trans-pinocarveol | 547-61-5

• 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: trans-pinocarveol
• 英文别名: pinocarveol；pin-2(10)-en-3-ol；cis-Pinocarveol；(1R,5R)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol
• CAS: 547-61-5；1674-08-4；2158-49-8；3917-59-7；5947-36-4；6712-79-4；19889-99-7；19894-98-5
• 化学式: C₁₀H₁₆O
• 分子量: 152.236
• InChiKey: LCYXQUJDODZYIJ-WGTSGOJVSA-N

物化性质

• 沸点：
  38 °C(Press: 0.3 Torr)
• 密度：
  0.9796 g/cm3
• LogP：
  2.379 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  3.0
• 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

安全信息

• 安全说明：
  S23,S24/25

反应信息

• 作为产物：
  描述：

  beta-pinene 在 2-(N-oxido)pyridineseleninic anhydride 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以90%的产率得到trans-pinocarveol
  参考文献：
  名称：

  Novel allylic oxidation reagents

  摘要：

  Pentafluorobenzeneseleninic acid and 2-(N-oxido)pyridineseleninic anhydride were prepared and used efficiently in the oxidation of alcohols and in the allylic oxidation of alkenes.

  DOI：

  10.1016/s0040-4039(00)77050-x

文献信息

• Nanosized sulfated zinc ferrite as catalyst for the synthesis of nopol and other fine chemicals
  作者：Sumit V. Jadhav、Krishna Mohan Jinka、Hari C. Bajaj

  DOI：10.1016/j.cattod.2012.01.028

  日期：2012.12

  obtain sulfated ZF (SZF) and have been used for the synthesis of nopol by Prins condensation of β-pinene and paraformaldehyde. The NH3-TPD and pyridine sorption DRIFT-IR studies revealed the significant enhancement in Lewis acidic sites of the zinc ferrite on sulfatation. The influence of various reaction parameters such as reaction temperature, effect of substrate stoichiometry and catalyst loading

  通过共沉淀法合成了纳米级高度有序的介孔锌铁氧体（ZnFe 2 O 4； ZF），进一步用硫酸铵溶液进行硫酸化制得硫酸化的ZF（SZF），并已用于通过Prins缩合β合成诺普-pine烯和多聚甲醛。NH 3-TPD和吡啶吸附DRIFT-IR研究表明，硫酸化后铁酸锌的Lewis酸性位点显着增强。研究了各种反应参数的影响，例如反应温度，底物化学计量的影响和催化剂负载量。它提供了70％的β-pine烯转化率，对Nopol的选择性为88％。废催化剂被再生并成功重复使用多达四个循环，而催化活性略有下降。发现纳米级SZF催化剂对几种其他商业上重要的酸催化反应如异构化，缩醛化和醛醇缩合反应具有高活性。
• Peculiarities of β-Pinene Autoxidation
  作者：Ulrich Neuenschwander、Emanuel Meier、Ive Hermans

  DOI：10.1002/cssc.201100266

  日期：2011.11.18

  renewable olefin β‐pinene with molecular oxygen was experimentally and computationally investigated. Peroxyl radicals abstract weakly bonded allylic hydrogen atoms from the substrate, yielding allylic hydroperoxides (i.e., myrtenyl and pinocarvyl hydroperoxide). In addition, peroxyl radicals add to the CC bond of the substrate to form an epoxide. It was found that a relatively high peroxyl radical concentration

  实验和计算研究了分子氧对可再生烯烃β-pine烯的热氧化作用。过氧自由基从底物上提取弱结合的烯丙基氢原子，从而产生烯丙基氢过氧化物（即，烯基和过氧戊二烯基氢过氧化物）。此外，过氧自由基会加到底物的CC键上形成环氧化物。结果发现，相对较高的过氧自由基浓度以及较高的过氧交叉反应速率，使得自由基-自由基反应对于这种特定的底物而言非常重要。这些过氧交叉反应中约有60％导致终止（自由基破坏），在10％的转化率下，自由基链的长度约为4。
• A novel Fe(III) salt-catalyzed monoterpene aerobic oxidation in methyl alcohol
  作者：Fabiano Gomes Ferreira de Paula、Lilian Berllini、Márcio José da Silva

  DOI：10.1016/j.catcom.2013.08.018

  日期：2013.12

  The Fe(III)-catalyzed aerobic oxidation of monoterpenes in CH3OH has been developed, in which simple Fe(III) salts are used as catalysts in the absence of stabilizing ligands. Remarkably, Fe(NO3)(3) catalyst efficiently promotes the oxidation of monoterpenes under air or dioxygen. The highest TON and TOF reached 476 and 162 h(-1), respectively. In general, reactions with 1.0-9.0 mol% of catalyst reached high conversions (ca. 90-99%) and high oxidation products selectivity (ca. 80%). Notably, alpha-pinene and beta-pinene were selectively oxidized into only allylic product, myrtenol methyl ether. The significant breakthroughs of this simple oxidative process are the use of inexpensive Fe(III) salts as catalysts and environmentally-friendly oxidants (air or dioxygen). (C) 2013 Elsevier B.V. All rights reserved.