({[(2S)-2-甲基-3-丁烯-1-基]氧基}甲基)苯 | 16897-87-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: ({[(2S)-2-甲基-3-丁烯-1-基]氧基}甲基)苯
• 英文名称: {[(2-Methylbut-2-en-1-yl)oxy]methyl}benzene
• 英文别名: 2-methylbut-2-enoxymethylbenzene
• CAS: 16897-87-3
• 化学式: C₁₂H₁₆O
• 分子量: 176.258
• InChiKey: RDKUKGNXGQQZJI-UHFFFAOYSA-N

物化性质

• 沸点：
  241.8±9.0 °C(Predicted)
• 密度：
  0.937±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2909309090

反应信息

• 作为反应物：
  描述：

  环己酮 、 ({[(2S)-2-甲基-3-丁烯-1-基]氧基}甲基)苯 在 Cp*2Sm(THF)2 作用下， 以 甲苯 为溶剂， 反应 6.0h， 以40%的产率得到1-(3-Methylbut-3-en-2-yl)cyclohexan-1-ol
  参考文献：
  名称：

  Regio- and Stereochemistry on the Electrophilic Trapping of Allylic Samariums Generated by Reductive Cleavage of Allylic Ethers with (C₅Me₅)₂Sm(thf)_n

  摘要：

  The C-O bond of allylic benzyl ethers was selectively cleaved with Cp-2*Sm(thf)(n) to give allylic samarium complexes in good yields. Facility of their bond fission has been found to be comparable to that of the corresponding propargylic ethers intermolecularly, but lower intramolecularly. Regio- and stereochemistry on the electrophilic trapping of the allylic complexes thus generated remarkably depended on the nature of the electrophiles. They reacted with carbonyl compounds exclusively from the most substituted terminus of the allylic moieties to yield blanched homoallylic alcohols with anti diasteroselectivity. On the other hand, trapping with silyl chlorides produced linear allylic silanes. Here, a plausible mechanism to account for the difference is proposed.

  DOI：

  10.1021/jo9723016

文献信息

• Bicyclo-octane and bicyclo-nonane derivatives, processes for their preparation and their use as herbicides
  申请人：HER MAJESTY THE QUEEN IN RIGHT OF NEW ZEALAND, DEPARTMENT OF SCIENTIFIC AND INDUSTRIAL RESEARCH, CHEMISTRY DIVISON

  公开号：EP0302599A2

  公开（公告）日：1989-02-08

  Bicyclo-octane and bicyclo-nonane derivatives are described having herbicidal and plant growth regulating properties. The derivatives are based on the general formula

  双环辛烷和双环壬烷衍生物具有除草和植物生长调节性能。这些衍生物基于一般公式。
• Asymmetric [2,3]-Wittig Rearrangement of Oxygenated Allyl Benzyl Ethers in the Presence of a Chiral di-<i>t</i>Bu-bis(oxazoline) Ligand: A Novel Synthetic Approach to THF Lignans
  作者：Maria Kitamura、Yoshimi Hirokawa、Naoyoshi Maezaki

  DOI：10.1002/chem.200901212

  日期：2009.9.28

  allyl benzyl ethers in the presence of a chiral di‐tBu‐bis(oxazoline) ligand. In various oxygenated benzylic ethers, the reactions proceeded with excellent diastereo‐ and enantioselectivities, although the presence of a methoxy substituent at the ortho‐position on the benzyl group drastically decreased the enantioselectivity. Conversely, o‐ethyl and o‐phenyl substituents had no significant effect on

  我们已经在手性二-的存在下完成的官能化的烯丙基苄基醚高度对映选择性的[2,3] -Wittig重排吨卜双（恶唑啉）配体。在各种含氧苄基醚中，尽管苄基邻位存在甲氧基取代基会大大降低对映选择性，但反应仍具有出色的非对映选择性和对映选择性。相反，o-乙基和o-苯基取代基对选择性没有显着影响。我们发现，烯丙基部分的C2取代基在​​产生高对映选择性方面起着重要作用。还描述了在催化量的手性配体存在下高度对映选择性的[2,3] -Wittig重排。
• METHOD FOR MANUFACTURING KETONE
  申请人：Kaneda Kiyotomi

  公开号：US20120197036A1

  公开（公告）日：2012-08-02

  A method for manufacturing a ketone, includes oxidizing an internal olefin or a cyclic olefin having a functional group containing a hetero atom and one carbon-carbon double bond or more at a position other than terminals of a molecule thereof in an amide-based solvent in the presence of water, a palladium catalyst, and molecular oxygen, without oxidizing the functional group, thereby bonding an oxo group to at least one of the carbon atoms constituting the carbon-carbon double bond. The amide-based solvent is represented by formula (1): wherein R 1 represents an alkyl group having 1 to 4 carbon atoms; R 2 and R 3 each independently represent an alkyl group having 1 to 4 carbon atoms or an aryl group; and when R 1 and R 2 are alkyl groups, R 1 and R 2 may be bonded to each other to form a ring structure.

  一种制备酮的方法，包括在酰胺基溶剂中，在水、钯催化剂和分子氧的存在下氧化具有异原子和一个或多个碳碳双键的内部烯烃或环烯烃，其功能团位于分子的端部以外的位置，而不氧化功能团，从而将氧代基键合到构成碳碳双键的至少一个碳原子上。酰胺基溶剂由式（1）表示：其中R1代表具有1至4个碳原子的烷基基团；R2和R3各自独立地代表具有1至4个碳原子的烷基基团或芳基；当R1和R2为烷基基团时，R1和R2可以结合在一起形成环结构。
• METHOD FOR PRODUCING KETONE
  申请人：JX Nippon Oil & Energy Corporation

  公开号：EP2487149A1

  公开（公告）日：2012-08-15

  A method for manufacturing a ketone, comprising: oxidizing an internal olefin or a cyclic olefin having a functional group containing a hetero atom and one carbon-carbon double bond or more at a position other than terminals of a molecule thereof in an amide-based solvent in the presence of water, a palladium catalyst, and molecular oxygen, without oxidizing the functional group, thereby bonding an oxo group to at least one of the carbon atoms constituting the carbon-carbon double bond, the amide-based solvent being represented by the following formula (1) : (in the formula (1), R1 represents an alkyl group having 1 to 4 carbon atoms; R2 and R3 each independently represent an alkyl group having 1 to 4 carbon atoms or an aryl group; and when R1 and R2 are alkyl groups, R1 and R2 may be bonded to each other to form a ring structure).

  一种制造酮的方法，包括：在水、钯催化剂和分子氧的存在下，在酰胺基溶剂中氧化内烯烃或环状烯烃，该内烯烃或环状烯烃的官能团在其分子末端以外的位置上含有一个杂原子和一个或多个碳碳双键，但不氧化该官能团，从而将氧官能团键合到构成碳碳双键的至少一个碳原子上，酰胺基溶剂由下式(1)表示： 式（1）中，R1 代表具有 1 至 4 个碳原子的烷基；R2 和 R3 各自独立地代表具有 1 至 4 个碳原子的烷基或芳基；当 R1 和 R2 为烷基时，R1 和 R2 可相互键合以形成环状结构）。