2-phenyl-[1,3]dioxepane | 2749-68-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧环庚烷
• 英文名称: 2-phenyl-[1,3]dioxepane
• 英文别名: 2-Phenyl-[1,3]dioxepan；2-Phenyl-dioxepan-(1,3)；1,3-Dioxepane, 2-phenyl-；2-phenyl-1,3-dioxepane
• CAS: 2749-68-0
• 化学式: C₁₁H₁₄O₂
• 分子量: 178.231
• InChiKey: ZIUAGSSLKGGCRF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-phenyl-[1,3]dioxepane 在 叔丁基过氧化氢 、 ruthenium trichloride 作用下， 以 苯 为溶剂， 反应 4.0h， 以46%的产率得到4-benzoyloxybutan-1-ol
  参考文献：
  名称：

  Ruthenium-Catalyzed Oxidation of Cyclic Acetals withtert-Butyl Hydroperoxide. A Facile Synthesis of Glycol Monoesters

  摘要：

  在温和的条件下，用叔丁基过氧化氢催化环缩醛的钌催化氧化反应可以高效地生成相应的乙二醇单酯。本氧化反应结合钯催化的 1-烯缩醛化反应，为从 1-烯合成乙二醇单酯提供了一种有用的方法。

  DOI：

  10.1246/cl.1992.2237
• 作为产物：
  描述：

  苯甲醛乙烷-1,2-二基二硫代缩醛 以53%的产率得到
  参考文献：
  名称：

  MUNAVU R. M.; SZMANT H. H., TETRAHEDRON LETT. , 1975, NO 51, 4543-4546

  摘要：

  DOI：

文献信息

• Preparation of a novel solid acid catalyst with Lewis and Br{\o}nsted acid sites and its application in acetalization
  作者：Yijun DU、Linjun SHAO、Lingyan LUO、Si SHI、Chenze QI

  DOI：10.3906/kim-1302-70

  日期：——

  A novel melamine--formaldehyde resin (MFR) supported solid acid with Lewis and Brønsted acid sites was synthesized through the immobilization of acidic ionic liquid and cuprous ion on MFR. The scanning electron microscopy (SEM) characterization showed that addition of PEG-2000 in the synthesis of MFR could promote the formation of regular particles with diameters around 3.7 \mu m. The XRD pattern demonstrated that some cuprous ions were aggregated. The catalytic performance of this acid catalyst was evaluated by acetalization. The results showed that the catalytic activity of MFR with Brønsted acid could be improved by addition of Lewis acid. The solid acid was very efficient for the acetalization of carbonyl compounds and diols with moderate to excellent yields and there was no loss of catalytic activity even after being recycled for 6 runs.

  一种新型的三聚氰胺-甲醛树脂（MFR）支持的固体酸，通过将酸性离子液体和亚铜离子固定在MFR上合成。扫描电子显微镜（SEM）表征表明，在MFR的合成中添加PEG-2000可以促进直径约为3.7微米的规则颗粒的形成。XRD图谱显示，一些亚铜离子发生了聚集。该酸催化剂的催化性能通过缩醛反应进行评估。结果表明，添加路易斯酸可以提高具有布朗斯特酸的MFR的催化活性。这种固体酸对羰基化合物和二醇的缩醛反应非常高效，具有中等到优良的产率，并且即使经过6次回收后也没有催化活性损失。
• 2,4,4,6-Tetrabromo-2,5-cyclohexadienone (TABCO) as a Versatile, Efficient, and Chemoselective Catalyst for the Acetalization and Transacetalization of Carbonyl Compounds, the Preparation of Acetonides from Epoxides and Acylals (1,1-Diacetates) from Aldehydes
  作者：Habib Firouzabadi、Nasser Iranpoor、Hamid Reza Shaterian

  DOI：10.1246/bcsj.75.2195

  日期：2002.10

  The efficient and chemoselective preparation of acetals and ketals from carbonyl compounds, transacetalization reactions, the conversion of epoxides to acetonides, and the preparation of acylals from aldehydes in the presence of catalytic amounts of 2,4,4,6-tetrabromo-2,5-cyclohexadienone (TABCO) are described.

