2-(1-Butyl)-1-methoxy-1-hexene | 73314-70-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(1-Butyl)-1-methoxy-1-hexene
• 英文别名: 2-butyl-1-methoxy-1-hexene；5-(methoxymethylene)nonane；5-(Methoxymethylidene)nonane
• CAS: 73314-70-2
• 化学式: C₁₁H₂₂O
• 分子量: 170.295
• InChiKey: HDWLPCZTVRXCPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 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：

  2-(1-Butyl)-1-methoxy-1-hexene 在 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以70%的产率得到二-正丁基乙醛
  参考文献：
  名称：

  NMR-based molecular ruler for determining the depth of intercalants within the lipid bilayer

  摘要：

  The development of "molecular rulers" would allow one to quantitatively locate intercalants within the liposomal bilayer. To this end, we have attempted to correlate the C-13 NMR chemical shift of a polarizable "reporter" carbon (e.g., carbonyl) of the intercalant-with the E-T(30) polarity it experiences, and with its Angstrom distance from the interface. This requires families of molecules with the same two "reporter carbons" separated by a fixed distance, residing at various depths/polarities within the bilayer. The families studied included 4,4-dialkylcyclohexa-2,5-dienones 1, benzenediacetic esters 15, benzenedipropionic esters 17, 4-alkoxybenzaldehydes 19 and methyl 4-alkoxybenzoates 22. These compounds possessed the following characteristics: (1) a planar backbone; (2) polar/hydrophilic "head" groups: (3) modular hydrophobic tails; (4) large changes in the C-13 NMR chemical shift (Delta delta) of the reporter atoms with sol- vent polarity. These studies revealed a fifth requirement, namely: (5) the reporter carbons must not be strongly conjugated, lest it reflect the charge build-up at another site within the conjugated system. (C) 2008 Elsevier Ireland Ltd. All rights reserved.

  DOI：

  10.1016/j.chemphyslip.2008.07.004
• 作为产物：
  描述：

  5-壬酮 、 甲氧基甲基三苯基氯化膦 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 生成 2-(1-Butyl)-1-methoxy-1-hexene
  参考文献：
  名称：

  NMR-based molecular ruler for determining the depth of intercalants within the lipid bilayer

  摘要：

  The development of "molecular rulers" would allow one to quantitatively locate intercalants within the liposomal bilayer. To this end, we have attempted to correlate the C-13 NMR chemical shift of a polarizable "reporter" carbon (e.g., carbonyl) of the intercalant-with the E-T(30) polarity it experiences, and with its Angstrom distance from the interface. This requires families of molecules with the same two "reporter carbons" separated by a fixed distance, residing at various depths/polarities within the bilayer. The families studied included 4,4-dialkylcyclohexa-2,5-dienones 1, benzenediacetic esters 15, benzenedipropionic esters 17, 4-alkoxybenzaldehydes 19 and methyl 4-alkoxybenzoates 22. These compounds possessed the following characteristics: (1) a planar backbone; (2) polar/hydrophilic "head" groups: (3) modular hydrophobic tails; (4) large changes in the C-13 NMR chemical shift (Delta delta) of the reporter atoms with sol- vent polarity. These studies revealed a fifth requirement, namely: (5) the reporter carbons must not be strongly conjugated, lest it reflect the charge build-up at another site within the conjugated system. (C) 2008 Elsevier Ireland Ltd. All rights reserved.

  DOI：

  10.1016/j.chemphyslip.2008.07.004

文献信息

• Nickel catalyzed dealkoxylative C_sp2–C_sp3 cross coupling reactions – stereospecific synthesis of allylsilanes from enol ethers
  作者：Lin Guo、Matthias Leiendecker、Chien-Chi Hsiao、Christoph Baumann、Magnus Rueping

  DOI：10.1039/c4cc08187k

  日期：——

  The application of cyclic and acyclic enol ethers as electrophiles in cross coupling reactions offers new possibilities for the preparation of functional compounds.

  环状和非环状烯醇醚作为亲电试剂在交叉偶联反应中的应用为功能化合物的制备提供了新的可能性。
• Synthesis and Notable Antimalarial Activity of Acyclic Peroxides, 1-(Alkyldioxy)-1-(methyldioxy)cyclododecanes
  作者：Yoshiaki Hamada、Hidekazu Tokuhara、Araki Masuyama、Masatomo Nojima、Hye-Sook Kim、Kanako Ono、Naoki Ogura、Yusuke Wataya

  DOI：10.1021/jm010473w

  日期：2002.3.1

  Of several bis(alkyldioxy)alkanes and the related acyclic peroxides prepared in this study, 1,1-bis(methyldioxy)cyclododecane showed the most notable antimalarial activity particularly in vivo (almost a half of that of artemisinin).
• Intramolecular carbon-hydrogen insertions of alkylidenecarbenes. I. Selectivity
  作者：John C. Gilbert、David H. Giamalva、Upali Weerasooriya

  DOI：10.1021/jo00174a019

  日期：1983.12
• Generation of aldehydic enol ethers and enamines by olefination of ketones
  作者：John C. Gilbert、Upali Weerasooriya

  DOI：10.1021/jo00152a008

  日期：1983.2
• Reaction of Phenylselenenyl Chloride with Enol Ethers and 1,2-Ethanediyl Acetals. Synthesis of α-Phenylseleno-aldehydes and α-Phenylseleno-acetals
  作者：K. C. Nicolaou、R. L. Magolda、W. J. Sipio

  DOI：10.1055/s-1979-28901

  日期：——