(S)-2-methyl-3-phenyl-propionitrile | 34916-93-3

• 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: (S)-2-methyl-3-phenyl-propionitrile
• 英文别名: L-2-methyl-3-phenyl-propionitrile；(2S)-2-methyl-3-phenylpropanenitrile
• CAS: 34916-93-3
• 化学式: C₁₀H₁₁N
• 分子量: 145.204
• InChiKey: IQIWPLPOZHJNMX-VIFPVBQESA-N

物化性质

• 沸点：
  268.8±9.0 °C(Predicted)
• 密度：
  0.974±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (2S)-2-methyl-3-phenylpropanal 在 ammonium hydroxide 作用下， 反应 6.0h， 以90%的产率得到(S)-2-methyl-3-phenyl-propionitrile
  参考文献：
  名称：

  A novel system for the synthesis of nitriles from aldehydes using aqueous ammonia and sodium dichloroiodate

  摘要：

  A simple and mild method for the conversion of varieties of aldehydes to the corresponding nitrites using aqueous ammonia and aqueous sodium dichloroiodate reagent at room temperature is discussed. Advantages of this system are short reaction time, easy work-up and moderate to good yields. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.02.046

文献信息

• Synthesis and Structural Characterization of Nickel Complexes Possessing P-Stereogenic Pincer Scaffolds and Their Application in Asymmetric Aza-Michael Reactions
  作者：Zehua Yang、Delong Liu、Yangang Liu、Masashi Sugiya、Tsuneo Imamoto、Wanbin Zhang

  DOI：10.1021/om501287k

  日期：2015.4.13

  Notably, the PCP complex 3 exhibited higher catalytic activity in the aza-Michael addition than the PNP complexes 7, 8, and 9. Two achiral PCP-type pincer-Ni complexes, κP,κC,κP-3,5-Me2-2,6-(tBu2PCH2)2C6H}NiCl (11) and κP,κC,κP-3,5-Me2-2,6-(Ph2PCH2)2C6H}NiCl (13), were also synthesized and fully characterized in order to reveal the structural differences between the chiral and achiral complexes.

  新颖P-立体钳形络合物的Ni κ P，κ Ç，κ P -3,5--ME 2 -2,6-（ME吨BuPCH 2）2 C ^ 6 H}的NiCl（3），κ P，κ ç，κ P -3,5--ME 2 -2,6-（ME吨BuPCH 2）2 C ^ 6 H} NiOTf（4），[κ P，κ ñ，κ P -2,6-（ME吨BuPCH 2）2 C 5 H 3N}的NiCl]氯（7），[κ P，κ Ñ，κ P -2,6-（ME吨BuPCH 2）2 C ^ 5 ħ 3 N}的NiCl] BF 4（8），和[κ P，κ ñ，κ P -2,6-（ME吨BuPCH 2）2 C ^ 5 ħ 3 N}的Ni（NCMe）]（BF 4）2（9）在55-84％的产率被合成和表征通过1个ħ NMR，13 C 1 H} NMR，31 P 1 H} NMR，19 F 1 H} NMR和/或单晶X射线衍射。复
• Asymmetric synthesis of α-substituted nitriles and cyanohydrins by oxidative cleavage of chiral aldehyde hydrazones with magnesium monoperoxyphthalate
  作者：Dieter Enders、Andrew Plant、Dirk Backhaus、Ulrich Reinhold

  DOI：10.1016/0040-4020(95)00647-q

  日期：1995.9

  Optically active α- and α,β-substituted aldehyde hydrazones 2, 4, and 7, which are readily available by asymmetric alkylation. Michael addition or [2,3]-Wittig rearrangement of chiral hydrazones can be transformed into nitriles 3 and 5 or cyanohydrins 8 by MMPP mediated oxidation, respectively. This synthetic sequence offers a C-C connective entry into optically active functionalised nitriles with

  旋光性的α-和α，β-取代的醛2、4和7可以通过不对称烷基化轻松获得。手性的迈克尔加成或[2,3] -Wittig重排可通过MMPP介导的氧化分别转化为腈3和5或氰醇8。该合成序列可CC连接进入旋光官能化的腈，具有良好的总收率（30％至75％），以及非对映和对映选择性高（de =76-≥96％，ee 72-≥97％）。
• 749. The mechanism of the decarboxylation of substituted malonic acid derivatives
  作者：J. Kenyon、W. A. Ross

  DOI：10.1039/jr9510003407

  日期：——
• Electrophilic Substitution at Saturated Carbon. XII. Stereochemical Capabilities of Alkyl-substituted Acetonitrile Anions¹
  作者：Donald J. Cram、Paul Haberfield

  DOI：10.1021/ja01471a030

  日期：1961.5
• BIOCATALYSTS WITH AMINE ACYLASE ACTIVITY
  申请人：Novartis AG

  公开号：EP0954571B1

  公开（公告）日：2007-08-29