三环萜 | 508-32-7

• 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: 三环萜
• 英文名称: 1,7,7-trimethyltricyclo[2.2.1.02,6]heptane
• 英文别名: tricyclene；Tricyclen；cyclene
• CAS: 508-32-7
• 化学式: C₁₀H₁₆
• 分子量: 136.237
• InChiKey: RRBYUSWBLVXTQN-UHFFFAOYSA-N

物化性质

• 熔点：
  67.5°C
• 沸点：
  185.55°C (rough estimate)
• 密度：
  0.8668
• 溶解度：
  氯仿（微溶）、甲醇（微溶）
• LogP：
  3.975 (est)
• 物理描述：
  Solid
• 大气OH速率常数：
  2.86e-12 cm3/molecule*sec
• 保留指数：
  922;918;919;924;921;923;922;927;922;920;915;921;917;906;925;916;899;921;926;921;920;922;923;920.4;922;922;925;928;915;920;922;923;915;920;942;928.5;921;915;906;934;921;921;915;918;901;927;917;920;927;916;921;923;927;927;921;921;921;916;906;916;924;927;926;911;928;909;926;908;923;911;908;921;920;909;921;917;935;934;923.9;925.6;921;920;932;915;918;917;908;926;926;918;919;921;933;921;921;922;921;921;949.7;940;921;922;919;936;936;921;918;921;919;922.8

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 储存条件：
  室温

反应信息

• 作为反应物：
  描述：

  三环萜 在 三乙胺 作用下， 以 溶剂黄146 为溶剂， 反应 10.0h， 生成 6-exo-Acetoxycamphene
  参考文献：
  名称：

  Electrochemical oxidation of polycyclic cyclopropanes and camphene. Novel synthesis of exo-5,5-dimethyl-6-methylenebicyclo[2.2.1]heptan-2-ol (nojigiku alcohol)

  摘要：

  DOI：

  10.1021/jo00296a069
• 作为产物：
  描述：

  1,7,7-三甲雙環[2.2.1]庚-2-烯 在 Raney-Co 作用下， 生成 三环萜
  参考文献：
  名称：

  Maurel,R. et al., Bulletin de la Societe Chimique de France, 1969, p. 4112 - 4116

  摘要：

  DOI：
• 作为试剂：
  描述：

  莰烯 、 苯甲腈 在 phosphotungstic acid 、 三环萜 作用下， 以 水 为溶剂， 反应 4.0h， 以70%的产率得到endo-N-(1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl)benzamide
  参考文献：
  名称：

  Heteropolyacids as new catalysts of the Ritter reaction

  摘要：

  Some nitriles reacted with camphene in the presence of heteropolyacids (H3PW12O40, H4SiW12O40, H7PMo12O40) as catalyst to give N-(1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)-substituted amides in fairly high yields.

  DOI：

  10.1134/s1070428006070062

文献信息

• Synthesis, Characterization, and Catalytic Activity of NAPO-5 and NAPO-11
  作者：Shanmugam P. Elangovan、Vengaimuthu Krishnasamy、Velayutham Murugesan

  DOI：10.1246/bcsj.68.3659

  日期：1995.12

  Nickel-substituted aluminophosphate molecular sieves (NAPO-5 and NAPO-11) were synthesized hydrothermally using triethylamine and dipropylamine as templates. Structures were confirmed by X-ray powder pattern, and unit cell parameters calculated by a standard least square refinement technique. The isomorphous substitution of nickel in the aluminophosphate framework is evidenced by the considerable increase in unit cell volume compared to unsubstituted AlPO4-5 and AlPO4-11. In addition, electron spin resonance and diffuse reflectance spectra were carried out to produce supporting evidence for the isomorphous substitution of nickel. Acidity was determined by a TPD-TGA method which shows two types of acid sites. Symmetry and asymmetry vibrations were obtained from infrared spectra. Chemical analysis by ICP and BET surface area are also reported. The physicochemical properties of the catalysts were correlated towards isomerisation of camphene at various (WHSV)−1 values and temperatures. The products formed are tricyclene and 2-bornene and the selective formation of tricyclene was achieved over these catalysts.

  通过使用三乙胺和二丙胺作为模板，采用水热合成法制备了镍取代的铝磷酸盐分子筛（NAPO-5和NAPO-11）。结构通过X射线粉末衍射图谱确认，并利用标准最小二乘精修技术计算了晶胞参数。相较于未取代的AlPO4-5和AlPO4-11，单元晶胞体积的显著增加证明了镍在铝磷酸盐骨架中的同晶取代。此外，电子自旋共振和漫反射光谱也为镍的同晶取代提供了支持性证据。酸度通过TPD-TGA方法测定，显示存在两种类型的酸性位点。从红外光谱中获得了对称和非对称振动。通过ICP化学分析和BET比表面积测定也进行了报道。催化剂的物理化学性质与樟脑在不同（WHSV）-1值和温度下的异构化反应相关联。生成的产物为三环烯和2-硼烯，利用这些催化剂实现了对三环烯的选择性形成。
• Cascade polymer complexes, process for their production and
  申请人：Schering Aktiengesellschaft

  公开号：US05820849A1

  公开（公告）日：1998-10-13

  Cascade polymer complexes that contain a) complexing ligands of general formula I A-X-\x9bY-(Z-<W-K.sub.W >.sub.Z).sub.y !.sub.x }.sub.a (I), in which A stands for a nitrogen-containing cascade nucleus of base multiplicity a, X and Y, independently of one another, stand for a direct bond or a cascade reproduction unit of reproduction multiplicity x or y, Z and W, independently of one another, stand for a cascade reproduction unit of reproduction multiplicity z or w, K stands for the radical of a complexing agent, a stands for numbers 2 to 12, x, y, z and w, independently of one another, stand for numbers 1 to 4, provided that at least two reproduction units are different and that for the product of the multiplicities, 16<a.multidot.x.multidot.y.multidot.z.multidot.w<64 holds true, b) at least 16 ions of an element of atomic numbers 20 to 29, 39, 42, 44 or 57-83, c) optionally cations of inorganic and/or organic bases, amino acids or amino acid amides as well as d) optionally acylated terminal amino groups are valuable compounds for diagnosis and therapy.

