1'-n-dodecyl prop-1-(Z)-enyl ether | 6145-83-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1'-n-dodecyl prop-1-(Z)-enyl ether
• 英文别名: 1-[(Z)-prop-1-enoxy]dodecane
• CAS: 6145-83-1
• 化学式: C₁₅H₃₀O
• 分子量: 226.403
• InChiKey: ISJLSZGNJNJHHO-CPSFFCFKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  16
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 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：

  1'-n-dodecyl prop-1-(Z)-enyl ether 在 氧气 、 copper(l) chloride 、 palladium dichloride 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.33h， 以52%的产率得到1'-n-dodecyl 2-oxo-propyl ether
  参考文献：
  名称：

  A study of catalysed Wacker reaction for the deprotection of prop-2-enyl and prop-1-enyl ethers

  摘要：

  Pd(II)Cl-2 (1 mole equivalent)/CuCl/DMF-H2O/O-2/2h catalysed oxidation of various prop-2-enyl ethers 1a-12a is reported to result in the formation of Wacker ketones 1b,3b,5b,6b,9b,11b,12b (12-51%), hydrolysis products 2c,4c-7c,9c-12c (12-43%) and eta(2)-vinyl complexes of palladium chloride 2d,4d,7d,8d (52-94%) respectively. The corresponding prop-1-enyl ethers 2e,4e-12e under similar conditions react with a catalytic amount of Pd(II)Cl-2 (0.2 mole equivalent) rapidly (15-20 min.) to give exclusively hydroxy compounds 2c,4c-12c respectively in good yields (75-97%). (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)10198-3
• 作为产物：
  描述：

  烯丙基十二烷基醚 在 potassium tert-butylate 作用下， 以 二甲基亚砜 为溶剂， 以86%的产率得到1'-n-dodecyl prop-1-(Z)-enyl ether
  参考文献：
  名称：

  A study of catalysed Wacker reaction for the deprotection of prop-2-enyl and prop-1-enyl ethers

  摘要：

  Pd(II)Cl-2 (1 mole equivalent)/CuCl/DMF-H2O/O-2/2h catalysed oxidation of various prop-2-enyl ethers 1a-12a is reported to result in the formation of Wacker ketones 1b,3b,5b,6b,9b,11b,12b (12-51%), hydrolysis products 2c,4c-7c,9c-12c (12-43%) and eta(2)-vinyl complexes of palladium chloride 2d,4d,7d,8d (52-94%) respectively. The corresponding prop-1-enyl ethers 2e,4e-12e under similar conditions react with a catalytic amount of Pd(II)Cl-2 (0.2 mole equivalent) rapidly (15-20 min.) to give exclusively hydroxy compounds 2c,4c-12c respectively in good yields (75-97%). (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)10198-3

文献信息

• US6210790B1
  申请人：——

  公开号：US6210790B1

  公开（公告）日：2001-04-03
• A study of catalysed Wacker reaction for the deprotection of prop-2-enyl and prop-1-enyl ethers
  作者：Hari Babu Mereyala、Sarita Reddy Lingannagaru

  DOI：10.1016/s0040-4020(97)10198-3

  日期：1997.12

  Pd(II)Cl-2 (1 mole equivalent)/CuCl/DMF-H2O/O-2/2h catalysed oxidation of various prop-2-enyl ethers 1a-12a is reported to result in the formation of Wacker ketones 1b,3b,5b,6b,9b,11b,12b (12-51%), hydrolysis products 2c,4c-7c,9c-12c (12-43%) and eta(2)-vinyl complexes of palladium chloride 2d,4d,7d,8d (52-94%) respectively. The corresponding prop-1-enyl ethers 2e,4e-12e under similar conditions react with a catalytic amount of Pd(II)Cl-2 (0.2 mole equivalent) rapidly (15-20 min.) to give exclusively hydroxy compounds 2c,4c-12c respectively in good yields (75-97%). (C) 1997 Elsevier Science Ltd.