1-deuteriovinyl phenyl sulfone | 94956-41-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-deuteriovinyl phenyl sulfone
• 英文别名: phenyl α-deuteriovinyl sulphone；Phenylvinyl-1-d1-sulfon；(1-deuterio-ethenesulfonyl)-benzene；1-Deuterioethenylsulfonylbenzene
• CAS: 94956-41-9
• 化学式: C₈H₈O₂S
• 分子量: 169.208
• InChiKey: UJTPZISIAWDGFF-VMNATFBRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  α-chlorobenzaldehyde phenylhydrazone 、 1-deuteriovinyl phenyl sulfone 以48%的产率得到
  参考文献：
  名称：

  SHIMIZU, TOMIO;HAYASHI, YOSHIYUKI;MIKI, MASAYUKI;TERAMURA, KAZUHIRO, J. ORG. CHEM., 1985, 50, N 6, 904-907

  摘要：

  DOI：
• 作为产物：
  描述：

  苯磺酰丙酮 在 tetrakis(trifluoroacetato)rhodium(II) 4-乙酰氨基苯磺酰叠氮 、 重水 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 2.25h， 生成 1-deuteriovinyl phenyl sulfone
  参考文献：
  名称：

  Synthesis and Chemistry of Donor/Acceptor-Substituted Cyclopropenes

  摘要：

  Rhodium(II) acetate, or trifluoroacetate-catalyzed decomposition of 1-diazo-2-(trialkylsiloxy)propenes with electron-withdrawing groups at the 1-position results in the formation of highly reactive cyclopropenes. These cyclopropenes contain both donor and acceptor substituents on the alkene and are very susceptible to ring opening and fragmentation reactions, Nevertheless, when appropriately functionalized with bulky substituents they can be of sufficient stability to be isolated and characterized.

  DOI：

  10.1021/jo00128a027

文献信息

• Kinetics and mechanism of the interaction of amines with aryl ?-haloethyl sulphones
  作者：Viktor N. Matvienko、Igor F. Perepichka、Anatoly F. Popov、Zhanna P. Piskunova

  DOI：10.1002/poc.610071002

  日期：1994.10

  temperature and deuterium isotope effect, on the rate of phenyl β-bromoethyl sulphone and aryl β-chloroethyl sulphone 1,2-elimination by reaction with amines in acetonitrile was investigated. On the basis of a comparative analysis of the ρ0, β, kH/kD, ΔH‡ and ΔS values obtained with those for the reaction of β-halopropiophenone 1,2-elimination, the conclusion was drawn that the E2 mechanism with an

  研究了胺碱性，底物结构，温度和氘同位素效应等多种因素对与乙腈中的胺反应消除苯基β-溴乙基砜和芳基β-氯乙基砜1,2-的速率的影响。在ρ的比较分析的基础上0，β，ķ ħ / ķ d，ΔH‡和Δ小号与β-halopropiophenone 1,2-消去的反应而获得的值，得出的结论是得出的ë 2在研究的条件下，给定的底物会发生类似阴离子的过渡态的机理。
• Regioselectivity of 1,3-dipolar cycloaddition reactions of nitrilimines with aryl vinyl sulfones
  作者：Tomio Shimizu、Yoshiyuki Hayashi、Masayuki Miki、Kazuhiro Teramura

  DOI：10.1021/jo00206a044

  日期：1985.3
• Deep Cavitands Provide Organized Solvation of Reactions
  作者：Richard J. Hooley、Julius Rebek

  DOI：10.1021/ja052910s

  日期：2005.8.1

  Deep self-folding cavitands have been shown to stabilize the charged enolate intermediate of the alpha-deuteration of activated olefins by means of a network of organized solvation.
• Synthesis and Chemistry of Donor/Acceptor-Substituted Cyclopropenes
  作者：Huw M. L. Davies、Jeffrey H. Houser、Craig Thornley

  DOI：10.1021/jo00128a027

  日期：1995.11

  Rhodium(II) acetate, or trifluoroacetate-catalyzed decomposition of 1-diazo-2-(trialkylsiloxy)propenes with electron-withdrawing groups at the 1-position results in the formation of highly reactive cyclopropenes. These cyclopropenes contain both donor and acceptor substituents on the alkene and are very susceptible to ring opening and fragmentation reactions, Nevertheless, when appropriately functionalized with bulky substituents they can be of sufficient stability to be isolated and characterized.
• SHIMIZU, TOMIO;HAYASHI, YOSHIYUKI;MIKI, MASAYUKI;TERAMURA, KAZUHIRO, J. ORG. CHEM., 1985, 50, N 6, 904-907
  作者：SHIMIZU, TOMIO、HAYASHI, YOSHIYUKI、MIKI, MASAYUKI、TERAMURA, KAZUHIRO

  DOI：——

  日期：——