2,5-二环戊亚基环戊烷-1-酮 | 5682-82-6

• 物质功能分类: 有机原料 - 酮类化合物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2,5-二环戊亚基环戊烷-1-酮
• 英文名称: 2,5-dicyclopentylidenecyclopentanone
• 英文别名: 2,5-bis(cyclopentylidene) cyclopentanone；2.5-dicyclopentylidene-cyclopentanone；2,5-dicyclopentylidenecyclopentaone；2,5-dicyclopentylidenepentanone；[1,1';3',1'']tercyclopentane-1(1'),3'(1'')-diene-2'-one；2,5-dicyclopentylidene-cyclopentanone；Cyclopentanone, 2,5-dicyclopentylidene-；2,5-di(cyclopentylidene)cyclopentan-1-one
• CAS: 5682-82-6
• 化学式: C₁₅H₂₀O
• mdl: MFCD01408492
• 分子量: 216.323
• InChiKey: JGQLYIJWTIOPQK-UHFFFAOYSA-N

物化性质

• 熔点：
  82 °C
• 沸点：
  170 °C(Press: 5 Torr)
• 密度：
  1.147±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,5-二环戊亚基环戊烷-1-酮 在 氢氧化钾 、 水 作用下， 生成 5-(1-cyclopentenyl)pentanoic acid
  参考文献：
  名称：

  Northwest Africa 032: Product of lunar volcanism

  摘要：

  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.

  DOI：

  10.1111/j.1945-5100.2002.tb00822.x
• 作为产物：
  描述：

  2-环亚戊基环戊酮 在 氢氧化钾 、 甲苯 作用下， 生成 2,5-二环戊亚基环戊烷-1-酮
  参考文献：
  名称：

  Plesek, Collection of Czechoslovak Chemical Communications, 1956, vol. 21, p. 368,371

  摘要：

  DOI：

文献信息

• Synthese von Fluorsilylenolaten, Aminosilylenolaten, -ethern und Aldolkondensaten/Synthesis of Fluorosilylenolates, Aminosilylenolates, -ethers, and Aldol Condensates
  作者：Thomas Büschen、Wibke Dietz、Uwe Klingebiel、Mathias Noltemeyer、Yvonne Schwerdtfeger

  DOI：10.1515/znb-2007-1103

  日期：2007.11.1

  (Me3C)2SiF2. A side reaction of the enolate formation is often a condensation releasing water. For that reason, acyclic and cyclic siloxanes may appear as by-products, e. g. disiloxane (17) using (Me3C)2SiF2, cyclotrisiloxane (Me3C(C6H5)Si-O)3 (18) using Me3(C6H5)SiF2, or cyclotetrasiloxane (Me3CSiF-O)4 (19) using Me3CSiF3 in these reactions. Attempts to prepare the enolate of cyclopentanone in the reaction

  根据反应条件，酮与正丁基锂、叔丁基锂或二异丙基氨基锂反应生成烯醇化物或醇化物。在叔丁基甲基酮与 n-BuLi 和氟硅烷的反应中，氟甲硅烷基烯醇化 H2C=C(O​​-SiFRR')CMe3 (1 - 4) 和氟甲硅烷基醚 Me3C(CH3)(n-C4H9)CO-SiFRR' ( 5 - 8) [R,R' = Me (1, 5); F, CMe3 (2, 6); F, C6H5 (3, 7); F, CHMe2 (4, 8)] 形成。使用叔丁基甲基酮、n-BuLi 和 (Me3C)2SiF2、异丁烯和乙醛 H2C=CH-O-SiF(CMe3)2 的氟甲硅烷基烯醇化物 (9)。二异丙基酮与 Me3CLi 和氟硅烷反应生成氟甲硅烷基烯醇化物 Me2C=C(O​​-SiFRR')CHMe2 (10, 11) 和 -ethers,Me3C(Me2HC)2C-O-SiFRR' (12, 13) [R,R
• Highly efficient Nb2O5 catalyst for aldol condensation of biomass-derived carbonyl molecules to fuel precursors
  作者：Yaxuan Jing、Yu Xin、Yong Guo、Xiaohui Liu、Yanqin Wang

  DOI：10.1016/s1872-2067(19)63371-1

  日期：2019.8

  increasing attention. Here we report a Nb 2 O 5 catalyst with excellent activity and stability in the aldol condensation of biomass-derived carbonyl molecules. It is found that in the aldol condensation of furfural with 4-heptanone, Nb 2 O 5 has obviously superior activity, which is not only better than that of other common solid acid catalysts (ZrO 2 and Al 2 O 3 ), more importantly, but also better

