[1,1,2-2H3]-1-hexene | 804475-00-1

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: [1,1,2-2H3]-1-hexene
• 英文别名: 1,1,2-trideuterio-hex-1-ene；1,1,2-Trideuterio-hex-1-en
• CAS: 804475-00-1
• 化学式: C₆H₁₂
• 分子量: 87.1375
• InChiKey: LIKMAJRDDDTEIG-GWYZVRNTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.36
• 重原子数：
  6.0
• 可旋转键数：
  3.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  2-碘乙酰胺 、 [1,1,2-2H3]-1-hexene 在 水 、 1,1'-偶氮(氰基环己烷) 作用下， 以 苯 为溶剂， 反应 18.0h， 以6%的产率得到[3,3,4-2H3]-γ-octalactone
  参考文献：
  名称：

  Synthesis of Deuterated γ-Lactones for Use in Stable Isotope Dilution Assays

  摘要：

  Two syntheses of deuterated gamma-lactones for use as internal standards in stable isotope dilution assays (SIDA) were developed. [2,2,3,3-H-2(4)]-gamma-Octa-, -gamma-deca-, and -gamma-dodecalactones with > 89% deuterium incorporation were prepared in 27, 17, and 19% overall yields, respectively, by the reduction of a doubly protected hydroxypropiolic acid with deuterium gas. [3,3,4-H-2(3)]-gamma-Octa- and -gamma-dodecalactones were prepared in 6 and 23% yields with > 92% deuterium incorporation by the free radical addition of 2-iodoacetamide to [1,1,2-H-2(3)]-1-hexene and [1,1,2-H-2(3)]-1-decene, respectively. Reaction yields were highly dependent upon the purity of the 1-alkene starting material. The deuterated gamma-lactones were evaluated as internal standards for SIDA.

  DOI：

  10.1021/jf048885b
• 作为产物：
  描述：

  1-己炔 在 Lindlar's catalyst 喹啉 、 sodium hydride 、 氘 作用下， 以 various solvent(s) 为溶剂， 反应 504004.0h， 生成 [1,1,2-2H3]-1-hexene
  参考文献：
  名称：

  Synthesis of Deuterated γ-Lactones for Use in Stable Isotope Dilution Assays

  摘要：

  Two syntheses of deuterated gamma-lactones for use as internal standards in stable isotope dilution assays (SIDA) were developed. [2,2,3,3-H-2(4)]-gamma-Octa-, -gamma-deca-, and -gamma-dodecalactones with > 89% deuterium incorporation were prepared in 27, 17, and 19% overall yields, respectively, by the reduction of a doubly protected hydroxypropiolic acid with deuterium gas. [3,3,4-H-2(3)]-gamma-Octa- and -gamma-dodecalactones were prepared in 6 and 23% yields with > 92% deuterium incorporation by the free radical addition of 2-iodoacetamide to [1,1,2-H-2(3)]-1-hexene and [1,1,2-H-2(3)]-1-decene, respectively. Reaction yields were highly dependent upon the purity of the 1-alkene starting material. The deuterated gamma-lactones were evaluated as internal standards for SIDA.

  DOI：

  10.1021/jf048885b