2-methylthio-4-t-butylcyclohexanone | 73968-41-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-methylthio-4-t-butylcyclohexanone
• 英文别名: cis and trans-4-tert-butyl-2-methylthiocyclohexanone；2-methylthio-4-(tert-butyl)cyclohexanone；4-tert-butyl-2-methylsulfanylcyclohexan-1-one
• CAS: 73968-41-9
• 化学式: C₁₁H₂₀OS
• 分子量: 200.345
• InChiKey: ARPKFFQSQVKRIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methylthio-4-t-butylcyclohexanone 在 lithium aluminium tetrahydride 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 1.33h， 生成 t-4-tert-butyl-c-2-(methylsulfonyl)-r-1-cyclohexanol
  参考文献：
  名称：

  Studies on the stereoselectivity of hydride reductions on 2-(methylthio)- and 2-(methylsulfonyl)cyclohexanones

  摘要：

  DOI：

  10.1021/jo00392a022
• 作为产物：
  描述：

  N'-[4-tert-Butyl-2-methylsulfanyl-cyclohex-(Z)-ylidene]-N,N-dimethyl-hydrazine 在 copper diacetate 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 2-methylthio-4-t-butylcyclohexanone
  参考文献：
  名称：

  Facile conversion of N,N-dimethylhydrazones to carbonyl compounds by cupric ion-catalyzed hydrolysis

  摘要：

  DOI：

  10.1016/s0040-4039(00)93076-4

文献信息

• Axial/equatorial populations in ?-hetero-substituted cyclohexanone Oximes andO-methyl oximes
  作者：Douglas S. Ribeiro、Paulo R. Olivato、Roberto Rittner

  DOI：10.1002/1097-458x(200008)38:8<627::aid-mrc680>3.0.co;2-m

  日期：2000.8

  Axial equatorial populations were determined for (E)-2-X-cyclohexanone oximes and O-methyl oxime ethers in chloroform by the Eliel method [X = F, Cl, Br, OCH3, N(CH3)(2), SCH3]. A novel approach is presented, which uses H-1 NMR data from the protons bonded to C-6. The conformational proportions were also obtained from the C-4 chemical shifts, the Z-isomer spectral parameters being taken as reference for calculation. For both series, all substituents adopt preferentially the axial conformation (86-96%), but the O-methyl oxime ethers present an enhanced axial population compared with the corresponding oximes, owing to the accepted occurrence of a pi(C=NOH)/sigma(CX)* stabilizing interaction. Copyright (C) 2000 John Wiley & Sons, Ltd.
• Preparation of α-Sulfenyl Enones by Thermal Fragmentation of β-Sulfenyl Enol Triflates
  作者：John Hynes、Talal Nasser、Larry E. Overman、Donald A. Watson

  DOI：10.1021/ol017303y

  日期：2002.3.1

  [GRAPHICS]The synthetic scope and mechanism of the fragmentation of cyclic beta-sulfenyl enol triflates to give alpha-sulfenyl enones are described. This transformation is the central step in a mild, functional group-tolerant method for preparing alpha-sulfenyl enones.
• Facile conversion of N,N-dimethylhydrazones to carbonyl compounds by cupric ion-catalyzed hydrolysis
  作者：E.J. Corey、Spencer Knapp

  DOI：10.1016/s0040-4039(00)93076-4

  日期：1976.10
• Studies on the stereoselectivity of hydride reductions on 2-(methylthio)- and 2-(methylsulfonyl)cyclohexanones
  作者：M. Carmen Carreno、Enrique Dominguez、Jose L. Garcia-Ruano、Almudena Rubio

  DOI：10.1021/jo00392a022

  日期：1987.8