Campher-4-carbonsaeure | 129645-64-3

• 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: Campher-4-carbonsaeure
• 英文别名: (1S)-3-oxo-4.7.7-trimethyl-norbornane-carboxylic acid-(1)；(1S)-3-Oxo-4.7.7-trimethyl-norbornan-carbonsaeure-(1)；(1S,4R)-4,7,7-trimethyl-3-oxobicyclo[2.2.1]heptane-1-carboxylic acid
• CAS: 129645-64-3
• 化学式: C₁₁H₁₆O₃
• 分子量: 196.246
• InChiKey: RKFCLVFAFZYVCG-WDEREUQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Campher-4-carbonsaeure 在 溴 、 sodium isopropylate 、 silver nitrate 、 溶剂黄146 、 sodium hydroxide 作用下， 以 水 、 异丙醇 为溶剂， 反应 12.08h， 生成 (3E)-3-(bromomethylene)-1,2,2-trimethylcyclopentanecarboxylic acid
  参考文献：
  名称：

  通过4-取代的樟脑生产各种环戊烷羧酸的途径

  摘要：

  4-樟脑樟脑易于从樟脑中获得，仅需几个步骤即可用作多种环戊烷羧酸的高产率合成中的多用途前体。4-羧基和4-甲氧基羰基-3-溴樟脑的区域选择性溴化以良好的收率产生10-溴甲基衍生物。对于10-溴代樟脑-4-羧酸，10-溴代樟脑醌-4-羧酸和3,4-二溴代樟脑，团簇型裂解反应平稳进行，形成不饱和环戊烷羧酸。本文报道的对溴代樟脑-4-羧酸及其衍生物的溴化和重排反应的详细研究突显了取代樟脑的独特化学性质，并易于获得各种2,2-二甲基-3-亚甲基环戊烷羧酸衍生物。

  DOI：

  10.1016/j.tet.2011.12.053
• 作为产物：
  描述：

  (+)-(1R)-3,3-dimethyl-2-methylene-1-norbornanecarboxylic acid 在 chromium(VI) oxide 、 硫酸 作用下， 生成 Campher-4-carbonsaeure
  参考文献：
  名称：

  Solvolytic reactivity of 4-tricyclyl, 1-apocamphyl, and 1-methyl-4-tricyclo[2.2.2.02,6]octyl trifluoromethanesulfonates. Observations on the interaction of the face of the cyclopropane ring with electrophiles and on the interpretation of activation parameters for solvolytic reactions

  摘要：

  DOI：

  10.1021/ja00768a035

文献信息

• Houben; Pfankuch, Justus Liebigs Annalen der Chemie, 1931, vol. 489, p. 193,208
  作者：Houben、Pfankuch

  DOI：——

  日期：——
• Kagawa, Chemical and pharmaceutical bulletin, 1959, vol. 7, p. 306,314
  作者：Kagawa

  DOI：——

  日期：——
• The Skien lavas, Oslo Rift: petrological disequilibrium and geochemical evolution
  作者：E. Dunworth、E.-R. Neumann、J. Rosenbaum

  DOI：10.1007/s004100000215

  日期：2001.3

  The Skien lavas, which form the earliest phase of basaltic magmatism within the Permo-Carboniferous Oslo Rift, contain multiple generations of clinopyroxene which exhibit strong petrological and geochemical disequilibrium. Three principal core compositions have been identified: (1) low-jadeite, high-Mg, Cr-diopside cores (CrMgDi) with strongly depleted trace-element signatures, which are believed to be xenocrystic in origin; (2) Mg-rich, Cr-poor diopside cores (MgDi) with moderately depleted trace-element signatures which probably represent early cognate growth; and (3) more dominant, low-Mg, phenocrystic diopside cores (Phen-Di). Several samples contain CrMgDi or MgDi cores which have been subjected to resorption and partial reequilibration with their host melts, indicative of extensive disequilibrium and magma mixing. These three core types are overgrown by trace-element-enriched Ti-augite, which also forms megacrysts and late-stage lava groundmass. Calculated Ti-augite/melt partition coefficients show clinopyroxene compatibility of the M-HREE, Zr, Hf and Y. The LILE, Sr, and Nb remain incompatible. epsilon Sr-300 and epsilon Nd-300 Of Ti-augite overgrowths, phenocrystic diopside, and MgDi diopside cores show that intrasample isotopic disequilibrium existed when the host basalts were erupted. All epsilon values lie within the range of data previously published for the Skien lavas. Detailed examination of the chemical, isotopic and textural disequilibrium features seen in these lavas has enabled us to place constraints upon the magmatic evolution of this basalt suite, ranging from xenocryst incorporation to cognate multistage pyroxene growth, as well as identifying clear evidence of magma mixing and possible crustal contamination.
• Solvolytic reactivity of 4-tricyclyl, 1-apocamphyl, and 1-methyl-4-tricyclo[2.2.2.02,6]octyl trifluoromethanesulfonates. Observations on the interaction of the face of the cyclopropane ring with electrophiles and on the interpretation of activation parameters for solvolytic reactions
  作者：Shelby A. Sherrod、Robert G. Bergman、Gerald J. Gleicher、David G. Morris

  DOI：10.1021/ja00768a035

  日期：1972.6
• A route to a wide range of cyclopentanecarboxylic acids via 4-substituted camphors
  作者：Volodymyr O. Knizhnikov、Zoya V. Voitenko、Vladimir B. Golovko、Marian V. Gorichko

  DOI：10.1016/j.tet.2011.12.053

  日期：2012.2

  steps. Regioselective bromination of 4-carboxy- and 4-methoxycarbonyl-3-bromocamphors leads to 10-bromomethyl derivatives in good yields. Grob-type fragmentation reactions proceed smoothly for 10-bromocamphor-4-carboxylic acid, 10-bromocamphorquinone-4-carboxylic acid and 3,4-dibromocamphor with the formation of unsaturated cyclopentanecarboxylic acids. Detailed studies of bromination and rearrangement

  4-樟脑樟脑易于从樟脑中获得，仅需几个步骤即可用作多种环戊烷羧酸的高产率合成中的多用途前体。4-羧基和4-甲氧基羰基-3-溴樟脑的区域选择性溴化以良好的收率产生10-溴甲基衍生物。对于10-溴代樟脑-4-羧酸，10-溴代樟脑醌-4-羧酸和3,4-二溴代樟脑，团簇型裂解反应平稳进行，形成不饱和环戊烷羧酸。本文报道的对溴代樟脑-4-羧酸及其衍生物的溴化和重排反应的详细研究突显了取代樟脑的独特化学性质，并易于获得各种2,2-二甲基-3-亚甲基环戊烷羧酸衍生物。