2-hexanol-1,1,1-d3 | 60126-98-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-hexanol-1,1,1-d3
• CAS: 60126-98-9
• 化学式: C₆H₁₄O
• 分子量: 105.153
• InChiKey: QNVRIHYSUZMSGM-BMSJAHLVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.56
• 重原子数：
  7.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2-hexanol-1,1,1-d3 在 咪唑 、 Schwartz's reagent 、 jones reagent 、 三乙胺 、 mercury dichloride 作用下， 以 四氢呋喃 、 乙醚 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 0.17h， 生成 1-iodo-4-(methyl-d3)-4-[(trimethylsilyl)oxy]-1(E)-octene
  参考文献：
  名称：

  Synthesis of2H3-labelled misoprostol and its primary plasma metabolite

  摘要：

  DOI：

  10.1002/(sici)1099-1344(199909)42:9<843::aid-jlcr246>3.0.co;2-k
• 作为产物：
  描述：

  正戊醛 、 (Methyl-d3)magnesium iodide 以 乙醚 为溶剂， 反应 2.0h， 生成 2-hexanol-1,1,1-d3
  参考文献：
  名称：

  Synthesis of2H3-labelled misoprostol and its primary plasma metabolite

  摘要：

  DOI：

  10.1002/(sici)1099-1344(199909)42:9<843::aid-jlcr246>3.0.co;2-k

文献信息

• Unimolecular dissociations of the [2-hexanone]+˙ metastable ion
  作者：Guy Bouchoux、Jeanine Tortajada、Jacques Dagaut、Joëlle Fillaux

  DOI：10.1002/oms.1210220712

  日期：1987.7

  AbstractThe metastable molecular ion of 2‐hexanone loses a methyl radical mainly (∼80%) from positions C(4) and C(6), in equal proportions, as indicated by 13C labelling. The necessary skeletal rearrangement of the butyl chain is interpreted in terms of a 1,2‐[enol‐olefin] +˙ shift. The results and the mechanisms concerning the minor eliminations of C2H4, C2H5˙, C3H5˙ and C3H6 neutrals are also discussed.
• Stereochemical Preferences in 4-Center <i>Syn-</i>Eliminations from Gaseous Ions
  作者：Tangyuan Cao、Michael K. Nguyen、Scott V. Serafin、Thomas Hellman Morton

  DOI：10.1021/jo800658g

  日期：2008.8.1

  Concerted unimolecular eliminations from ionized sec-alkyl aryl ethers (ROAr(+center dot)) display a preference for producing double bonds with trans geometry. This preference can be assessed quantitatively, provided that a regioselective variant can be found. Expulsion of neutral alkenes via syn-elimination to give ionized ArOH does not exhibit a pronounced preference with regard to the direction of elimination. By contrast, ionized 2-hexyl p-trifluoromethylphenyl ether eliminates neutral ArOH regioselectively, giving ionized 2-hexenes rather than ionized 1-hexene. Vicinally monodeuterated 2-hexyl and 3-hexyl ethers were prepared as pure diastereomers. Metastable ion decompositions of their gaseous radical cations are compared over two different time windows. The regioselectivity for the 2-hexyl ether allows the geometric preference for the double bonds to be estimated based on the difference between the erythro and threo monodeuterated diastereomers (trans/cis = 2.0 for producing ionized 2-hexene from parent ions with the lowest internal energies). The 3-hexyl ethers and ionized 2- and 3-phenoxyoctanes also undergo stereoselective elimination but give experimental values that reflect their lack of regioselectivity. Examination of erythro/threo combinations shows that GC/MS/MS has the ability to quantitate stereochemistry in mixtures containing both positional and stereoisomers.