  包含以下成分的级联聚合物复合物对诊断和治疗具有重要价值：a) 通式I A-X-\x9bY-(Z-<W-K.sub.W >.sub.Z).sub.y !.sub.x }.sub.a (I)中的络合配体，其中A代表碱基重复度为a的含氮级联核，X和Y分别代表直接键或重复度为x或y的级联复制单元，Z和W独立地代表重复度为z或w的级联复制单元，K代表络合剂的基团，a为2到12的数字，x、y、z和w独立地代表1到4的数字，前提是至少两个复制单元不同，并且对于重复度的乘积，16氨基团。
• The decomposition of sulphonyl-hydrazone salts—I
  作者：J.W. Powell、M.C. Whiting

  DOI：10.1016/s0040-4020(01)93200-4

  日期：1959.1

  Bamford-Stevens reaction is shown to be a unimolecular elimination from the anion of the sulphonylhydrazone. This gives, apparently in all cases, a secondary aliphatic diazo-compound, which then undergoes thermal decomposition. Such diazo-compounds may decompose in solvents rich in available protons, such as were originally used by Bamford and Stevens, mainly via the diazonium cation, and the reaction

  Bamford-Stevens反应中的决定速率的阶段显示为磺酰a阴离子的单分子消除。显然，在所有情况下，这都会产生仲脂族重氮化合物，然后将其进行热分解。这样的重氮化合物可以在富含可用质子的溶剂中分解，例如Bamford和Stevens最初使用的溶剂，主要通过重氮阳离子分解，然后该反应退化为正常脱氨反应的一种形式。乙酰胺是一种方便的溶剂，可最大程度地减少这种影响，并提供更高产率的烃类产品。
• Catalytic transformation of camphene over aluminophosphate-based molecular sieves
  作者：S. P. Elangovan、Banumathi Arabindoo、V. Krishnasamy、V. Murugesan

  DOI：10.1039/ft9959104471

  日期：——

  The catalytic transformation of camphene over AlPO4-5, AlPO4-11, SAPO-5, SAPO-11, VAPO-5, VAPO-11, CoAPO-5, CoAPO-11, NAPO-5, NAPO-11, ZAPO-5 and ZAPO-11 in the vapour phase has been studied. The products formed are tricyclene, bornylene and monocyclic terpenes. The product distribution is influenced by both acidity and inverse weight hourly space velocity (WHSV)–1. Selective formation of tricyclene is envisaged over weak acid sites and with lower (WHSV)–1, while the monocylics like dipentene, terpinolene, α- and τ-terpinenes, p-menthene and p-cymene are formed over strong acid sites. The effect of temperature on conversion and product distribution, and the effect of acidity and (WHSV)–1 on the distribution of monocyclics have also been investigated.

  研究了莰在气相中通过 AlPO4-5、AlPO4-11、SAPO-5、SAPO-11、VAPO-5、VAPO-11、CoAPO-5、CoAPO-11、NAPO-5、NAPO-11、ZAPO-5 和 ZAPO-11 催化转化的情况。生成的产物有三环烯、双烯烃和单环萜烯。产物的分布受酸度和逆重量小时空间速度（WHSV）-1 的影响。弱酸位点和较低的 (WHSV)-1 会选择性地生成三环烯，而单环萜烯如二戊烯、萜品烯、α- 和 τ-萜烯、对门烯和对-氰烯则在强酸位点上生成。此外，还研究了温度对转化率和产物分布的影响，以及酸度和 (WHSV)-1 对单环分布的影响。
• Thermal transformation of monoterpenes within thionin-supported zeolite Na-Y. Acid-catalyzed or electron transfer-induced?
  作者：Manolis Stratakis、Manolis Stavroulakis、Nikoletta Sofikiti

  DOI：10.1002/poc.557

  日期：2003.1

  thionin-supported zeolite Na-Y. The same reactions occur in Na-Y dried under the same conditions as thionin/Na-Y. It is postulated that the thermal treatment of Na-Y generates ‘electron holes’ (probably acidic sites). The transformation of monoterpenes occurs more likely via an electron transfer-induced reaction subordinated to the occurrence of the acidic sites. The radical cation of the more thermodynamically

  几个单萜（单环，双环或无环）异构化，最终在黑暗中转化为对硫氰酸丁酯，然后在硫黄素负载的Na-Y沸石中加载。在与硫蛋白/ Na-Y相同的条件下干燥的Na-Y中发生相同的反应。据推测，Na-Y的热处理会产生“电子空穴”（可能是酸性位点）。单萜的转化更可能通过电子转移诱导的反应而服从于酸性位点的发生。热力学上更稳定的单萜α-萜品烯的自由基阳离子最终脱氢为对甲基苯甲基。为了比较，在甲基紫精负载的Na-Y中进行了相同的反应。版权所有©2002 John Wiley＆Sons，Ltd.

表征谱图