(+)-neoiso-isopulegol | 144541-38-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (+)-neoiso-isopulegol
• 英文别名: (-)-isopulegol；(1R,2R,5R)-5-methyl-2-prop-1-en-2-ylcyclohexan-1-ol
• CAS: 144541-38-8
• 化学式: C₁₀H₁₈O
• 分子量: 154.252
• InChiKey: ZYTMANIQRDEHIO-OPRDCNLKSA-N

物化性质

• 沸点：
  68 °C(Press: 3 Torr)
• 密度：
  0.9362 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 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：

  (+)-neoiso-isopulegol 生成 (+)-(1R,3R,4R,8R)-p-Menthan-3,9-diol
  参考文献：
  名称：

  非对映异构体（1 R）-Diboran异构体

  摘要：

  模具Umsetzung DER stereoisomeren Isopulegole 1 - 4 MIT乙硼烷erfolgt温特达赫Stereospezifität。Aus der nachfolgenden oxydativen Aufarbeitung resultieren die Gemische der 9-Hydroxymenthole，in denes eines der Diastereomeren starküberwiegt。Die Konstitution von 7 Diolen（5 – 11）世界遗产组织和综合组织。

  DOI：

  10.1002/hlca.19670500123
• 作为产物：
  描述：

  (+)-cis-isopulegone 在 lithium aluminium tetrahydride 作用下， 生成 (+)-neoiso-isopulegol
  参考文献：
  名称：

  Ohloff,G. et al., Chemische Berichte, 1962, vol. 95, p. 1400 - 1408

  摘要：

  DOI：

文献信息

• B-TUD-1: a versatile mesoporous catalyst
  作者：Adeline Ranoux、Kristina Djanashvili、Isabel W. C. E. Arends、Ulf Hanefeld

  DOI：10.1039/c3ra44406f

  日期：——

  Novel amorphous mesoporous borosilicate, B-TUD-1, was prepared to test its performance for different sustainable reactions. The structure of the material, the effective incorporation of boron into the framework as well as the nature of incorporated boron were verified by N2-sorption, XRD, ICP-OES, TEM, NH3-desorption, MAS NMR and FTIR. The potential of these materials as catalysts was tested in two reactions under different conditions. They showed an apparently good activity and recycling potential for HMF (5-hydroxymethyl-furfural) synthesis. However leaching of boron occurred during this aqueous reaction. We could demonstrate that the leached boron was actually the catalyst of the reaction. In a second reaction, this time in organic solvent, the B-TUD-1 materials were tested for the Prins cyclisation of citronellal. A very promising activity was obtained. The catalyst could be recycled and no boron leached, as demonstrated by hot filtration experiments.

  新型无定形介孔硼硅酸盐B-TUD-1被制备出来，以测试其在不同可持续反应中的性能。通过N₂吸附、XRD、ICP-OES、TEM、NH₃脱附、MAS NMR和FTIR等手段，验证了材料的结构、硼有效嵌入骨架的情况以及嵌入硼的性质。在不同条件下，这些材料作为催化剂的潜力在两种反应中进行了测试。它们在HMF（5-羟甲基糠醛）合成中表现出明显良好的活性和循环利用潜力。然而，在此水相反应过程中发生了硼的浸出。我们可以证明，浸出的硼实际上是该反应的催化剂。在第二种反应，这次是有机溶剂环境下，对B-TUD-1材料进行了香茅醛的Prins环化测试。获得了非常令人鼓舞的活性结果。催化剂可以回收，且没有硼的浸出，这一点通过热过滤实验得到证实。
• Synthesis of bimetallic Zr(Ti)-naphthalendicarboxylate MOFs and their properties as Lewis acid catalysis
  作者：Antonia M. Rasero-Almansa、Marta Iglesias、Félix Sánchez

  DOI：10.1039/c6ra23143h

  日期：——

  Bimetallic Zr(Ti)-NDC based metal–organic frameworks (MOFs) have been prepared by incorporation of titanium(IV) into zirconium(IV)-NDC-MOFs (UiO family). The resulting materials maintain thermal (up to 500 °C), chemical and structural stability with respect to parent Zr-MOFs as can be deduced from XRD, N2 adsorption, FTIR and thermal analysis. The materials have been studied in Lewis acid catalyzed

  通过将钛（IV）掺入锆（IV）-NDC-MOF（UiO族）中，制备了基于双金属Zr（Ti）-NDC的金属-有机骨架（MOF ）。可以从XRD，N 2吸附，FTIR和热分析推导出，所得材料相对于母体Zr-MOF保持热（最高500°C），化学和结构稳定性。已在路易斯酸催化的反应中研究了该材料，例如多米诺骨牌Meerwein-Ponndorf-Verley（MPV）还原-对甲氧基苯甲醛与丁醇的醚化，α-pine烯氧化物的异构化和香茅醛的环化。
• Synthesis of the Privileged 8-Arylmenthol Class by Radical Arylation of Isopulegol
  作者：Steven W. M. Crossley、Ruben M. Martinez、Sebastián Guevara-Zuluaga、Ryan A. Shenvi

  DOI：10.1021/acs.orglett.6b01047

  日期：2016.6.3

  Friedel–Crafts reaction in the derivatization of the inexpensive monoterpene isopulegol. A variety of readily prepared aryl and heteroaryl sulfonates undergo a formal hydroarylation to form 8-arylmenthols, privileged scaffolds for asymmetric synthesis, as typified by 8-phenylmenthol. High stereoselectivity is observed in related systems. This use of HAT significantly extends the chiral pool from the inexpensive

  氢原子转移（HAT）避免了廉价的单萜异胡薄荷醇的衍生化中不利的Friedel-Crafts反应。各种易于制备的芳基和杂芳基磺酸盐经过正式的氢芳基化反应生成8-芳基薄荷醇，这是用于不对称合成的有优势的支架，以8-苯基薄荷醇为代表。在相关系统中观察到高立体选择性。HAT的这种使用极大地扩展了廉价的单萜异胡薄荷醇的手性库。
• Silver-Catalyzed Hydrotrifluoromethylation of Unactivated Alkenes with CF₃SiMe₃
  作者：Xinyue Wu、Lingling Chu、Feng-Ling Qing

  DOI：10.1002/anie.201208971

  日期：2013.2.18

  A silver bullet: The title reaction results in selective formation of trifluoromethylated alkanes, and is in contrast to the previously reported transition‐metal‐catalyzed trifluoromethylation of olefins to generate a series of trifluoromethylated allylic compounds. Preliminary mechanistic investigations indicate that the current hydrotrifluoromethylation proceeds through a pathway involving a CF3

  灵丹妙药：标题反应导致三氟甲基化烷烃的选择性形成，与先前报道的烯烃过渡金属催化的三氟甲基化反应生成一系列三氟甲基化的烯丙基化合物相反。初步的机理研究表明，当前的氢三氟甲基化是通过涉及CF 3自由基物质的途径进行的。
• Synergy between Brønsted acid sites and Lewis acid sites
  作者：Selvedin Telalović、Jeck Fei Ng、Rajamanickam Maheswari、Anand Ramanathan、Gaik Khuan Chuah、Ulf Hanefeld

  DOI：10.1039/b807953f

  日期：——

  Synergy between Brønsted acid sites and Lewis acid sites in mesoporous Al-Zr-TUD-1 was demonstrated to exist in Brønsted acid catalysed reactions, but not in Lewis acid catalysed reactions.

  在布朗斯特酸催化反应中，介孔Al-Zr-TUD-1的布朗斯特酸位点与路易斯酸位点之间的协同作用得到了证明，但在路易斯酸催化反应中并不存在这种协同作用。