3-Hydroxy-3-ethylpentanenitrile | 17190-27-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-Hydroxy-3-ethylpentanenitrile
• 英文别名: 3-ethyl-3-hydroxy-valeronitrile；3-Hydroxy-3-ethyl-valeronitril；3-Hydroxy-3-aethyl-valeriansaeure-nitril；3-Hydroxy-3-aethyl-pentansaeure-(1)-nitril；3-Hydroxy-3.3-diaethyl-propionsaeure-nitril；3.3-Diaethyl-hydracrylsaeure-nitril；3-Aethyl-3-hydroxy-valeronitril；3-Ethyl-3-hydroxypentanenitrile
• CAS: 17190-27-1
• 化学式: C₇H₁₃NO
• mdl: MFCD21801134
• 分子量: 127.186
• InChiKey: MDECPNJALJVQIP-UHFFFAOYSA-N

物化性质

• 沸点：
  247.8±13.0 °C(Predicted)
• 密度：
  0.941±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.857
• 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-Hydroxy-3-ethylpentanenitrile 在 硫酸 作用下， 生成 2,2-Diethylacrylnitril 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Colmant, Bulletin des Societes Chimiques Belges, 1930, vol. 39, p. 568

  摘要：

  DOI：
• 作为产物：
  描述：

  3-chloromethyl-pentan-3-ol 、 氰化钾 在 乙醇 作用下， 生成 3-Hydroxy-3-ethylpentanenitrile
  参考文献：
  名称：

  Colmant, Bulletin des Societes Chimiques Belges, 1930, vol. 39, p. 568

  摘要：

  DOI：

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。
• Metal exchange between an electrogenerated organonickel species and zinc halide: application to an electrochemical, nickel-catalyzed Reformatsky reaction
  作者：Annie Conan、Soline Sibille、Jacques Perichon

  DOI：10.1021/jo00006a012

  日期：1991.3

  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.
• P(RNCH₂CH₂)₃N-Catalyzed Synthesis of β-Hydroxy Nitriles
  作者：Philip Kisanga、Dale McLeod、Bosco D'S、John Verkade

  DOI：10.1021/jo981858y

  日期：1999.4.1

  We herein report the successful synthesis of beta-hydroxy nitriles in very good to excellent yields from aldehydes and ketones in a simple reaction that is promoted by strong nonionic bases of the. title type. The reaction occurs in the presence of magnesium salts which activate the carbonyl group and stabilizes the enolate thus produced.
• Formation and efficient addition of cerium(III) derivative of acetonitrile to ketones
  作者：Hsing-Jang Liu、Naim H. Al-said

  DOI：10.1016/0040-4039(91)80061-a

  日期：1991.9

  The cerium(III) derivative of acetonitrile undergoes addition with ketones efficiently. It adds effectively to hindered ketones and gives 1,2-adduct exclusively with conjugated enones.
• Ionization of an .alpha.-hydrogen of acetonitrile by n-butyllithium and alkali amides. Condensations with ketones and aldehydes to form .beta.-hydroxynitriles
  作者：Edwin M. Kaiser、Charles R. Hauser

  DOI：10.1021/jo01273a009

  日期：1968.9