterogeneous Palladium-Catalyzed Regioselective Deuteration at the Benzylic Position
  作者：Takanori Kurita、Kazuyuki Hattori、Saori Seki、Takuto Mizumoto、Fumiyo Aoki、Yuki Yamada、Kanoko Ikawa、Tomohiro Maegawa、Yasunari Monguchi、Hironao Sajiki

  DOI：10.1002/chem.200701147

  日期：2008.1.7

  hydrogen-deuterium (H-D) exchange reaction on the benzylic site proceeded in D2O in the presence of a small amount of H2 gas. The use of the Pd/C-ethylenediamine complex [Pd/C(en)] as a catalyst instead of Pd/C led to the efficient deuterium incorporation into the benzylic site of O-benzyl protective groups without hydrogenolysis. These H-D exchange reactions provide a post synthetic and D(2)-gas-free deuterium-labeling

  Pd / C催化的苄基位点上高效且区域选择性的氢-氘（HD）交换反应是在D2O中，存在少量H2气体的条件下进行的。使用Pd / C-乙二胺络合物[Pd / C（en）]代替Pd / C作为催化剂可将氘有效地掺入O-苄基保护基的苄基部位，而无需进行氢解。这些HD交换反应使用D2O作为氘源并使用异质Pd / C或Pd / C（en）作为可重复使用的异质化合物，在多种苄基位上提供了一种合成后的无D（2）-gas氘标记方法钯催化剂在中性和中性条件下使用。
• Pd/C-H2-Catalysed Deuterium Exchange Reaction of the Benzylic Site in D2O
  作者：Hironao Sajiki、Kazuyuki Hattori、Fumiyo Aoki、Kanoko Yasunaga、Kosaku Hirota

  DOI：10.1055/s-2002-32605

  日期：——

  Pd/C is found to catalyse efficient and chemoselective exchange of deuterium derived from D2O with hydrogens on a benzylic carbon in the presence of a catalytic amount of hydrogen at room temperature.

  Pd/C 被发现能够在室温下催化氘氧化物（D2O）中氘与苯乙烯碳上的氢进行高效和化学选择性的交换，且只需催化量的氢。
• Efficient C−H/C−D Exchange Reaction on the Alkyl Side Chain of Aromatic Compounds Using Heterogeneous Pd/C in D₂O
  作者：Hironao Sajiki、Fumiyo Aoki、Hiroyoshi Esaki、Tomohiro Maegawa、Kosaku Hirota

  DOI：10.1021/ol0496374

  日期：2004.4.1

  An efficient and extensive deuterium incorporation using heterogeneous Pd/C-D2O-H-2 system into many different types of unactivated C-H bond positions was developed. The present method provides a deuterium gas-free, totally catalytic, and post-synthetic deuterium labeling method in D2O media.