(+)-neomenthol chloroformate

• 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: (+)-neomenthol chloroformate
• 英文别名: (+)-1S-Menthylchlorformat；(-)-menthyl chloroformate；[(1S,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] carbonochloridate
• 化学式: C₁₁H₁₉ClO₂
• 分子量: 218.724
• InChiKey: KIUPCUCGVCGPPA-UTLUCORTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+)-neomenthol chloroformate 在 吡啶 、 过氧乙酸 作用下， 以 溶剂黄146 、 甲苯 为溶剂， 反应 51.0h， 生成 Phenyl-phosphonic acid mono-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl) ester
  参考文献：
  名称：

  Hewitt reaction revisited

  摘要：

  A range of alkyl phenylphosphonites are prepared from the reaction of phenylphosphinic acid with the corresponding alkyl chloroformates. A mechanism for this reaction is proposed. 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02647-3

文献信息

• Synthesis of Sterically Hindered Biaryls by Zr-Mediated Co-cyclotrimerization of Alkynes
  作者：Lenka Dufková、Martin Kotorax、Ivana Císařová

  DOI：10.1002/ejoc.200400881

  日期：2005.6

  arylpropynoates in the presence of stoichiometric amounts of CuCl or NiBr2(PPh3)2 represents a novel approach to the synthesis of biaryls, formed in good yields. The CuCl-mediated reaction proceeded through two reaction mechanisms, also affording Dewar benzenes together with the corresponding biaryls. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)

  在化学计量量的 CuCl 或 NiBr2(PPh3)2 存在下，用邻位取代的芳基丙酸酯处理氧化锆环戊二烯代表了一种合成联芳基的新方法，以良好的产率形成。CuCl 介导的反应通过两种反应机制进行，同时生成杜瓦苯和相应的联芳基化合物。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)
• Photochemie von Acylaziden. VIII [1]. Reagieren Acylnitrene wie 1,3-Dipole??
  作者：Karin Buck、Dirk Jacobi、Yvette Pl�gert、Werner Abraham

  DOI：10.1002/prac.19943360807

  日期：——

  The formation of three- ore five-membered heterocyclic rings by the reaction of acylnitrenes with olefins depends on the electron density at the double bond. The generally expected formation of aziridines by a cheletropic reaction was observed by photolysis of aroylazides 1 in the presence of 2,5-dihydrofuran 2. But with enolethers 3 and 4 oxazolines were directly formed. This [3 + 2] cycloaddition is regiospecific. The cycloadditon is modestly stereoselective by steric hindrance within the cyclic enolether 3b. Very small de-values were found with chiral substituents in the acylazide 13.The azide decomposition was also achieved by photoinduced electron transfer. The same cycloaddition products as obtained by direct photolysis of the azides were obtained via radical anions of the acylazide. Using Michler's ketone as electron donor in the triplet state the formation of isocyanate which diminishes the yield of cycloadducts can be avoided.