7,8-dihydro-6,6-dimethyl-2H-1,3-dioxolo[4,5-γ][1]benzopyran | 63282-89-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 7,8-dihydro-6,6-dimethyl-2H-1,3-dioxolo[4,5-γ][1]benzopyran
• 英文别名: 6,6-dimethyl-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]chromene；6,6-dimethyl-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]chromene；6,6-Dimethyl-7,8-dihydro-[1,3]dioxolo[4,5-g]chromene
• CAS: 63282-89-3
• 化学式: C₁₂H₁₄O₃
• 分子量: 206.241
• InChiKey: GQOTZYYXDILKKC-UHFFFAOYSA-N

物化性质

• 沸点：
  125 °C(Press: 0.4 Torr)
• 密度：
  1.165±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  芝麻酚 、 天然橡胶 在 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate 、 scandium tris(trifluoromethanesulfonate) 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以92%的产率得到7,8-dihydro-6,6-dimethyl-2H-1,3-dioxolo[4,5-γ][1]benzopyran
  参考文献：
  名称：

  具有原子经济性的可重复使用的钪/离子液体催化剂系统，用于苯酚和二烯之间的连续 CC 和 CO 键形成

  摘要：

  使用可重复使用的催化剂体系 Sc(OTf) 3 -[bmim][PF 6 ] 在苯酚和二烯之间形成温和、高效且原子经济的连续 CC/CO 键，已开发出高产率的各种二氢苯并吡喃和二氢苯并呋喃环系统，它们是天然存在和生物活性化合物中的重要基序。在这些反应中，离子液体不仅充当有效的添加剂，而且充当促进催化剂回收的固定剂。

  DOI：

  10.1055/s-2007-990963

文献信息

• Montmorillonite Clays in Organic Synthesis: A One-Pot Conversion of Phenols to 2,2-Dimethylbenzopyrans
  作者：Matthew Dintzner、Kristen McClelland、Kara Morse、Michael Akroush

  DOI：10.1055/s-2004-830865

  日期：——

  2,2-Dimethylbenzopyran derivatives were generated through a one-pot Montmorillonite K10 clay-catalyzed condensation of substituted phenols with prenyl bromide.

  通过一次性反应，使用蒙脱石K10粘土催化取代苯酚与菜豆烯溴化物的缩合反应，生成了2,2-二甲基苯并吡喃衍生物。
• Ag(I)-Catalyzed Sequential C−C and C−O Bond Formations between Phenols and Dienes with Atom Economy
  作者：So Won Youn、Jeong Im Eom

  DOI：10.1021/jo061221b

  日期：2006.8.1

  Mild, efficient, and economical Ag(I)-catalyzed sequential C−C/C−O bond formations between phenols and dienes were developed to afford in good yields a variety of dihydrobenzopyran and dihydrobenzofuran ring systems, which are important motifs in both naturally occurring and biologically active compounds.

  开发了温和，有效和经济的Ag（I）催化苯酚和二烯之间连续的CC-C / C-O键形成，以提供高收率的各种二氢苯并吡喃和二氢苯并呋喃环系统，这是天然存在的重要基序和生物活性化合物。
• Reaction between Phenols and Isoprene under Zeolite Catalysis. Highly Selective Synthesis of Chromans and o-Isopentenylphenols
  作者：Franca Bigi、Silvia Carloni、Raimondo Maggi、Chiara Muchetti、Massimo Rastelli、Giovanni Sartori

  DOI：10.1055/s-1998-2026

  日期：1998.3
• Molecular iodine catalyst promoted synthesis of chromans and 4-aryl-3,4-dihydrobenzopyran-2-ones via [3+3] cyclocoupling
  作者：Mayuri M. Naik、Durga P. Kamat、Santosh G. Tilve、Vijayendra P. Kamat

  DOI：10.1016/j.tet.2014.05.093

  日期：2014.8

  Molecular iodine as an inexpensive catalyst is described in the construction of 2-substituted or 2,2-disubstituted chromans and 4-aryl-3,4-dihydrobenzopyran-2-ones via [3+3] cyclocoupling. For the synthesis of chromans, phenols and allylic alcohols were refluxed in chloroform in presence of 20 mol % I-2 while [3+3] cyclocoupling of phenols and cinnamic acids proceeded to give 4-aryl-3,4-dihydrobenzopyran-2-ones using 30 mol % I-2. Later reaction occurs via a tandem hydroarylation-esterification process at 120-130 degrees C under solvent free conditions. Chromans were obtained in 20-92% yields and substituted 4-aryl-3,4-dihydrobenzopyran-2-ones were obtained in 5-85% yields. (C) 2014 Elsevier Ltd. All rights reserved.
• DALLACKER, FRANZ;HOLSCHBACH, MARKUS;KONINGS, A. W. T., CHEM. ZTG., 114,(1990) N, C. 105-109
  作者：DALLACKER, FRANZ、HOLSCHBACH, MARKUS、KONINGS, A. W. T.

  DOI：——

  日期：——