(alphaR)-4-氯-alpha-乙基苯甲醇 | 110611-21-7

• 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: (alphaR)-4-氯-alpha-乙基苯甲醇
• 中文别名: (R)-1-(4-氯苯基)-1-丙醇
• 英文名称: (R)-1-(4-chlorophenyl)-1-propanol
• 英文别名: (R)-1-(p-chlorophenyl)-propanol；(1R)-1-(4-chlorophenyl)propan-1-ol
• CAS: 110611-21-7
• 化学式: C₉H₁₁ClO
• 分子量: 170.639
• InChiKey: TXAWBKBMGZKBNN-SECBINFHSA-N

物化性质

• 沸点：
  257.5±15.0 °C(Predicted)
• 密度：
  1.145±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2906299090

反应信息

• 作为产物：
  描述：

  (R)-(+)-1-(4'-chlorophenyl)propyl acetate 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 以91%的产率得到(alphaR)-4-氯-alpha-乙基苯甲醇
  参考文献：
  名称：

  Biocatalytically assisted preparation of antifungal chlorophenylpropanols

  摘要：

  Fermenting baker's yeast converts 4'-chloropropiophenone 1 and 3'-chloropropiophenone 2 into enantiopure (S)-(-)-1(4'-chlorophenyl)propan-1-ol (S)-3 and (S)-(+)-1-(3'-chlorophenyl)propan-1-ol (S)-4, respectively. Application of inhibitors and organic solvents as additives enhanced the enantiomeric excesses. Enantiopure compounds (R)-(+)-1-(4'-chlorophenyl)propan-1-of ((R)-3) and (R)-(+)-1-(3'-chlorophenyl)propan-1-ol (R)-4 were prepared by lipase-mediated esterifications of the racemic alcohols. Maximum inhibition of the growth of the phytopathougenic fungus Botrytis cinerea was shown for the (R)-enantiomers. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00415-9

文献信息

• Chiral 2-(2-hydroxyaryl)alcohols (HAROLs) with a 1,4-diol scaffold as a new family of ligands and organocatalysts
  作者：Ömer Dilek、Mustafa A. Tezeren、Tahir Tilki、Erkan Ertürk

  DOI：10.1016/j.tet.2017.11.054

  日期：2018.1

  Efficient and modular syntheses of chiral 2-(2-hydroxyaryl)alcohols (HAROLs), novel 1,4-diols carrying one phenolic and one alcohol hydroxyl group, have been developed which led to generation of a small library of structurally diverse HAROLs in enantiomerically pure form. Of the different HAROLs examined, a HAROL based on the indan backbone exhibited the highest activity and enantioselectivity in the

  高效和模块化的手性2-（2-羟基芳基）醇（HAROLs）的合成，带有一个酚和一个醇羟基的新型1,4-二醇已被开发出来，这导致在对映异构体中生成结构多样的HAROLS小文库纯形式。在考察的不同HAROL中，基于茚满骨架的HAROL在Ti（O i Pr）4（y高达97％， 88％ee）并在三田膦的促进下在Morita-Baylis-Hillman反应中作为氢键供体有机催化剂发挥作用。
• Use of diamines containing the α-phenylethyl group as chiral ligands in the asymmetric hydrosilylation of prochiral ketones
  作者：Virginia M. Mastranzo、Leticia Quintero、Cecilia Anaya de Parrodi、Eusebio Juaristi、Patrick J. Walsh

  DOI：10.1016/j.tet.2003.12.039

  日期：2004.2

  Chiral diamines 1–7 were used in the enantioselective hydrosilylation of prochiral aromatic and aliphatic ketones. Some of these ligands combine chiral backbones and chiral N,N′-α-phenylethyl substituents that give rise to synergistic effects between these two groups and lead to catalysts that exhibit high enantioselectivity.

  手性二胺1 – 7用于手性芳族和脂肪族酮的对映选择性氢化硅烷化。一些这些配体的结合的手性主链和手性Ñ，Ñ '-α苯乙基取代基产生两组与引线之间的协同效应，以表现出高对映选择性的催化剂。
• Enantioselective addition of diethylzinc to aldehydes catalyzed by titanium(IV) complexes of N-sulfonylated amino alcohols with two stereogenic centers
  作者：Jing-Song You、Ming-Yuan Shao、Han-Mou Gau

  DOI：10.1016/s0957-4166(01)00522-5

  日期：2001.11

  Bidentate N-sulfonylated amino alcohols with one or two stereogenic centers were prepared and applied as chiral ligands in the titanium(IV)-catalyzed asymmetric addition of diethylzinc to aldehydes, affording excellent enantioselectivities of up to 98% e.e.

  制备具有一个或两个立体生成中心的双齿N-磺酰化氨基醇，并将其用作手性配体，用于钛（IV）催化的二乙基锌与醛的不对称加成中，可提供高达98％ee的出色对映选择性
• Towards practical earth abundant reduction catalysis: design of improved catalysts for manganese catalysed hydrogenation
  作者：Magnus B. Widegren、Matthew L. Clarke

  DOI：10.1039/c9cy01601e

  日期：——

  Manganese catalysts derived from tridentate P,N,N ligands can be activated easily using weak bases for both ketone and ester hydrogenations. Kinetic studies indicate the ketone hydrogenations are 0th order in acetophenone, positive order in hydrogen and 1st order in the catalyst. This implies that the rate determining step of the reaction was the activation of hydrogen. New ligand systems with varying

  源自三齿P，N，N配体的锰催化剂可以使用弱碱轻松地活化，以进行酮和酯的加氢反应。动力学研究表明，酮氢化在苯乙酮中为0级，在氢中为正级，在催化剂中为1级。这暗示该反应的速率确定步骤是氢的活化。研究了具有不同供体强度的新型配体体系，这可能使氢活化显着更有效。这些动力学研究的结果是，发现了一种相对于母体系统而言，苯乙酮氢化反应的初始转换频率提高了约3倍的催化剂。酯加氢和酮转移加氢（异丙醇作为还原剂）对于底物和催化剂都是第一级的。动力学研究还获得了对催化剂稳定性的了解，并确定了在整个催化反应中催化剂稳定的工作范围（以及仍然可以实现高收率的更大的工作范围）。新的更具活性的催化剂将富电子膦与富电子吡啶结合使用，能够在65°C的条件下使用低至0.01 mol％的催化剂氢化苯乙酮。总之，描述了还原21种酮和15种酯的方案。将富电子膦与富电子吡啶结合使用能够在低至65°C的条件下使用低至0.01 mol％的
• CAMPHOR-DERIVED COMPOUNDS, METHOD FOR MANUFACTURING THE SAME, AND APPLICATION THEREOF
  申请人：UANG Biing-Jiun

  公开号：US20120077976A1

  公开（公告）日：2012-03-29

  Camphor-derived compounds are disclosed, which are represented as the following formula (I): wherein R 1 , R 2 , R 3 , and R 4 each are defined as described in the specification. In addition, a method for manufacturing the camphor-derived compounds and application thereof are disclosed.

  揿脑素衍生化合物的结构如下式（I）所示： 其中R1、R2、R3和R4分别如规范中所述定义。此外，还公开了一种制造揿脑素衍生化合物和应用它们的方法。