2-苯基-2-降冰片醇 | 16821-80-0

• 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
• 中文名称: 2-苯基-2-降冰片醇
• 英文名称: 2-Phenylisoborneol
• 英文别名: 1,7,7-trimethyl-2-phenyl-bicyclo[2.2.1]heptan-2-ol；(1R,2S,4R)-(-)-2-[phenyl]-1,7,7-tri-[methyl]-bicyclo[2.2.1]heptane-2-ol；2-Bornanol, 2-phenyl-；1,7,7-trimethyl-2-phenylbicyclo[2.2.1]heptan-2-ol
• CAS: 16821-80-0
• 化学式: C₁₆H₂₂O
• 分子量: 230.35
• InChiKey: GJOSGKNJWBGNSY-UHFFFAOYSA-N

物化性质

• 熔点：
  59-61℃
• 沸点：
  325℃
• 密度：
  1.056
• 闪点：
  133℃

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 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：

  2-苯基-2-降冰片醇 在 硫酸 作用下， 生成 1-Phenyl-camphen
  参考文献：
  名称：

  Nametkin; Kitschkin; Kurssanow, Journal fur praktische Chemie (Leipzig 1954), 1929, vol. <2> 124, p. 150,153, 154, 155

  摘要：

  DOI：
• 作为产物：
  描述：

  樟脑 、 phenylmagnesium bromide 生成 2-苯基-2-降冰片醇
  参考文献：
  名称：

  Bredt, Journal fur praktische Chemie (Leipzig 1954), 1918, vol. <2> 98, p. 100

  摘要：

  DOI：

文献信息

• Solutions of anhydrous lanthanide salts and its preparation
  申请人：Ludwig-Maximilians-Universität München

  公开号：EP1759765A1

  公开（公告）日：2007-03-07

  The present invention relates to anhydrous solutions of MX3•z LiA in a solvent, wherein M is a lanthanide including lanthanum, or yttrium or indium; z > 0; and X and A are independently or both monovalent anions, preferably Cl, Br or I. The solution is readily prepared by dissolving or suspending MX3 or its hydrate and z equiv LiA in water or hydrophilic solvents, or mixtures thereof, removing the solvent under vacuum and dissolving the resulting powder in another solvent. The solution of MX3•z LiA can advantageously be used e.g. in addition reactions of Grignard reagents to ketones and imines. Even the catalytic use of MX3•z LiA is possible. Also claimed are a method for preparing the anhydrous solutions, the use of such solution in a chemical reaction and chemical compositions MX3•z LiA, with M, z, X and A as indicated above.

  本发明涉及MX3•z LiA在溶剂中的无水溶液，其中M是镧系元素包括镧或钇或铟；z > 0；X和A分别或同时是一价阴离子，优选为Cl、Br或I。该溶液可通过在水或亲水性溶剂中溶解或悬浮MX3或其水合物和z当量的LiA，然后在真空下去除溶剂并将得到的粉末溶解在另一溶剂中而轻松制备。MX3•z LiA的溶液可以有益地用于例如Grignard试剂对酮和亚胺的加成反应。甚至可以进行MX3•z LiA的催化使用。 还声明了一种制备无水溶液的方法，以及在化学反应中使用这种溶液和化学组合物MX3•z LiA，其中M、z、X和A如上所示。
• Development of a Scalable Lanthanide Halide/Quaternary Ammonium Salt System for the Nucleophilic Addition of Grignard Reagents to Carbonyl Groups and Application to the Synthesis of a Remdesivir Intermediate
  作者：Andrew C. Stevens、Katrien Brak、W. Stacy Bremner、Angela M. Brown、Andrei Chtchemelinine、Lars Heumann、James A. Kerschen、Witold Subotkowski、Tiago Vieira、Lydia C. Wolfe、Boran Xu、Chia-Yun Yu

