5-oxo-decanedioic acid | 1468-33-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 5-oxo-decanedioic acid
• 英文别名: 5-Oxo-decandisaeure；Decanedioic acid, 5-oxo-；5-oxodecanedioic acid
• CAS: 1468-33-3
• 化学式: C₁₀H₁₆O₅
• 分子量: 216.234
• InChiKey: UBRNODGTAQTKQF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  15
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  91.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-oxo-decanedioic acid 在 Wolff-Kishner Huang-Minlon reduction 作用下， 生成 癸二酸
  参考文献：
  名称：

  Bhandari, R. G.; Bhide, G. V., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1983, vol. 22, # 11, p. 1154 - 1155

  摘要：

  DOI：
• 作为产物：
  描述：

  4-(2-氧代环己基)丁酸 在 sodium hydroxide 、 双氧水 作用下， 生成 5-oxo-decanedioic acid
  参考文献：
  名称：

  Chiusoli et al., Gazzetta Chimica Italiana, 1957, vol. 87, p. 100,105

  摘要：

  DOI：

文献信息

• Efficient Oxidative Cleavage of Olefins to Carboxylic Acids with Hydrogen Peroxide Catalyzed by Methyltrioctylammonium Tetrakis(oxodiperoxotungsto)phosphate(3−) under Two-Phase Conditions. Synthetic Aspects and Investigation of the Reaction Course
  作者：Ermanno Antonelli、Rino D'Aloisio、Mario Gambaro、Tiziana Fiorani、Carlo Venturello

  DOI：10.1021/jo980481t

  日期：1998.10.1

  The oxidative cleavage of alkenes to carboxylic acids with 40% w/v aqueous hydrogen peroxide catalyzed by methyltrioctylammonium tetrakis(oxodiperoxotungsto)phosphate(3-) (Ia) is reported to occur in high yields and selectivities under two-phase conditions in the absence of organic solvents. On the basis of a study of the reaction, two main reaction pathways leading to acids have been recognized, the

  据报道，在四相（氧代二过氧辛酸）磷酸盐（3-）（Ia）催化下，烯烃以40％w / v的过氧化氢水溶液氧化裂解为羧酸，在两相条件下，在不存在二甲苯的情况下，收率高，选择性高。有机溶剂。在对反应的研究的基础上，已经认识到导致酸的两个主要反应途径，第一个涉及过水解，第二个涉及最初形成的环氧化物的水解。“过水解”反应途径似乎在中链和长链烯烃氧化成酸中起主要作用，而在一定程度上干预了芳基烯烃和C（5）-C（7）环烯烃的氧化。通过中间体β-氢过氧醇的分离及其与H（2）O（2）和Ia的酸转化，已证明了该途径的发生。描述了该转变的过程，包括β-氢过氧醇中间体的初始氧化（至α-氧代氢过氧化物）或分解（至羰基化合物）。在内部β-氢过氧醇的情况下，主要的氧化产物α-氢过氧酮已经被分离出来，而带有仲羟基的末端β-氢过氧醇的存在则证明了它们的存在。过氧化氢的浓度似乎对中等酸度有显着影响，并显示了其对反应效率的影响。
• Hueckel, Justus Liebigs Annalen der Chemie, 1925, vol. 441, p. 1
  作者：Hueckel

  DOI：——

  日期：——
• Hueckel; Schnitzspahn, Justus Liebigs Annalen der Chemie, 1933, vol. 505, p. 274,281
  作者：Hueckel、Schnitzspahn

  DOI：——

  日期：——
• Reductive Cyclization. A General Method for the Synthesis of 1-Azabicyclo Compounds^1,2
  作者：Nelson J. Leonard、William E. Goode

  DOI：10.1021/ja01168a010

  日期：1950.12
• Northwest Africa 032: Product of lunar volcanism
  作者：T. J. Fagan、G. J. Taylor、K. Keil、T. E. Bunch、J. H. Wittke、R. L. Korotev、B. L. Jolliff、J. J. Gillis、L. A. Haskin、E. Jarosewich、R. N. Clayton、T. K. Mayeda、V. A. Fernandes、R. Burgess、G. Turner、O. Eugster、S. Lorenzetti

  DOI：10.1111/j.1945-5100.2002.tb00822.x

  日期：2002.3

  Abstract— Mineralogy, major element compositions of minerals, and elemental and oxygen isotopic compositions of the whole rock attest to a lunar origin of the meteorite Northwest Africa (NWA) 032, an unbrecciated basalt found in October 1999. The rock consists predominantly of olivine, pyroxene and chromite phenocrysts, set in a crystalline groundmass of feldspar, pyroxene, ilmenite, troilite and trace metal. Whole‐rock shock veins comprise a minor, but ubiquitous portion of the rock. Undulatory to mosaic extinction in olivine and pyroxene phenocrysts and micro‐faults in groundmass and phenocrysts also are attributed to shock.Several geochemical signatures taken together indicate unambiguously that NWA 032 originated from the Moon. The most diagnostic criteria include whole‐rock oxygen isotopic composition and ratios of Fe/Mn in the whole rock, olivine, and pyroxene. A lunar origin is documented further by the presence of Fe‐metal, troilite, and ilmenite; zoning to extremely Fe‐rich compositions in pyroxene; the ferrous oxidation state of all Fe in pyroxene; and the rare earth element (REE) pattern with a well‐defined negative europium anomaly. This rock is similar in major element chemistry to basalts from Apollo 12 and 15, but is enriched in light REE and has an unusually high Th/Sm ratio. Some Apollo 14 basalts yield a closer match to NWA 032 in REE patterns, but have higher concentrations of Al2O3. Ar‐Ar step release results are complex, but yield a whole‐rock age of ˜2.8 Ga, suggesting that NWA 032 was extruded at 2.8 Ga or earlier. This rock may be the youngest sample of mare basalt collected to date. Noble gas concentrations combined with previously collected radionuclide data indicate that the meteorite exposure history is distinct from currently recognized lunar meteorites. In short, the geochemical and petrographic features of NWA 032 are not matched by Apollo or Luna samples, nor by previously identified lunar meteorites, indicating that it originates from a previously unsampled mare deposit.Detailed assessment of petrographic features, olivine zoning, and thermodynamic modelling indicate a relatively simple cooling and crystallization history for NWA 032. Chromite‐spinel, olivine, and pyroxene crystallized as phenocrysts while the magma cooled no faster than 2 °C/h based on the polyhedral morphology of olivine. Comparison of olivine size with crystal growth rates and preserved Fe‐Mg diffusion profiles in olivine phenocrysts suggest that olivine was immersed in the melt for no more than 40 days. Plumose textures in groundmass pyroxene, feldspar, and ilmenite, and Fe‐rich rims on the phenocrysts formed during rapid crystallization (cooling rates ˜20 to 60 °C/h) after eruption.