4-ethyl-4-hydroxyhexanenitrile | 40646-11-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-ethyl-4-hydroxyhexanenitrile
• 英文别名: 3-Hydroxy-3-ethyl-capronitril
• CAS: 40646-11-5
• 化学式: C₈H₁₅NO
• 分子量: 141.213
• InChiKey: AIFNOCYXXIMRNP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  44
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-氰基-2,2-二乙基丁醛 在 水 、 氧气 作用下， 反应 720.0h， 生成 4-ethyl-4-hydroxyhexanenitrile
  参考文献：
  名称：

  Water as efficient medium for mild decarbonylation of tertiary aldehydes

  摘要：

  Decarbonylation of the tertiary aldehydes 4-ethyl-4-formyl-hexanenitrile (2) and 2-methyl-2-phenylpropanal (4) promoted by dioxygen occurs at room temperature only if suspended in water probably via the sequential acyl radical-CO liberation-tertiary radical that is promoted by an 'on water' process originating preferentially from the corresponding tertiary hydroperoxide. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.03.012

文献信息

• Bifunctional even-electron ions. V. Fragmentation behaviour of aliphatic hydroxonium ions containing an additional cyano group
  作者：U. I. Záhorszky、P. Schulze

  DOI：10.1002/oms.1210240908

  日期：1989.9

  AbstractThe fragmentation behaviour of a series of bifunctional hydroxonium ions C2H5C(\documentclassarticle}\pagestyleempty}\begindocument}$ \mathop \rm O}\limits^ + \rm H} $\enddocument})(CH2)n‐CN (n = 0‐6), a n, has been investigated by electron impact mass spectrometry. The type of interaction‐induced reactions depend strongly on the chain distance between the oxonium and the cyano moiety, but the initial step in all cases is proton transfer from the hydroxy to the cyano group. The following selective primary fragmentations have been found: loss of C  NH (HCN) from a 0, loss of CH2,  C  NH from a 1, loss of HNCO from a 2‐a 4, loss of CH3CHC  O from a 4‐a 6, and loss of CO from a3. In addition, loss of NH3 and H2O, respectively, are observed as general fragmentations, except for the lowest homologues (a 0 and a 1). Mechanistic pathways of the selective reactions have been deduced with the aid of metastable ion spectra, high resolution, deuterium labelling and comparison of metastable ion spectra with those of independently generated ions.
• Makarochkina,S.M.; Tomilov,A.P., Journal of general chemistry of the USSR, 1974, vol. 44, p. 2523 - 2525
  作者：Makarochkina,S.M.、Tomilov,A.P.

  DOI：——

  日期：——