[5,5,6,6-(2)H4]-hexanol | 221681-19-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: [5,5,6,6-(2)H4]-hexanol
• 英文别名: 5,5,6,6-2H4-hexan-1-ol；5,5,6,6-Tetradeuteriohexan-1-ol
• CAS: 221681-19-2
• 化学式: C₆H₁₄O
• 分子量: 106.145
• InChiKey: ZSIAUFGUXNUGDI-LNLMKGTHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  7
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  [5,5,6,6-(2)H4]-hexanol 在 咪唑 、 溴 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以84%的产率得到1-bromo-5,5,6,6-2H4-hexane
  参考文献：
  名称：

  Synthesis of deuterated C-6 and C-9 flavour volatiles

  摘要：

  DOI：

  10.1002/(sici)1099-1344(199901)42:1<83::aid-jlcr169>3.0.co;2-f
• 作为产物：
  描述：

  5-己炔-1-醇 在 Wilkinson's catalyst 、 氘 作用下， 以 甲苯 为溶剂， 生成 [5,5,6,6-(2)H4]-hexanol
  参考文献：
  名称：

  Characterization of the Key Aroma Compounds in Pink Guava (Psidium guajava L.) by Means of Aroma Re-engineering Experiments and Omission Tests

  摘要：

  Seventeen aroma-active volatiles, previously identified with high flavor dilution factors in fresh, pink Colombian guavas (Psidium guajava L.), were quantified by stable isotope dilution assays. On the basis of the quantitative data and odor thresholds in water, odor activity values (OAV; ratio of concentration to odor threshold) were calculated. High OAVs were determined for the green, grassy smelling (Z)-3-hexenal and the grapefruit-like smelling 3-sulfanyl-1-hexanol followed by 3-sulfanylhexyl acetate (black currant-like), hexanal (green, grassy), ethyl butanoate (fruity), acetaldehyde (fresh, pungent), trans-4,5-epoxy-(E)-2-decenal (metallic), 4-hydroxy-2,5-dimethyl-3(2H)-furanone (caramel, sweet), cinnamyl alcohol (floral), methyl (2S,3S)-2-hydroxy-3-methylpentanoate (fruity), cinnamyl acetate (floral), methional (cooked potato-like), and 3-hydroxy-4,5-dimethyl-2(5H)-furanone (seasoning-like). Studies on the time course of odorant formation in guava puree or cubes, respectively, showed that (2)-3-hexenal was hardly present in the intact fruits, but was formed very quickly during crushing. The aroma of fresh guava fruit cubes, which showed a very balanced aroma profile, was successfully mimicked in a reconstitute consisting of 13 odorants in their naturally occurring concentrations. Omission tests, in which single odorants were omitted from the entire aroma reconstitute, revealed (2)-3-hexenal, 3-sulfanyl-1-hexanol, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, 3-sulfanylhexyl acetate, hexanal, ethyl butanoate, cinnamyl acetate, and methional as the key aroma compounds of pink guavas.

  DOI：

  10.1021/jf803728n