1,3-propanediol-1,1,3,3-d₄ | 41866-21-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,3-propanediol-1,1,3,3-d₄
• 英文别名: 1,1,3,3-tetradeutero propane-1,3-diol；1,1,3,3-Tetradeuterio-1,3-propandiol；1.1.3.3-Tetradeuterio-propandiol-(1.3)；[1,1,3,3-(2)H4]propane-1,3-diol；1,1,3,3-tetradeuterio-propane-1,3-diol；1,1,3,3-Tetradeuteriopropane-1,3-diol
• CAS: 41866-21-1
• 化学式: C₃H₈O₂
• 分子量: 80.0636
• InChiKey: YPFDHNVEDLHUCE-RRVWJQJTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  5
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,3-propanediol-1,1,3,3-d₄ 在 三溴化磷 作用下， 反应 3.0h， 以29%的产率得到1,3-二溴丙烷-D4
  参考文献：
  名称：

  Menard, D.; St-Jacques, M., Canadian Journal of Chemistry, 1981, vol. 59, p. 1160 - 1168

  摘要：

  DOI：
• 作为产物：
  描述：

  丙二酸二乙酯 在 lithium aluminium deuteride 、 水 、 sodium hydroxide 作用下， 以 乙醚 为溶剂， 反应 4.0h， 以50%的产率得到1,3-propanediol-1,1,3,3-d₄
  参考文献：
  名称：

  氘代甲羟戊内酯异构体的合成

  摘要：

  开发了用于制备氘代甲羟戊酸内酯的合成路线。使用低成本的氘化试剂，该路线允许将氘标记独立引入任何碳位置或任何位置组合。按照这种方法，合成[6,6,6-2H3]甲羟戊酸内酯，[4,4,6,6,6-2H5]甲羟戊酸内酯，[5,5-2H2]甲羟戊酸内酯，[5,5,6,6] ,6-2H5]甲羟戊酸内酯和[2,2,6,6,6-2H5]甲羟戊酸内酯。

  DOI：

  10.1002/ejoc.201100188
• 作为试剂：
  描述：

  苯甲醛 、 苯 在 scandium tris(trifluoromethanesulfonate) 1,3-propanediol-1,1,3,3-d₄ 作用下， 反应 20.0h， 以47%的产率得到deuterio-diphenyl-methane
  参考文献：
  名称：

  Scandium(III) trifluoromethanesulfonate-catalysed reductive Friedel–Crafts benzylation of aromatic compounds using arenecarbaldehydes and propane-1,3-diol

  摘要：

  Scandium(III) trifluoromethanesulfonate catalyses the Friedel-Crafts benzylation of aromatic compounds with arenecarbaldehydes and propane-1,3-diol to produce, through a clean redox process, diarylmethanes in high to excellent yields.

  DOI：

  10.1039/cc9960002345

文献信息

• Derivatization and mass spectrometric investigations of substituted benzeneboronic acids. The use of linked scanning during gas chromatography mass spectrometry
  作者：Colin Longstaff、Malcolm Edward Rose

  DOI：10.1002/oms.1210171010

  日期：1982.10

  AbstractSubstituted benzeneboronic acids are important intermediates in the synthesis of support matrices for affinity chromatography but their analysis by mass spectrometry is hindered by thermal reactions in the ion source. A simple derivatization with 1,2‐ or 1,3‐diols removes this difficulty and imparts sufficient volatility for application of gas chromatography/mass spectrometry. The mass spectra of the resulting boronate esters are discussed with reference to high resolution measurements, isotope labelling studies and observation of metastable ions. ortho Substituents are shown to interact strongly during fragmentation. Linked scanning at constant B/E was used to characterize fragmentation pathways and the compatibility of linked scanning and GC/MS is reported.
• Collisionally activated mass spectra of [MH] ions of polyhydroxy and hydroxy ether compounds
  作者：William C. Brumley、Denis Andrzejewski、James A. Sphon

  DOI：10.1002/oms.1210230309

  日期：1988.3

  AbstractCollision‐induced decomposition/mass‐analyzed ion kinetic energy or collisionally activated mass spectra of [M − H]− ions of polyhydroxy compounds and other alcohols and ethers are reported. The [M − H]− ion of each compound is produced under OH− negative ion chemical ionization mass spectrometric conditions. Characteristic fragmentations are observed that include production of [M − H − 2]−, [M − H − 18]− and [M − H − 32]− ions. Certain other fragment ions in the collisionally activated mass spectra make it possible to distinguish among structural isomers. In polyhydroxy compounds, fragmentation increases as the number of hydroxyl groups increase, and carbon‐carbon bond cleavage becomes favored.
• THEOPOLD, K. H.;BERGMAN, R. G., ORGANOMETALLICS, 1982, 1, N 12, 1571-1579
  作者：THEOPOLD, K. H.、BERGMAN, R. G.

  DOI：——

  日期：——
• Synthesis of Deuterated Mevalonolactone Isotopomers
  作者：Jeroen S. Dickschat、Christian A. Citron、Nelson L. Brock、Ramona Riclea、Henning Kuhz

  DOI：10.1002/ejoc.201100188

  日期：2011.6

  deuterated mevalonolactones. Using low-cost deuterated reagents, this route allows for the independent introduction of deuterium labeling into any carbon position or into any combination of positions. Following this approach, the synthesis of [6,6,6-2H3]mevalonolactone, [4,4,6,6,6-2H5]mevalonolactone, [5,5-2H2]mevalonolactone, [5,5,6,6,6-2H5]mevalonolactone, and [2,2,6,6,6-2H5]mevalonolactone is described

  开发了用于制备氘代甲羟戊酸内酯的合成路线。使用低成本的氘化试剂，该路线允许将氘标记独立引入任何碳位置或任何位置组合。按照这种方法，合成[6,6,6-2H3]甲羟戊酸内酯，[4,4,6,6,6-2H5]甲羟戊酸内酯，[5,5-2H2]甲羟戊酸内酯，[5,5,6,6] ,6-2H5]甲羟戊酸内酯和[2,2,6,6,6-2H5]甲羟戊酸内酯。
• Menard, D.; St-Jacques, M., Canadian Journal of Chemistry, 1981, vol. 59, p. 1160 - 1168
  作者：Menard, D.、St-Jacques, M.

  DOI：——

  日期：——