3-羟基-2-甲基-3-苯基丁腈 | 105041-69-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-羟基-2-甲基-3-苯基丁腈
• 英文名称: 3-Hydroxy-2-methyl-3-phenylbutanenitrile
• 英文别名: 3-hydroxy-3-phenyl-2-methylpropionitrile；3-hydroxy-2-methyl-3-phenyl-butyronitrile；3-Hydroxy-2-methyl-3-phenyl-butyronitril
• CAS: 105041-69-8
• 化学式: C₁₁H₁₃NO
• 分子量: 175.23
• InChiKey: JFCXWLWDDNDPIN-UHFFFAOYSA-N

物化性质

• 沸点：
  136-139 °C(Press: 4 Torr)
• 密度：
  1.069±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  44
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-羟基-2-甲基-3-苯基丁腈 在 氢氧化钾 作用下， 生成 3-hydroxy-2-methyl-3-phenyl-butyric acid amide
  参考文献：
  名称：

  Double hepatomesenteric artery a rare anatomical variant

  摘要：

  A case of a "double hepatomesenteric artery", i.e. two persisting hepatic arteries arising from the superior mesenteric artery, is reported. Also observed was a lack of systematisation of the pancreaticoduodenal arteries. The variant, which does not appear to have been previously reported in the literature, was observed when dissecting the vessels of the duodenal bulb in a preserved male cadaver injected with neoprene latex. Its embryological origin, as well as the clinical, radiological (diagnostic or interventional) and surgical implications, are discussed.

  DOI：

  10.1007/s00276-001-0285-6
• 作为产物：
  描述：

  2-氯丙腈 、 苯乙酮 在 tris(2,2'-bipyridine)nickel(II) tetrafluoroborate 、 四丁基溴化铵 、 zinc dibromide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以72%的产率得到3-羟基-2-甲基-3-苯基丁腈
  参考文献：
  名称：

  Metal exchange between an electrogenerated organonickel species and zinc halide: application to an electrochemical, nickel-catalyzed Reformatsky reaction

  摘要：

  The mechanism of the electroreductive coupling of alpha-chloro esters or alpha-chloro nitriles with carbonyl compounds by the means of a sacrificial zinc anode and a nickel catalyst was elucidated by electroanalytical techniques. The mechanism involved reduction of a Ni(II) complex to a Ni(0) complex, oxidative addition of the alpha-chloro ester to the Ni(0) complex, and a Zn(II)/Ni(II) exchange, leading to an organozinc Reformatsky reagent. The electrosynthesis of various beta-hydroxy esters, beta-hydroxy nitriles, and 2,3-epoxy esters was successfully achieved under extremely mild conditions.

  DOI：

  10.1021/jo00006a012

文献信息

• Sur les zinciques issus des α-bromonitriles
  作者：Nicole Goasdoué、Marcel Gaudemar

  DOI：10.1016/s0022-328x(00)88900-7

  日期：1972.6

  Organozinc compounds derived from α-bromonitriles are readily prepared in solution in tetrahydrofuran (THF) and exist in the C metallated form. They condense normally with aldehydes and saturated ketones. A number of new β-hydroxy-nitriles are described. The addition of conjugated unsaturated ketones results in the formation of β-hydroxynitriles or ketonitriles, depending on the nature of the initial

  衍生自α-溴腈的有机锌化合物很容易在四氢呋喃（THF）中制成溶液，并以C金属化形式存在。它们通常与醛和饱和酮缩合。描述了许多新的β-羟基腈。取决于初始溴腈的性质，共轭不饱和酮的添加导致形成β-羟基腈或酮腈。苯甲醛与锌-α-溴腈的反应的立体化学不受溶剂性质的影响。与丙二酸二乙酯亚烷基的缩合产生预期的1，4-加成产物。
• Iron-Mediated Electrochemical Reaction of α-Chloroesters with Carbonyl Compounds
  作者：Muriel Durandetti、Clothilde Meignein、Jacques Périchon

  DOI：10.1021/ol0273046

  日期：2003.2.1

  Reformatsky-type reactions have been performed efficiently using an electroassisted iron-complex catalysis. Valuable product such as beta-hydroxyesters, ketones or nitriles are thus prepared with high yields.
• Addition of α-Halo-substituted Carbonitriles to and AldehydesKetones in the Presence of Iron Pentacarbonyl
  作者：T. T. Vasil'eva、N. A. Kuz'mina、O. V. Chakhovskaya、N. E. Mysova、A. B. Terent'ev

  DOI：10.1023/b:rujo.0000034937.39138.2a

  日期：2004.2

  Halo-substituted carbonitriles in the presence of iron pentacarbonyl react with aldehydes and ketones by Reformatsky reaction type. In contract to halo-substituted esters the nitriles are considerably more reactive toward ketones than aldehydes. At the same time the structure and yield of products obtained from both nitriles and esters are strongly and similarly affected by the character of the para-substituents in the benzaldehyde.