| 143959-19-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• CAS: 143959-19-7
• 化学式: C₁₆H₁₃Cl
• 分子量: 240.732
• InChiKey: MACKMQFRYMYWBR-UHFFFAOYSA-N

物化性质

• 沸点：
  416.6±30.0 °C(Predicted)
• 密度：
  1.114±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  4-氯苄基三苯基氯化磷蓊盐 在 sodium hydroxide 、 叠氮磷酸二苯酯 、 potassium tert-butylate 、 乙酸酐 、 copper(II) sulfate 、 溶剂黄146 、 三乙胺 、 sodium nitrite 作用下， 以 甲醇 、 乙醇 、 甲苯 、 苯 为溶剂， 反应 11.55h， 生成
  参考文献：
  名称：

  Electron demand in the transition state of the cyclopropylidene to allene ring opening

  摘要：

  The electronic structure of the transition state for the cyclopropylidene to allene conversion has been probed. The methodology involved the relative rates of ring opening vs trapping by MeOH for a series of variously substituted 2,3-diarylcyclopropylidenes. With the assumption that the rate of trapping was unaffected by substituents, a Hammett correlation was constructed. The negative value (-0.72) for rho indicated that the carbenic center attracts electron density in the ring-opening transition state, much like the cyclopropyl cation to allyl cation transition state. Temperature-dependent studies showed that the observed preference for ring opening was driven by entropy factors. Also, using reasonable estimates for the close to diffusion-controlled trapping activation enthalpies, the derived enthalpies for ring opening were in close agreement with the best theoretical values.

  DOI：

  10.1021/jo00049a042

文献信息

• Vinylphosphonium Salts and Allenes from Carbonyl Compounds Using Titanium-Substituted Ylides
  作者：Kelly A. Reynolds、Pablo G. Dopico、Marcus S. Brody、M. G. Finn

  DOI：10.1021/jo961000d

  日期：1997.4.1

  allene synthesis. This methodology, along with a previously reported one-pot reaction, comprises the most convenient route available for the synthesis of 1,3-disubstituted allenes. The metal-substituted ylide reagent may be generated in situ from commercially-available starting materials. Two representative vinylphosphonium salts were shown to undergo reversible isomerization to the (Z)-form upon irradiation

  （E）-乙烯基phosph盐可从羰基化合物与钛取代的内酯物种（Me（2）N）（3）P = CHTi（OiPr）Cl（2）或（Me（2）N）（ 3）P ＝ CHTi（OiPr）（2）Cl。虽然可以容忍各种各样的不可烯化的醛，但叶立德碳周围的空间体积将过程限制为高度活化或不受阻碍的酮。乙烯基phosph盐可通过去质子化并与第二种醛缩合而转化为丙二烯，从而完成两步双烯烃化丙二烯的合成。该方法学以及先前报道的一锅法反应，包括可用于合成1,3-二取代的烯丙基的最方便的途径。金属取代的内酰胺试剂可以由商业上可获得的原料原位产生。
• Electron demand in the transition state of the cyclopropylidene to allene ring opening
  作者：Philip Warner、Robert Sutherland

  DOI：10.1021/jo00049a042

  日期：1992.11

  The electronic structure of the transition state for the cyclopropylidene to allene conversion has been probed. The methodology involved the relative rates of ring opening vs trapping by MeOH for a series of variously substituted 2,3-diarylcyclopropylidenes. With the assumption that the rate of trapping was unaffected by substituents, a Hammett correlation was constructed. The negative value (-0.72) for rho indicated that the carbenic center attracts electron density in the ring-opening transition state, much like the cyclopropyl cation to allyl cation transition state. Temperature-dependent studies showed that the observed preference for ring opening was driven by entropy factors. Also, using reasonable estimates for the close to diffusion-controlled trapping activation enthalpies, the derived enthalpies for ring opening were in close agreement with the best theoretical values.