2-(3-trifluoromethylphenyl)-2-butanol | 10015-15-3

• 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: 2-(3-trifluoromethylphenyl)-2-butanol
• 英文别名: α-Aethyl-α-methyl-3-trifluormethyl-benzylalkohol；(3-trifluoromethylphenyl)-butan-2-ol；2-[3-(trifluoromethyl)phenyl]butan-2-ol
• CAS: 10015-15-3
• 化学式: C₁₁H₁₃F₃O
• 分子量: 218.219
• InChiKey: YOXNVBFQHFJDPV-UHFFFAOYSA-N

物化性质

• 沸点：
  226.3±35.0 °C(Predicted)
• 密度：
  1.166±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 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：
  4

反应信息

• 作为反应物：
  描述：

  2-(3-trifluoromethylphenyl)-2-butanol 、 potassium hydrogensulfate 以70%的产率得到
  参考文献：
  名称：

  CALVEZ Y.; PERROT R., ANN. SCI. UNIV. BESANCON. CHIM., 1978-1979, NO 15-16, 35-46

  摘要：

  DOI：
• 作为产物：
  描述：

  1-(1-Chloro-1-methyl-propyl)-3-trifluoromethyl-benzene 以 水 、 丙酮 为溶剂， 生成 2-(3-trifluoromethylphenyl)-2-butanol
  参考文献：
  名称：

  苄基溶剂分解中共振稳定化的重要性。取代基对α，α-二异丙基苄基氯的溶剂分解的影响

  摘要：

  可以根据σ +值描述取代基对α，α-二异丙基苄基氯的溶剂分解的影响。通过将两个庞大的异丙基引入苄基反应中心，未观察到明显的空间共振损失。

  DOI：

  10.1016/s0040-4039(00)61418-1

文献信息

• New ligands and structural insights into the catalytic asymmetric addition of organozinc reagents to ketones
  作者：Gabriela Huelgas、Lynne K. LaRochelle、Lucrecia Rivas、Yekaterina Luchinina、Rubén A. Toscano、Patrick J. Carroll、Patrick J. Walsh、Cecilia Anaya de Parrodi

  DOI：10.1016/j.tet.2011.04.022

  日期：2011.6

  considerable attention. Outlined herein is the synthesis of two new ligands based on the C2-symmetric 11,12-diamino-9,10-dihydro-9,10-ethanoanthracene. The scope of the new ligands has been evaluated in the catalytic asymmetric addition of diethylzinc to a variety of ketones. Enantioselectivities as high as 99% have been achieved. The structures of two of these ligands have been determined by X-ray crystallography

  烷基向酮的催化不对称加成反应已引起相当大的关注。本文概述了基于C 2对称的11,12-二氨基-9,10-二氢-9,10-乙基蒽的两个新配体的合成。在将二乙基锌催化不对称加成到各种酮中时，已经评估了新配体的范围。对映选择性高达99％。这些配体中的两个的结构已经通过X射线晶体学确定并且与相关结构进行了比较。另外，还报道了与双（磺酰胺）二醇配体结合的钛配合物的结构。
• 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。
• 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.
• US6660884B2
  申请人：——

  公开号：US6660884B2

  公开（公告）日：2003-12-09