m-[(p-氟苯基)磺基基]甲苯 | 312904-59-9

• 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: m-[(p-氟苯基)磺基基]甲苯
• 英文名称: 2-(2-methylphenyl)-2-butanol
• 英文别名: 2-(2-methylphenyl)butan-2-ol
• CAS: 312904-59-9
• 化学式: C₁₁H₁₆O
• 分子量: 164.247
• InChiKey: ZPBBHDNXDCMKEO-UHFFFAOYSA-N

物化性质

• 沸点：
  220.1±8.0 °C(Predicted)
• 密度：
  0.966±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  m-[(p-氟苯基)磺基基]甲苯 在 三甲基氯硅烷 作用下， 以 neat (no solvent) 为溶剂， 生成 1-(2-Chlorobutan-2-yl)-2-methylbenzene
  参考文献：
  名称：

  Ni 催化的三级格氏试剂与溴苯乙烯的 Kumada-Corriu 交叉偶联反应

  摘要：

  制定拥挤的第四纪中心建设协议备受追捧。在此，我们报告了一种使用现成的镍预催化剂将 C(sp 3 ) 三级格氏试剂与 C(sp 2 ) 苯乙烯基溴交叉偶联的方法。我们确定了几种亲电试剂和亲核试剂组合（包括敏感的 α-镁化格氏试剂）能够以实际产率提供产物的条件。根据其取代基的性质，当使用α-乙烯基溴时观察到区域差异。

  DOI：

  10.1021/acs.orglett.4c02185
• 作为产物：
  描述：

  、 1-甲基苯基乙酮 以 甲苯 为溶剂， 生成 m-[(p-氟苯基)磺基基]甲苯
  参考文献：
  名称：

  Reactions of Et₃ZnLi with Ketones:  Electronic and Steric Effects¹

  摘要：

  Toluene solutions of composition Et3ZnLi react rapidly with aldehydes and ketones to form addition products. Et3ZnNa and Et3ZnK solutions react readily with the same substrates although metalation, as well as addition, is significant with substrates having alpha -hydrogens. The Et3ZnM solutions react with 2-cyclohexenone to give mainly the 1,4-addition product. Relative rates of addition of Et3ZnLi to substituted acetophenones give a Hammett rho of 2.78. Addition of Et3ZnLi to acetophenone is sf owed significantly by alpha and ortho methyl substituents; relative rates of addition to acetophenone, o-methylacetophenone, and tert-butyl phenyl ketone are 1.00, 0.012, and 0.003.

  DOI：

  10.1021/jo000630j

文献信息

• A Practical Catalytic Asymmetric Addition of Alkyl Groups to Ketones
  作者：Celina García、Lynne K. LaRochelle、Patrick J. Walsh

  DOI：10.1021/ja026568k

  日期：2002.9.1

  Many catalysts will promote the asymmetric addition of alkylzinc reagents to aldehydes. In contrast, there are no reports of additions to ketones that are both general and highly enantioselective. We describe herein a practical catalytic asymmetric addition of ethyl groups to ketones. The catalyst is derived from reaction of camphor sulfonyl chloride and trans-1,2-diaminocyclohexane. The resulting

  许多催化剂会促进烷基锌试剂与醛的不对称加成。相比之下，没有关于添加通用和高度对映选择性的酮的报告。我们在本文中描述了乙基与酮的实际催化不对称加成。该催化剂来源于樟脑磺酰氯与反式-1,2-二氨基环己烷的反应。得到的二酮用 NaBH4 还原，得到 C2 对称的外型非对映异构体。在室温下将该配体与四异丙醇钛和二烷基锌一起使用导致烷基与酮的对映选择性加成。得到的叔醇以高对映体过量进行分离（所有情况都产生大于 87% 的 ee，除了一种）。
• CATALYSTS, METHODS FOR MAKING SAID CATALYSTS, AND METHODS FOR MAKING CHIRAL COMPOUNDS WITH HIGH ENANTIOSELECTIVITY
  申请人：——

  公开号：US20030191345A1

  公开（公告）日：2003-10-09

  The present invention relates to compounds useful as catalysts in asymmetric synthesis of chiral compounds, methods for the synthesis of said catalysts, and methods for synthesizing chiral compounds with high enantioselectivity.

  本发明涉及一种在手性化合物的不对称合成中作为催化剂有用的化合物，所述催化剂的合成方法，以及用高对映选择性合成手性化合物的方法。
• Catalysts, methods for making said catalysts, and methods for making chiral compounds with high enantioselectivity
  申请人：The Trustees of the University of Pennsylvania

  公开号：US06660884B2

  公开（公告）日：2003-12-09

  The present invention relates to compounds useful as catalysts in asymmetric synthesis of chiral compounds, methods for the synthesis of said catalysts, and methods for synthesizing chiral compounds with high enantioselectivity.

  本发明涉及用作手性化合物不对称合成催化剂的化合物，合成该催化剂的方法以及高对映选择性合成手性化合物的方法。
• US6660884B2
  申请人：——

  公开号：US6660884B2

  公开（公告）日：2003-12-09
• Reactions of Et₃ZnLi with Ketones:  Electronic and Steric Effects¹
  作者：Curtis A. Musser、Herman G. Richey

  DOI：10.1021/jo000630j

  日期：2000.11.1

  Toluene solutions of composition Et3ZnLi react rapidly with aldehydes and ketones to form addition products. Et3ZnNa and Et3ZnK solutions react readily with the same substrates although metalation, as well as addition, is significant with substrates having alpha -hydrogens. The Et3ZnM solutions react with 2-cyclohexenone to give mainly the 1,4-addition product. Relative rates of addition of Et3ZnLi to substituted acetophenones give a Hammett rho of 2.78. Addition of Et3ZnLi to acetophenone is sf owed significantly by alpha and ortho methyl substituents; relative rates of addition to acetophenone, o-methylacetophenone, and tert-butyl phenyl ketone are 1.00, 0.012, and 0.003.