[3,4-dimethyl-3-(2-methylallyloxy)pent-1-ynyl]benzene | 1180663-18-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [3,4-dimethyl-3-(2-methylallyloxy)pent-1-ynyl]benzene
• 英文别名: [3,4-Dimethyl-3-(2-methylprop-2-enoxy)pent-1-ynyl]benzene
• CAS: 1180663-18-6
• 化学式: C₁₇H₂₂O
• 分子量: 242.361
• InChiKey: KSKMPHPPRKSRFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  [3,4-dimethyl-3-(2-methylallyloxy)pent-1-ynyl]benzene 在 1,1'-bis(diphenylphosphino)ferrocene 、 bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate 、 sodium tetrahydroborate 作用下， 以 二氯甲烷 、 甲醇 为溶剂， 反应 16.0h， 以81%的产率得到2,2,5,6-tetramethyl-3-phenylhepta-3,4-dien-1-ol
  参考文献：
  名称：

  Cationic Rhodium(I)−dppf Complex-Catalyzed Olefin Isomerization/Propargyl Claisen Rearrangement/Carbonyl Migration Cascade

  摘要：

  We have established that a cationic rhodium(I)-dppf complex catalyzes isomerizations of allyl propargyl ethers to allenic aldehydes in good yields from room temperature to 40 degrees C. On the other hand, carbonyl migration reactions from allenic aldehydes further proceed to give dienals in good yields at 80 degrees C.

  DOI：

  10.1021/ja9038449
• 作为产物：
  描述：

  3,4-dimethyl-1-phenylpent-1-yn-3-ol 、 2-甲基-2-丙烯-1-醇 在 iron(III) chloride 作用下， 以 乙腈 为溶剂， 以80%的产率得到[3,4-dimethyl-3-(2-methylallyloxy)pent-1-ynyl]benzene
  参考文献：
  名称：

  Cationic Rhodium(I)−dppf Complex-Catalyzed Olefin Isomerization/Propargyl Claisen Rearrangement/Carbonyl Migration Cascade

  摘要：

  We have established that a cationic rhodium(I)-dppf complex catalyzes isomerizations of allyl propargyl ethers to allenic aldehydes in good yields from room temperature to 40 degrees C. On the other hand, carbonyl migration reactions from allenic aldehydes further proceed to give dienals in good yields at 80 degrees C.

  DOI：

  10.1021/ja9038449

文献信息

• Cationic Rhodium(I)−dppf Complex-Catalyzed Olefin Isomerization/Propargyl Claisen Rearrangement/Carbonyl Migration Cascade
  作者：Ken Tanaka、Eri Okazaki、Yu Shibata

  DOI：10.1021/ja9038449

  日期：2009.8.12

  We have established that a cationic rhodium(I)-dppf complex catalyzes isomerizations of allyl propargyl ethers to allenic aldehydes in good yields from room temperature to 40 degrees C. On the other hand, carbonyl migration reactions from allenic aldehydes further proceed to give dienals in good yields at 80 degrees C.