  摘要 羟醛缩合对于从生物质衍生的化学品生产燃料前体具有重要意义，并受到越来越多的关注。在这里，我们报告了一种在生物质衍生的羰基分子的羟醛缩合中具有优异活性和稳定性的 Nb 2 O 5 催化剂。发现在糠醛与4-庚酮的羟醛缩合反应中，Nb 2 O 5 具有明显优越的活性，不仅优于其他常用固体酸催化剂（ZrO 2 和Al 2 O 3 ），更重要的是，但也优于固体碱催化剂（MgO、CaO 和镁铝水滑石）。N 2 吸附/解吸、NH 3 -TPD、Py-FTIR 和丙酮吸附的 DRIFTS 研究的详细表征表明，Nb 2 O 5 具有很强的激活羰基分子中 C=O 键的能力，这有助于生成金属烯醇中间体并进行亲核加成以形成新的 C-C 键。此外，Nb 2 O 5 对羟醛缩合的适用性扩展到其他生物质衍生的羰基分子，并且获得了高产率的目标燃料前体。最后，制备了一种多功能Pd/Nb 2 O 5 催化剂，并通过将羟
• A selective solvent-free self-condensation of carbonyl compounds utilizing microwave irradiation
  作者：Lalit Kumar Sharma、Kyung Bo Kim、Gregory I. Elliott

  DOI：10.1039/c1gc15164a

  日期：——

  An environmentally benign microwave-assisted solvent-free self-condensation of carbonyl compounds was developed using catalytic amounts of triethylamine and lithium perchlorate. Changing the amount of lithium perchlorate helps in controlling the ratio of the single-condensation and double-condensation products. The effect of other additives and microwave activation was also investigated. The optimized conditions were then applied to various cyclic/acyclic ketones and aldehydes, with selectivity observed in many cases.

  利用催化量的三乙胺和高氯酸锂，开发了一种无害环境的微波辅助无溶剂羰基化合物自缩合技术。改变高氯酸锂的用量有助于控制单缩合产物和双缩合产物的比例。此外，还研究了其他添加剂和微波活化的影响。然后将优化的条件应用于各种环状/环状酮和醛，在许多情况下都观察到了选择性。
• High-purity cyclopentane compound having oxygen-containing group, process for preparing same, and perfume composition
  申请人：——

  公开号：US20030012799A1

  公开（公告）日：2003-01-16

  A composition comprising at least 60% by weight, based on the weight of the composition, of a cyclopentanone or cyclopentanol compound having 2,5-dicyclopentylidene substituents, 2,5-dicyclopentyl substituents or 2-cyclopentylidene-5-cyclopentyl substituents. This composition is useful as perfume emitting floral fragrance. 2,5-Dicyclopentylidenecyclopentane (compound 4) is prepared by reaction of 2-cyclopentylidenecyclopentanone with cyclopentanone. 2,5-Dicyclopentylcyclopentanone (compound 5) and 2,5-dicyclopentylidenecyclopentanol (compound 6) are prepared by reduction of compound 4. 2,5-Dicyclopentylcyclopentanol (compound 7) is prepared by reduction of compound 5 or compound 6.

  该组成物包括至少60%的环戊酮或环戊醇化合物，其基于组成物的重量，具有2,5-二环戊基亚甲基取代基，2,5-二环戊基取代基或2-环戊基亚甲基-5-环戊基取代基。该组成物可用作散发花香的香水。2,5-二环戊基亚甲基环戊烷（化合物4）通过2-环戊基亚甲基环戊酮与环戊酮反应制备。2,5-二环戊基环戊酮（化合物5）和2,5-二环戊基亚甲基环戊醇（化合物6）通过还原化合物4制备。2,5-二环戊基环戊醇（化合物7）通过还原化合物5或化合物6制备。
• Synthesis of indenone by self-condensation of 1-acetyl-2-methylcyclopentene and subsequent unusual autoxidation
  作者：Abdellah Miloudi、Douniazad El Abed、Jean-Marc Pons、Maurice Santelli

  DOI：10.1016/0040-4020(96)00530-3

  日期：1996.7

  Potassium tert-butoxide induced self-condensation of 1-acetyl-2-methyl-cyclopentene leads to 6-methyl-4-(2′-methylcyclopent-1′-enyl)bicyclo[4.3.0]non-3-en-2-one 2 in 35% yield when one equivalent of dimethyl sulfate is added. Dienone 2 undergoes facile autoxidation leading to the corresponding epoxide 12 and triketone 13.

  钾叔丁醇诱导1-乙酰基-2-甲基环戊烯引线的自缩合向6-甲基-4-（2'-甲基环戊-1'-烯基）双环[4.3.0]壬-3-烯-2- -当添加一当量的硫酸二甲酯时，产率为35％的2。二烯酮2容易发生自氧化反应，生成相应的环氧化物12和三酮13。