  DOI：10.1021/acs.oprd.1c00191

  日期：2022.3.18

  implementation of a scalable additive system, consisting of a lanthanide salt and a solubilizing quaternary ammonium salt, to improve the yield and robustness of the addition of an organomagnesium reagent to a ribonolactone en route to remdesivir. This system was found to be generally applicable in enhancing other challenging organomagnesium additions to enolizable and hindered carbonyl-containing compounds

  本手稿描述了可扩展添加剂系统的开发和实施，该系统由镧系元素盐和增溶季铵盐组成，以提高向瑞德西韦添加有机镁试剂到核糖酸内酯的产量和稳定性。发现该系统通常适用于增强其他具有挑战性的有机镁添加到可烯醇化和受阻的含羰基化合物中。
• [EN] ALPHA-HYDROGEN SUBSTITUTED NITROXYLS AND DERIVATIVES THEREOF AS CATALYSTS<br/>[FR] NITROXYLES À SUBSTITUTION ALPHA-HYDROGÈNE ET LEURS DÉRIVÉS EN TANT QUE CATALYSEURS
  申请人：TECHNION RES & DEV FOUNDATION

  公开号：WO2013118118A1

  公开（公告）日：2013-08-15

  The present invention relates to novel alpha-hydrogen substituted nitroxyl compounds and their corresponding oxidized (oxoammonium cations) and reduced (hydroxylamine) forms, and to the use of such compounds, inter alia, for (1) oxidation of primary and secondary alcohols to aldehydes and ketones, respectively; (2) resolution of racemic alcohols; (3) desymmetrization of meso-alcohol; (4) as radicals and spin trapping reagents; and (5) as polymerization agents. The present invention further relates to processes for preparing the novel nitroxyl/oxoammonium/ hydroxylamine compounds from the corresponding amines, and to certain novel amine derivatives and their uses. The compounds of the invention as well as the amine precursors are also useful as ligands for transition metals and as organocatalysts in e.g., aldol reactions.

  本发明涉及新型α-氢取代亚硝基化合物及其相应的氧化物（氧化氨阳离子）和还原物（羟胺）形式的使用，其中这些化合物可用于（1）将一级和二级醇氧化为醛和酮；（2）拆分外消旋醇；（3）去对称化中性醇；（4）作为自由基和自旋捕获试剂；以及（5）作为聚合剂。本发明还涉及从相应胺制备新型亚硝基/氧化氨/羟胺化合物的方法，以及某些新型胺衍生物及其用途。本发明的化合物以及胺前体也可用作过渡金属的配体，并可用作有机催化剂，例如在Aldol反应中。
• Nickel-Catalyzed Reductive Deoxygenation of Diverse C–O Bond-Bearing Functional Groups
  作者：Adam Cook、Haydn MacLean、Piers St. Onge、Stephen G. Newman

  DOI：10.1021/acscatal.1c03980

  日期：2021.11.5

  We report a catalytic method for the direct deoxygenation of various C–O bond-containing functional groups. Using a Ni(II) pre-catalyst and silane reducing agent, alcohols, epoxides, and ethers are reduced to the corresponding alkane. Unsaturated species including aldehydes and ketones are also deoxygenated via initial formation of an intermediate silylated alcohol. The reaction is chemoselective for

  我们报告了一种用于各种含 C-O 键官能团的直接脱氧的催化方法。使用 Ni(II) 预催化剂和硅烷还原剂，醇、环氧化物和醚被还原为相应的烷烃。包括醛和酮在内的不饱和物质也通过中间体甲硅烷基化醇的初始形成而脱氧。该反应对 C(sp 3 )-O 键具有化学选择性，而胺、苯胺、芳基醚、烯烃和含氮杂环不受影响。催化氘化、苄醚脱保护和生物质衍生原料的价值化的应用证明了该方法的一些实际方面。
• Soluble Lanthanide Salts (LnCl3⋅2 LiCl) for the Improved Addition of Organomagnesium Reagents to Carbonyl Compounds
  作者：Arkady Krasovskiy、Felix Kopp、Paul Knochel

  DOI：10.1002/anie.200502485

  日期：2006.1.9