2-(3-cyclohexenyl)-1,3-dioxolane | 28193-08-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧戊环
• 英文名称: 2-(3-cyclohexenyl)-1,3-dioxolane
• 英文别名: 2-cyclohex-3-enyl-[1,3]dioxolane；4-[1,3]dioxolan-2-yl-cyclohexene；4-[1,3]Dioxolan-2-yl-cyclohexen；2-(3-cyclohexen-1-yl)-1,3-dioxolane；2-(Cyclohex-3-en-1-yl)-1,3-dioxolane；2-cyclohex-3-en-1-yl-1,3-dioxolane
• CAS: 28193-08-0
• 化学式: C₉H₁₄O₂
• mdl: MFCD00225303
• 分子量: 154.209
• InChiKey: FCINGSWWEWVBLT-UHFFFAOYSA-N

物化性质

• 沸点：
  98-104 °C(Press: 7 Torr)
• 密度：
  1.0418 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.777
• 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-(3-cyclohexenyl)-1,3-dioxolane 在 过氧乙酸 作用下， 以 溶剂黄146 为溶剂， 生成 7-氧杂二环[4.1.0]庚烷,3-(1,3-二噁戊环-2-基)-
  参考文献：
  名称：

  Batog, A. E.; Savenko, T. V.; Batrak, T. A., Journal of Organic Chemistry USSR (English Translation), 1981, vol. 17, p. 1860 - 1862

  摘要：

  DOI：
• 作为产物：
  描述：

  乙二醇 、 3-环己烯甲醛 在 KU-2 cation exchanger H⁽¹⁺⁾ 作用下， 以 甲苯 为溶剂， 以87%的产率得到2-(3-cyclohexenyl)-1,3-dioxolane
  参考文献：
  名称：

  Chemistry of Dioxacyclanes: XI. Synthesis and Properties of Unsaturated Derivatives of 1,3-Dioxolanes

  摘要：

  1,3-Dioxolanes were synthesized by reactions of 3-cyclohexenecarboxaldehyde and 5-norbornene2-endo-carboxaldehyde with 1,2-ethanedithiol and 3-(2-propenyloxy)- and 3-propoxy-1,2-propanediols, as well as of propionaldehyde, benzaldehyde, and trichloroacetaldehyde with the latter two thiols. Dichlorocarbene addition, bromination, and epoxidation of the ring C=C were accomplished, and activity of the resulting products as dienophiles in Dield-Alder reactions was assessed.

  DOI：

  10.1023/b:rugc.0000025512.21009.9e

文献信息

• Bis(trifluoroacetylacetonato)cobalt(II) Catalyzed Oxidation-Reduction Hydration of Olefins Selective Formation of Alcohols from Olefins
  作者：Satoshi Inoki、Koji Kato、Toshihiro Takai、Shigeru Isayama、Tohru Yamada、Teruaki Mukaiyama

  DOI：10.1246/cl.1989.515

  日期：1989.3

  Various olefins are hydrated with molecular oxygen (oxidant) and a secondary alcohol (reductant) in the presence of a catalytic amount of bis(trifluoroacetylacetonato)cobalt(II) in good yields.

  在催化量的双（三氟乙酰丙酮合）钴 (II) 存在下，各种烯烃与分子氧（氧化剂）和仲醇（还原剂）以良好的产率水合。
• Site-Selective Cu-Catalyzed Alkylation of α-Amino Acids and Peptides toward the Assembly of Quaternary Centers
  作者：Marcos San Segundo、Arkaitz Correa

  DOI：10.1002/cssc.201802216

  日期：2018.11.23

  The CuI‐catalyzed selective α‐alkylation of α‐amino acid and peptide derivatives with 2‐alkyl‐1,3‐dioxolanes is reported. This oxidative coupling is distinguished by its site‐specificity, high diastereoselectivity, and chirality preservation and exhibits absolute chemoselectivity for N‐aryl glycine motifs over other amino acid units. Collectively, the method allows for the assembly of challenging quaternary

  据报道，Cu I用2-烷基-1,3-二氧戊环催化了α-氨基酸和肽衍生物的选择性α-烷基化。这种氧化偶合以其位点特异性，高非对映选择性和手性保留而著称，并且相对于其他氨基酸单元，对N-芳基甘氨酸基序表现出绝对的化学选择性。总的来说，该方法允许组装具有挑战性的四级中心，以及衍生自具有高结构复杂性的天然产物的化合物，这可能为肽的后期功能化提供了充足的机会。
• Microwave-Assisted Acetalization of Carbonyl Compounds Catalyzed by Reusable Envirocat® Supported Reagents
  作者：Tímea Beregszászi、Árpád Molnár

  DOI：10.1080/00397919708007292

  日期：1997.11

  Envirocat(R) supported reagents (EPZG, EPZ10, and EPIC) are found to efficiently catalyze the acetalization of carbonyl compounds with 1,2-ethanediol under microwave irradiation under solvent-free conditions. The reagents can be used in repeated experiments to perform the reaction with the same activity.
• ——
  作者：S. I. Okovityi、R. G. Gaponova、Yu. A. Seredyuk、L. I. Kas'yan

  DOI：10.1023/a:1015541012034

  日期：——

  Epoxidation of 1-substituted 3-cyclohexenes was investigated. The stereoisomeric composition of the forming epoxides mixture was established by means of GLC and H-1 NMR spectroscopy, The spectral parameters of the epoxides are considered. The thermodynamical stability of cis- and trans-epoxides was evaluated by molecular mechanics method. For the epoxidation of 1-substituted 3-cyclohexenes with peracetic acid a quantum-chemical calculation of the potential energy surface by PM3 method was carried out.
• DE940824
  申请人：——

  公开号：——

  公开（公告）日：——