1,1-dideuterio-3-chloropropene | 30924-66-4

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氯化物
• 英文名称: 1,1-dideuterio-3-chloropropene
• 英文别名: 1,1-dideuteroallylchloride；3-chloro-1,1-dideuterio-propene；Allyl-3,3-d(2)-chlorid；(1.1-D2)-Allylchlorid；Allyl-3,3-d2-chlorid；Allylchlorid-3,3-d2；3-Chloro-1,1-dideuterioprop-1-ene
• CAS: 30924-66-4
• 化学式: C₃H₅Cl
• 分子量: 78.5098
• InChiKey: OSDWBNJEKMUWAV-DICFDUPASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  4
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  4-甲氧基苯硫酚 、 1,1-dideuterio-3-chloropropene 在 sodium hydroxide 作用下， 生成 Allyl-3,3-d⁽²⁾-p-methoxyphenylsulfid
  参考文献：
  名称：

  The occurrence of permutational isomerism in the mechanism of the thermal thiaallylic rearrangement

  摘要：

  DOI：

  10.1021/ja00452a042
• 作为产物：
  描述：

  3,3-d₂-3-chloro-1-propene 在 铂(0)-1,3-二乙烯-1,1,3,3-四甲基二硅氧烷 作用下， 以 氘代苯 为溶剂， 生成 1,1-dideuterio-3-chloropropene
  参考文献：
  名称：

  Mechanistic insights into the hydrosilylation of allyl compounds – Evidence for different coexisting reaction pathways

  摘要：

  The hydrosilylation of allyl compounds is often accompanied by the formation of high amounts of byproducts. The formation processes have not been fully understood so far. In this work, the allyl hydrosilylation mechanism is investigated in detail and experimental and theoretical evidence for multiple, coexisting reaction pathways is provided. Based on earlier reports and the observations during an extensive catalytic study, different pathways, leading to the observed byproducts, were identified and proven by labeling experiments and DFT calculations. Oxidative addition of the silane and the insertion of the allyl compound into the Pt-H bond turned out to be the crucial, selectivity-determining steps within the catalytic cycle. Based on these findings, it should be possible to systematically influence these steps and pave the way to a rational and straightforward design of more selective catalysts. (C) 2012 Published by Elsevier Inc.

  DOI：

  10.1016/j.jcat.2012.06.006

文献信息

• Discrimination between alternative pathways of aqueous decomposition of antitumor (2-chloroethyl)nitrosoureas using specific oxygen-18 labeling
  作者：J. William Lown、Shive M. S. Chauhan

  DOI：10.1021/jo00344a020

  日期：1982.2
• Homolytic Fragmentation of Allyloxychlorocarbene
  作者：Robert A. Moss、Yan Ma、Xiaolin Fu、Ronald R. Sauers

  DOI：10.1021/ol050668o

  日期：2005.5.1

  The decomposition of allyloxychlorocarbene in hydrocarbon solvents leads via homolysis to allyl and COCI radicals, which recombine to 3-butenoyl chloride or (after scission of (COCI)-C-center dot to CO and Cl-center dot) to allyl chloride. Labeling experiments show that both products are formed in part with allylic rearrangement.
• LOWN, J. W.;CHAUHAN, S. M. S., J. ORG. CHEM., 1982, 47, N 5, 851-856
  作者：LOWN, J. W.、CHAUHAN, S. M. S.

  DOI：——

  日期：——