6-[2H3]methyl-2,6-dimethylcyclohex-2-enone | 852667-82-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-[2H3]methyl-2,6-dimethylcyclohex-2-enone
• CAS: 852667-82-4
• 化学式: C₉H₁₄O
• 分子量: 141.186
• InChiKey: NAXZOZQQIIMORY-BMSJAHLVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.32
• 重原子数：
  10.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  6-[2H3]methyl-2,6-dimethylcyclohex-2-enone 在 正丁基锂 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 2.0h， 生成 [1,1,1,2-2H4]-2-hydroxy-4-(1-hydroxy-6-[2H3]methyl-2,6-dimethylcyclohex-2-enyl)-but-3-yne
  参考文献：
  名称：

  Quantitative Analysis, Occurrence, and Stability of (E)-1-(2,3,6-Trimethylphenyl)buta-1,3-diene in Wine

  摘要：

  A stable isotope dilution assay has been developed for quantification of (E)-1-(2,3,6-trimethylphenyl)buta-1,3-diene (4) in wine using a [H-2(6)]-analogue. Using this method, 4 was found in 96 out of 97 white wines, but in none of 12 red wines analyzed. 4 was found to be most prevalent in Semillon wines, followed by Chardonnay, with Riesling showing the least amount of 4 among these three varieties. 4, like 1,1,6-trimethyldihydronaphthalene (TDN, 3), appears to be formed during the aging process. 4 was found to be unstable in model wine, and in both white and red wine, with the order of stability being model > white > red. In a PVPP-stripped red wine, the rate of degradation of 4 was substantially lessened, with the final concentrations very close to those observed in model wine. When treated with either grape or wine tannin extracts in model wine, the concentration of 4 was found to decrease to levels very close to those observed with an untreated red wine. When white wine was heated at 45 degrees C, 4 was formed, indicating the presence of precursor forms. The amounts formed were much higher than those found in a commercial white wine. 4 was also observed in red wine heated to 45 degrees C, but the concentration produced was much less than that with white wine.

  DOI：

  10.1021/jf0479057
• 作为产物：
  描述：

  二甲基环已酮 在 溴 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 49.0h， 生成 6-[2H3]methyl-2,6-dimethylcyclohex-2-enone
  参考文献：
  名称：

  Quantitative Analysis, Occurrence, and Stability of (E)-1-(2,3,6-Trimethylphenyl)buta-1,3-diene in Wine

  摘要：

  A stable isotope dilution assay has been developed for quantification of (E)-1-(2,3,6-trimethylphenyl)buta-1,3-diene (4) in wine using a [H-2(6)]-analogue. Using this method, 4 was found in 96 out of 97 white wines, but in none of 12 red wines analyzed. 4 was found to be most prevalent in Semillon wines, followed by Chardonnay, with Riesling showing the least amount of 4 among these three varieties. 4, like 1,1,6-trimethyldihydronaphthalene (TDN, 3), appears to be formed during the aging process. 4 was found to be unstable in model wine, and in both white and red wine, with the order of stability being model > white > red. In a PVPP-stripped red wine, the rate of degradation of 4 was substantially lessened, with the final concentrations very close to those observed in model wine. When treated with either grape or wine tannin extracts in model wine, the concentration of 4 was found to decrease to levels very close to those observed with an untreated red wine. When white wine was heated at 45 degrees C, 4 was formed, indicating the presence of precursor forms. The amounts formed were much higher than those found in a commercial white wine. 4 was also observed in red wine heated to 45 degrees C, but the concentration produced was much less than that with white wine.

  DOI：

  10.1021/jf0479057