2-乙氧基乙基苯基砜 | 28525-26-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-乙氧基乙基苯基砜
• 英文名称: 2-ethoxyethyl phenyl sulphone
• 英文别名: 2-Ethoxyethylphenylsulfon；Aethyl-2(phenylsulfonyl)aethyl-aether；1-ethoxy-2-benzenesulfonyl-ethane；1-Aethoxy-2-benzolsulfonyl-aethan；2-Ethoxyethylsulfonylbenzene
• CAS: 28525-26-0
• 化学式: C₁₀H₁₄O₃S
• 分子量: 214.285
• InChiKey: OJUKHYWBVLWQIH-UHFFFAOYSA-N

物化性质

• 沸点：
  358.7±34.0 °C(Predicted)
• 密度：
  1.145±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-(phenylsulfonyl)butan-2-one 在 sodium hydroxide 、 溴 、 sodium ethanolate 、 potassium bromide 作用下， 生成 2-乙氧基乙基苯基砜
  参考文献：
  名称：

  Del Buttero,P.; Maiorana,S., Gazzetta Chimica Italiana, 1973, vol. 103, p. 809 - 812

  摘要：

  DOI：

文献信息

• Elimination and addition reactions. Part 30. Leaving group abilities in alkene-forming eliminations activated by sulphonyl groups
  作者：Donald R. Marshall、Patsy J. Thomas、Charles J. M. Stirling

  DOI：10.1039/p29770001898

  日期：——

  Rates of elimination of the group Z from a series of β-substituted sulphones, PhSO2·CH2·CH2Z, in ethanolic sodium ethoxide at 25 °C have been measured. For each substrate, the mechanism of the reaction has been shown to be the reversible carbanion mechanism [(E1cB)R] by determination of the primary kinetic deuterium isotope effect or by demonstration that deuterium-hydrogen exchange at Cβ is very much

  在25°C的乙醇乙醇钠中，已测定了从一系列β-取代的砜PhSO 2 ·CH 2 ·CH 2 Z中消除Z基团的速率。对于每个基板，所述反应的机理已被证明是可逆碳负离子机构[（ë 1 CB）- [R ]通过测定的主动力学氘同位素效应或通过示范其中C氘-氢交换β是非常快比消除。
• Elimination and addition reactions. Part XIX. Elimination of phenoxide from β-substituted ethyl phenyl ethers: the nature of activation in 1,2-elimination
  作者：J. Crosby、C. J. M. Stirling

  DOI：10.1039/j29700000671

  日期：——

  In an investigation of the nature of activation in elimination reactions, rates of elimination of phenoxide under basic conditions from a series of 17 phenyl ethers of the type X–CH2·CH2·OPh have been measured.

  在对消除反应中活化性质的研究中，测量了碱性条件下一系列X-CH 2 ·CH 2 ·OPh类型的17种苯基醚中苯氧化物的消除速率。
• The feeble nucleofugality of a nitronate leaving group and its enhancement by ring strain
  作者：Pier Paolo Piras、Patsy J. Thomas、Charles J. M. Stirling

  DOI：10.1039/c39820000658

  日期：——

  The rank of a nitronate ion in activated alkene-forming elimination is low (+2.6); incorporation of the leaving goup in a cyclopropane accelerates elimination so much that the (ElcB)R–(ElcB)I borderline is traversed but the retro-Thorpe–Ingold effect nevertheless operates.

  在形成活化烯烃的消除中，亚硝酸根离子的等级较低（+2.6）；在环丙烷中加入离去基团可加快消除速度，以至于可以越过（E l cB）R –（E l cB）I边界，但仍会产生逆向索普-英戈尔德（Thorpe-Ingold）效应。
• 2-Bromoethyl glycosides for synthesis of glycoconjugates on solid support
  作者：Ulf Ellervik、Mårten Jacobsson、Jörgen Ohlsson

  DOI：10.1016/j.tet.2005.01.015

  日期：2005.2

  2-Bromoethyl glycosides can easily and in high yields be transformed into sulfones by treatment with a suitable thiol followed by oxidation with mCPBA. The observation that the so formed sulfones were cleaved by treatment with NaOMe/MeOH was used to design a new safety catch linker for synthesis of glycoconjugates on solid support.

  通过用合适的硫醇处理然后用m CPBA氧化，可以容易地并且高产率地将2-溴乙基糖苷转化为砜。通过用NaOMe / MeOH处理裂解如此形成的砜的观察结果被用于设计用于在固体支持物上合成糖缀合物的新的安全捕获接头。
• Methylenecyclopropanes in Elimination and Addition Reactions: Quantification of the Effects of Strain
  作者：Luca Volta、Charles J. M. Stirling

  DOI：10.1080/10426500902947856

  日期：2009.6.23

  The effect of strain in 1,2-elimination reactions that form methylenecyclopropanes has been evaluated for a series of leaving groups. The worse the leaving group, the greater is the inhibitory effect of strain build-up, which reaches 50% of the excess enthalpy differential for the poorest leaving group studied. In nucleophilic addition to an electrophilic methylenecyclopropane, comparison of strained

  已经针对一系列离去基团评估了应变在形成亚甲基环丙烷的 1,2-消除反应中的影响。离去基团越差，应变积累的抑制作用就越大，对于所研究的最差离去基团，其达到过量焓差的 50%。在亲电子亚甲基环丙烷的亲核加成中，应变和未应变系统的比较表明，约 60% 的过量焓差促进了应变系统的反应性。