(all-trans)-4'-Pentylbicyclohexyl-4-carboxylic acid chloride | 68077-62-3

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 酰卤
• 英文名称: (all-trans)-4'-Pentylbicyclohexyl-4-carboxylic acid chloride
• 英文别名: 4'-pentyl-[1,1'-bis(cyclohexane)]-4-carbonyl chloride；trans-4'-pentylbicyclohexane-4-carbonyl chloride
• CAS: 68077-62-3
• 化学式: C₁₈H₃₁ClO
• 分子量: 298.897
• InChiKey: HZKGYAPRSAHXJG-GARHLSDISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.94
• 重原子数：
  20.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (all-trans)-4'-Pentylbicyclohexyl-4-carboxylic acid chloride 在 吡啶 、 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 22.0h， 生成 4-(4-((8-tetrahydropyranoxyoctane)oxy)benzoyl)oxyphenyl 4'-pentyl-(1,1'-di(cyclohexyl))-4-carboxylic acid phenol ester
  参考文献：
  名称：

  一种液晶中间体的合成方法

  摘要：

  本发明公开了一种液晶中间体的合成方法，包括以下操作：制备化合物B1，化合物B1水解制得化合物B2；化合物B2与3,4‑二氢‑2H‑吡喃进行成醚反应以保护醇羟基，生成化合物B3；4'‑戊基‑[1,1'‑双(环己烷)]‑4‑甲酸与氯代试剂发生氯代反应制得化合物A1；化合物A1与对苯二酚进行酯化反应，生成化合物A2；化合物A2与化合物B3在催化剂下发生酯化反应，生成化合物A3；最后在催化剂对甲苯磺酸的作用下，化合物A3进行醇羟基的脱保护反应，生成化合物A4，得液晶中间体。本发明采用分步反应制备液晶中间体，反应选择性高，收率高，对环境友好，后处理简单，适合于工业化生产。

  公开号：

  CN113548964A
• 作为产物：
  描述：

  trans-4-(4-n-Pentylcyclohexyl)benzoic acid 在 sodium hydroxide 、 氯化亚砜 、 氢气 作用下， 以 水 、 苯 为溶剂， 140.0~280.0 ℃ 、4.0 MPa 条件下， 反应 3.0h， 生成 (all-trans)-4'-Pentylbicyclohexyl-4-carboxylic acid chloride
  参考文献：
  名称：

  Improved synthesis of trans-4-alkylcyclohexane carboxylic acids

  摘要：

  Several stereomerically pure amino acid derivatives containing the N-terminal trans-4-alkylcyclohexanoyl fragment were obtained. Hydrogenation of 4-alkylbenzoic acids in the presence of a special Ru-Ni/C catalytic system and isomerization of the resulting mixture of trans- and cis-isomers of 4-alkylcyclohexanecarboxylic acids were used as the key steps. The stereomeric configuration of all compounds was confirmed by H-1 NMR spectroscopy. The compounds obtained possess a broad biological activity potential and are useful intermediates in the synthesis of stereomerically pure modified peptides. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.06.117

文献信息

• Decarboxylative Borylation of <i>m</i>CPBA-Activated Aliphatic Acids
  作者：Dian Wei、Tu-Ming Liu、Bo Zhou、Bing Han

  DOI：10.1021/acs.orglett.9b04218

  日期：2020.1.3

  A decarboxylative borylation of aliphatic acids for the synthesis of a variety of alkylboronates has been developed by mixing m-chloroperoxybenzoic acid (mCPBA)-activated fatty acids with bis(catecholato)diboron in N,N-dimethylformamide (DMF) at room temperature. A radical chain process is involved in the reaction which initiates from the B-B bond homolysis followed by the radical transfer from the

  通过在室温下在N，N-二甲基甲酰胺（DMF）中混合间氯过氧苯甲酸（mCPBA）活化的脂肪酸与双（儿茶酚基）二硼烷，已开发出用于多种烷基硼酸酯的脂肪酸脱羧硼化反应。自由基链过程涉及该反应，该反应从BB键均质分解开始，然后自由基从硼原子转移到碳原子，随后进行脱羧和硼化。
• Nematic liquid-crystalline phases
  申请人：Merck Patent Gesellschaft mit beschrankter Haftung

