2-methyl-3-deuteriocyclohex-2-en-1-one | 56569-73-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-methyl-3-deuteriocyclohex-2-en-1-one
• 英文别名: 3-deuterio-2-methylcyclohex-2-enone；2-Methyl-3-cyclohexenon-d1
• CAS: 56569-73-4
• 化学式: C₇H₁₀O
• 分子量: 111.148
• InChiKey: LKTNAAYQZJAXCJ-QYKNYGDISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.69
• 重原子数：
  8.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2-methyl-3-deuteriocyclohex-2-en-1-one 在 palladium on activated charcoal 氢气 作用下， 生成 (2R,3S)-3-deuterio-2-methylcyclohexanone
  参考文献：
  名称：

  Enantiomeric excess analysis of (2R, 3S)-3-deuterio-2-methylcyclohexanone and (1S, 2R, 3S)-3-deuterio-2-methylcyclohexanol, through deuterium NMR in a polypeptide lyotropic liquid crystal

  摘要：

  Poly-gamma-benzyl-L-glutamate (PBLG) and dichloromethane form a lyotropic liquid crystal which can be used as solvent for enantiomeric excess analysis of molecules containing several stereogenic centers, through deuterium NMR spectroscopy. All isomers of 3-deuterio-2-methylcyclohexanone and of 3-deuterio-2-methylcyclohexanol dissolved in PBLG/CH(2)Cl2 solvents, exhibit different quadrupolar splittings on their deuterium NMR spectra, which allows an accurate determination of their diastereoisomeric and enantiomeric excesses.

  DOI：

  10.1016/0957-4166(95)00006-b
• 作为产物：
  描述：

  3-methoxy-2-methylcyclohex-2-en-1-one 在 lithium aluminium deuteride 、 氢气 作用下， 生成 2-methyl-3-deuteriocyclohex-2-en-1-one
  参考文献：
  名称：

  Microbiological synthesis of optically active (2R,3S)-2,3-deuteriocyclohexan-1-ones and (2R,3S)-2-methyl-3-deuteriocyclohexan-1-one. Enantiospecificanti-addition of hydrogen to the double bond of cyclohex-2-en-1-ones.

  摘要：

  Addition of hydrogen to the double bond of cyclohexenones during microbiological reduction by Beauveria sulfurescens gives the trans product in high yield (90%) resulting from anti-addition to the si face on C-2 and the re face on C-3.

  DOI：

  10.1016/s0957-4166(00)82289-2