r-2, cis-6-diphenyl-trans-3-ethyl-4-oxanone | 68226-10-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: r-2, cis-6-diphenyl-trans-3-ethyl-4-oxanone
• 英文别名: r-2,cis-6-Diphenyl-trans-3-ethyl-4-oxanone；r-2,cis-6-diphenyl-trans-3-ethyloxan-4-one；r-2,c-6-diphenyl-t-3-ethyloxan-4-one；1-oxa-2e,6e-diphenyl-3e-ethyl-4-cyclohexanone；(2S,3R,6R)-3-ethyl-2,6-diphenyloxan-4-one
• CAS: 68226-10-8
• 化学式: C₁₉H₂₀O₂
• 分子量: 280.367
• InChiKey: WOHVPMIOSALYON-QXAKKESOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  r-2, cis-6-diphenyl-trans-3-ethyl-4-oxanone 在 盐酸羟胺 作用下， 以 乙醇 为溶剂， 生成 r-2,cis-6-Diphenyl-trans-3-ethyl-4-oxanone Oxime
  参考文献：
  名称：

  肟形成中各种取代的4-杂环己酮的反应性

  摘要：

  已在5°C的pH值为6.85的酒精水溶液中测定了41种杂环酮的肟形成速率。数据表明总体为二级反应，一级反应分别为酮和羟胺。在所研究的所有情况下，该反应在所采用的实验条件下似乎都是不可逆的。随着在羰基官能团周围的空间拥挤的增加，观察到增加的空间延迟，这表明发生了确定胺基对羰基基团的速率的攻击。4-哌啶酮，oxan-4-ones，thian-4-ones，相应的1,1-dioxides和selenan-4-ones肟的形成速率有显着差异。

  DOI：

  10.1039/p29830000049
• 作为产物：
  描述：

  t-2,t-6-diphenyl-c-3-ethyl-r-4-aminooxane 在 sodium nitrate 、 ammonium cerium(IV) nitrate 、 硝酸 作用下， 以 溶剂黄146 为溶剂， 反应 0.5h， 生成 r-2, cis-6-diphenyl-trans-3-ethyl-4-oxanone
  参考文献：
  名称：

  Chandrasekara, Nallappan; Ramarajan, Krishnasamy; Suja, Mathen, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1987, vol. 26, # 6, p. 471 - 474

  摘要：

  DOI：

文献信息

• Jambulingam, M.; Nanjappan, P.; Natarajan, K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 390 - 394
  作者：Jambulingam, M.、Nanjappan, P.、Natarajan, K.、Ramalingam, K.

  DOI：——

  日期：——
• Sivakumar, N.; Nagalingam, J.; Palanisamy, A. M., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1985, vol. 24, p. 531 - 534
  作者：Sivakumar, N.、Nagalingam, J.、Palanisamy, A. M.、Premkumar, V.、Natarajan, K.、et al.

  DOI：——

  日期：——
• Natarajan, K.; Jambulingam, M.; Selvaraj, K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1984, vol. 23, # 9, p. 901 - 903
  作者：Natarajan, K.、Jambulingam, M.、Selvaraj, K.、Nanjappan, P.、Ramalingam, K.

  DOI：——

  日期：——
• Jambulingam, Marimuthu; Napjappan, Palaniappan; Natarajan, Kumarasamy, Journal of the Chemical Society. Perkin transactions II, 1985, p. 1699 - 1702
  作者：Jambulingam, Marimuthu、Napjappan, Palaniappan、Natarajan, Kumarasamy、Nagalingam, Jpgiah、Palaniswamy, Maran、et al.

  DOI：——

  日期：——
• Kinetics of oxidation of heterocyclic secondary alcohols byN-chloro-r-2,c-6-diphenyl-t-3 methyl piperidin-4-one (NCP) in perchloric acid medium
  作者：Kuppusamy Selvaraj、Vinayagam Venkateswaran、Krishnasamy Ramarajan

  DOI：10.1002/kin.550260806

  日期：1994.8

  AbstractAn investigation of the kinetics of oxidation of epimeric piperidin‐4‐ols, oxan‐4‐ols, and cyclohexanol by N‐chloro‐r‐2, c‐6‐diphenyl‐t‐3‐methylpiperidin‐4‐one (NCP) in aqueous acetic acid in the presence of perchloric acid shows that the reaction is first‐order each in substrate and oxidant. Both H3O+ and Cl− which catalyze the reaction, exhibit a fractional order kinetics. While increase in ionic strength increases the rate slightly, an inverse dependence is observed between rate and solvent polarity. Addition of r‐2‐c‐6‐diphenyl‐t‐3‐methylpiperidin‐4‐one, one of the reaction products, did not influence the rate. Also, no kinetic isotope effect has been observed. A plausible mechanism consistent with these observations is proposed and the relative reactivities of the substrates are explained on conformational grounds. © 1994 John Wiley & Sons, Inc.