  公开号：US05318721A1

  公开（公告）日：1994-06-07

  The invention relates to the use of trifluorotoluene derivatives of the formula I ##STR1## in which R.sup.1 is alkyl having 1 to 12 carbon atoms in which, in addition, one or more non-neighboring CH.sub.2 groups may be replaced by --O--, --CO--, --O--CO--, --CO--O--, --O--CO--O--, --CH-halogen, --CH--CN-- and/or --CH.dbd.CH--, A.sup.1 and A.sup.2, in each case independently of one another, are 1,4-phenylene in which, in addition, one or more CH groups may be replaced by N, trans-1,4-cyclohexylene in which, in addition, one or two non-neighboring CH.sub.2 groups may be replaced by --O-- and/or --S--, or 1,4-bicyclo(2,2,2)octylene, each of which is unsubstituted or monosubstituted or polysubstituted by halogen, nitrile and/or CH.sub.3, Z.sup.1 and Z.sup.2, in each case independently of one another, are --CO--O--, --O--CO--, --CH.sub.2 O--, --OCH.sub.2 --, --CH.sub.2 CH.sub.2 -- or a single bond, and n is 0 or 1, as components of chiral tilted smectic phases.

  本发明涉及使用式I的三氟甲基苯衍生物，其中R1是具有1到12个碳原子的烷基，此外，一个或多个非相邻的CH2基团可以被--O--，--CO--，--O--CO--，--CO--O--，--O--CO--O--，--CH-卤素，--CH--CN--和/或--CH.dbd.CH--所取代。A1和A2分别独立地是1,4-苯撑基，其中一个或多个CH基团可以被N所取代，是反-1,4-环己撑基，其中一个或两个非相邻的 基团可以被--O--和/或--S--所取代，或者是1,4-双环(2,2,2)辛撑基，每个基团均未取代或单取代或多取代为卤素，腈和/或CH3，Z1和Z2分别独立地是--CO--O--，--O--CO--，-- O--，--O --，-- --或单键，并且n为0或1，作为手性倾斜的液晶相的组分。
• Synthesis of Multiring Azo-Benzoic Acid Liquid Crystalline Molecules and Their Special Photosensitive Property
  作者：Min-Yan Zheng、Yong-Sheng Wei、Wei Geng、Nai-Ni Guo、Ping Zhang

  DOI：10.1080/15421406.2014.949591

  日期：2015.2.11

  10 new rod-like azo benzoic acid liquid crystals belonged to three series have been prepared, in which trans-cyclohexyl benzene, biphenyl or bi-trans-cyclohexyl carboxylic acid mesogenic cores with ethyl, n-propyl, n-butyl or n-pentyl substituents were connected with azo benzoic acid. Meantime, a simple method was developed in synthesizing compounds bearing both ester and carboxyl groups in one-step reaction. All these compounds have been characterized on the basis of their spectral data, differential scanning calorimeter (DSC) and hot stage polarizing optical microscope (HS-POM). All these compounds have higher thermo-stability. 8 of these compounds have liquid crystalline properties. Their temperature ranges of mesophase have not been obtained, resulting from all the compounds decomposed before their clearing points. Although these compounds are photosensitive in solution under illumination of UV light (365nm), they can't do trans-cis isomerization in their mesophses, indicating the super stabilities of the trans isomer in mesophase.
• Multirings Aromatic Aldehyde Liquid Crystal with Azo Linkage and Their Photosensitivity in Mesophase
  作者：Min-Yan Zheng、Yong-Sheng Wei、Yuan-Zi Gu、Shan Wang

  DOI：10.1080/15421406.2013.877715

  日期：2014.4.13

  Ten new rod-like aromatic aldehyde liquid crystalline molecules with azo linkage were synthesized, in which bi(trans-cyclohexyl), cyclohexyl phenyl, and biphenyl carboxylic acid mesogenic cores with terminal ethyl, n-propyl, n-butyl, and n-pentyl substituents were esterified with azo benzoic aldehyde. These molecules were designed in an attempt to construct a series of new azo liquid crystalline molecules to investigate the influence of ultraviolet (UV) light on their mesophase. All compounds have been characterized on the basis of their spectral data, differential scanning calorimeter (DSC), and hot stage polarizing optical microscope (HS-POM). All these compounds exhibited liquid crystalline phase that belonged to nematic and photosensitive properties. Their temperature ranges of mesophase are from 101 degrees C to 150 degrees C. Under irradiated 365 nm UV light, they showed photosensitivity in the solvent of methanol. Observed under HS-POM, the UV light also did change the textures of these compounds. The result showed that terminal ethyl is enough for these molecules to exhibit wider temperature range of mesophase, and these new molecules have photosensitivities observed under illumination of UV light not only in solution but also in mesophase due to the change of their structures from trans isomer to cis one.
• Budig, Hansjoerg; Diele, Siegmar; Goering, Petra, Journal of the Chemical Society. Perkin transactions II, 1995, # 4, p. 767 - 776
  作者：Budig, Hansjoerg、Diele, Siegmar、Goering, Petra、Paschke, Reinhard、Sauer, Christiane、Tschierske, Carsten

  DOI：——

  日期：——