  介绍了在催化量的2,4,4,6-四溴-2,5-环己二烯酮（TABCO）存在下，从羰基化合物高效且化学选择性地制备缩醛和缩酮、缩醛交换反应、环氧化合物转化为乙缩醛以及醛制备酰缩醛的方法。
• An Efficient Procedure for the Preparation of Cyclic Ketals and Thioketals Catalyzed by Zirconium Sulfophenyl Phosphonate
  作者：Massimo Curini、Francesco Epifano、Maria Carla Marcotullio、Ornelio Rosati

  DOI：10.1055/s-2001-15155

  日期：——

  A convenient method for the preparation of cyclic ketals and thioketals using zirconium sulfophenyl phosphonate as catalyst is described.

  描述了一种使用磺基酚磷酸锆作为催化剂制备环酮和硫酮的便利方法。
• Observation of the Pathway from Lysine to the Isoprenoidal Lipid of Halophilic Archaea,<i>Halobacterium halobium</i>and<i>Natrinema pallidum</i>, Using Regiospecifically Deuterated Lysine
  作者：Noriaki Yamauchi、Satoshi Endoh、Keiko Kato、Tatsushi Murae

  DOI：10.1246/bcsj.74.2199

  日期：2001.11

  We examined the incorporation of lysine into archaeal isoprenoidal lipids of halophilic archaea, Natrinema pallidum and Halobacterium halobium using two regiospecifically deuterium-labeled derivatives, [3,3-2H2] and [6,6-2H2]lysines. The two deuterated lysines were synthesized, and the incorporation of deuterium to the lipid core was defined by 2H NMR. The results revealed that lysine is degraded to crotonoyl-CoA by the decarboxylation of carboxylate in the metabolism of halophilic archaea, much like the metabolism of lysine in aerobic bacteria; the process converts lysine to isoprenoidal lipids via the mevalonate pathway through glutaryl-CoA, crotonoyl-CoA, and acetoacetyl-CoA.

  我们研究了赖氨酸在嗜盐古菌Natrinema pallidum和Halobacterium halobium的古菌异戊烯醇类脂质中的掺入情况，使用了两种位点特异性氘标记的衍生物，[3,3-2H2]和[6,6-2H2]赖氨酸。两种氘标记赖氨酸被合成，脂质核心的氘掺入情况通过2H NMR确定。结果显示，赖氨酸在嗜盐古菌代谢中通过羧酸盐的脱羧作用降解为丁烯酰辅酶A，这与需氧细菌中赖氨酸代谢类似；该过程通过戊二酰辅酶A、丁烯酰辅酶A和乙酰乙酰辅酶A途径将赖氨酸转化为古菌异戊烯醇类脂质。
• Highly stereoselective synthesis of 2,5-disubstituted (E, E)-penta-2,4-dienals
  作者：N. Ya. Grigorieva、A. G. Smirnov、V. A. Popovsky、A. V. Stepanov

  DOI：10.1007/s11172-010-0008-4

  日期：2009.2

  A condensation of α,β-unsaturated aldehydes with O-protected 4-hydroxybutanal N-(tert-butyl)-imine has been exemplified for the first time using (E)-cinnamic and (E)-4-methoxycinnamic aldehydes. (E,E)-2,5-Disubstituted penta-2,4-dienals, which are key intermediates in the synthesis of strobilurins A and X, were prepared in good yields and close to 100% stereoselectivity.

  首次以(E)-肉桂醛和(E)-4-甲氧基肉桂醛为例，展示了α,β-不饱和醛与O-保护的4-羟基丁醛N-(叔丁基)亚胺的缩合反应。(E,E)-2,5-二取代戊-2,4-二烯醛是合成嘧菌环胺A和X的关键中间体，它们以良好的产率和接近100%的立体选择性被制备出来。