1-((benzyloxy)methyl)-2-methylbenzene | 76274-76-5

• 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: 1-((benzyloxy)methyl)-2-methylbenzene
• 英文别名: 1-Methyl-2-(phenylmethoxymethyl)benzene
• CAS: 76274-76-5
• 化学式: C₁₅H₁₆O
• 分子量: 212.291
• InChiKey: DEDAENOIECURMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N'-(2-((benzyloxy)methyl)benzylidene)-4-methylbenzenesulfonohydrazide 在 lithium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 1-((benzyloxy)methyl)-2-methylbenzene
  参考文献：
  名称：

  Intramolecular generation of oxonium ylides from functionalized arylcarbenes

  摘要：

  DOI：

  10.1021/ja00186a048

文献信息

• Preparation of Potassium Alkoxymethyltrifluoroborates and Their Cross-Coupling with Aryl Chlorides
  作者：Gary A. Molander、Belgin Canturk

  DOI：10.1021/ol800532p

  日期：2008.6.5

  A wide variety of alkoxymethyltrifluoroborate substrates were prepared via SN2 displacement of potassium bromomethyltrifluoroborate with various alkoxides in excellent yields. These alkoxymethyltrifluoroborates were effectively cross-coupled with several aryl chlorides. This method provides a unique dissonant disconnect that allows greater flexibility in the design of new and improved synthetic pathways

  通过用各种醇盐对溴甲基三氟硼酸钾进行 SN2 置换，以优异的产率制备了多种烷氧基甲基三氟硼酸盐底物。这些烷氧基甲基三氟硼酸盐与几种芳基氯有效地交叉偶联。这种方法提供了一种独特的不协调断开，允许在设计新的和改进的合成途径时具有更大的灵活性。
• A Highly Efficient Method for the Reductive Etherification of Carbonyl Compounds with Triethylsilane and Alkoxytrimethylsilane Catalyzed by Iron(III) Chloride
  作者：Takeshi Oriyama、Katsuyuki Iwanami、Hana Seo、Yuki Tobita

  DOI：10.1055/s-2004-834942

  日期：——

  Facile reductive etherification of carbonyl compounds can be conveniently performed by reaction with triethylsilane and alkoxytrimethylsilane catalyzed by iron(III) chloride. The corresponding alkyl ethers, including benzyl and allyl ethers, of the reduced alcohols were obtained in good to excellent yields under mild reaction conditions.

  通过与三乙基硅烷和烷氧基三甲基硅烷在氯化铁 (III) 的催化下反应，可以方便地进行羰基化合物的还原性醚化。在温和的反应条件下，还原醇的相应烷基醚（包括苄基醚和烯丙基醚）以良好至极好的产率获得。
• Polycarbonate composition having improved resistance to gamma-ray radiation
  申请人：TEIJIN LIMITED

  公开号：EP0664316A1

  公开（公告）日：1995-07-26

  A polycarbonate composition having improved resistance to γ-ray radiation, containing 0.01 to 10 parts by weight of a benzyl ether or benzylthioether derivative or the like. This polycarbonate resin composition is almost free from yellowing by γ-ray radiation in air or O2-free atmosphere, and is suitable for use in medical molded articles which are sterilized by γ-ray radiation.

  一种具有更好的抗γ射线辐射能力的聚碳酸酯组合物，含有按重量计 0.01 至 10 份的苄基醚或苄基硫醚衍生物或类似物。这种聚碳酸酯树脂组合物在空气或不含氧气的环境中几乎不会因 γ 射线辐射而变黄，适用于通过 γ 射线辐射灭菌的医用模制物品。
• Skeletal rearrangements on chemical ionization of dibenzyl ether and derivatives
  作者：Eric E. Kingston、James S. Shannon、Vladimir Diakiw、Michael J. Lacey

  DOI：10.1002/oms.1210161003

  日期：1981.10

  AbstractProtonated molecular ions of dibenzyl ether, formed by chemical ionization using hydrogen and isobutane as reagent gases, undergo skeletal rearrangements to lose water and formaldehyde, both in the ion source and the flight path. The rearrangements have been elucidated by deuterium labelling and chemical substitution. The water lost contains the reagent proton and an aromatic hydrogen atom, and the aromatic hydrogen atoms have been shown to be mobile prior to the reaction. It is proposed that the skeletal rearrangement for water loss is initiated by protonation on the ether oxygen atom, followed by benzyl migration. The formaldehyde lost contains benzylic hydrogen atoms exclusively, and it is proposed that the skeletal rearrangement is preceded by hydrogen rearrangement of an oxygen protonated molecular ion to a ring protonated molecular ion. Daughter ion structures are supported by comparisons of their collision induced dissociation spectra with those of isomeric ions prepared by alternative routes.
• Photoredox Cross-Coupling: Ir/Ni Dual Catalysis for the Synthesis of Benzylic Ethers
  作者：Idris Karakaya、David N. Primer、Gary A. Molander

  DOI：10.1021/acs.orglett.5b01463

  日期：2015.7.2

  Single-electron transmetalation has emerged as an enabling paradigm for the cross-coupling of C-sp(3) hybridized organotrifluoroborates. Cross-coupling of alpha-alkoxymethyl-trifluoroborates with aryl and heteroaryl bromides has been demonstrated by employing dual catalysis with a combination of an iridium photoredox catalyst and a Ni cross-coupling catalyst. The resulting method enables the alkoxymethylation of diverse (hetero)arenes under mild, room-temperature conditions.