benzyl deuteriomethyl ether | 57455-05-7

• 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: benzyl deuteriomethyl ether
• 英文别名: Benzylmethyl-d3 ether；trideuteriomethoxymethylbenzene
• CAS: 57455-05-7
• 化学式: C₈H₁₀O
• 分子量: 125.143
• InChiKey: GQKZBCPTCWJTAS-FIBGUPNXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  1-benzyl-2-(2,6-dimethylphenyl)-4,5-diphenyl-1H-imidazole 在 potassium hydroxide 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 2203.5h， 生成 benzyl deuteriomethyl ether
  参考文献：
  名称：

  Imidazolium Cations with Exceptional Alkaline Stability: A Systematic Study of Structure–Stability Relationships

  摘要：

  Highly base-stable cationic moieties are a critical component of anion exchange membranes (AEMs) in alkaline fuel cells (AFCs); however, the commonly employed organic cations have limited alkaline stability. To address this problem, we synthesized and characterized the stability of a series of imidazolium cations in 1, 2, or 5 M KOH/CD3OH at 80 degrees C, systematically evaluating the impact of substitution on chemical stability. The substituent identity at each position of the imidazolium ring has a dramatic effect on the overall cation stability. We report imidazolium cations that have the highest alkaline stabilities reported to date, >99% cation remaining after 30 days in 5 M KOH/CD3OH at 80 degrees C.

  DOI：

  10.1021/jacs.5b02879

文献信息

• α, <i>n</i> ‐Didehydrotoluenes by Photoactivation of (Chlorobenzyl)trimethylsilanes: An Alternative to Enyne–Allenes Cyclization
  作者：Stefano Protti、Davide Ravelli、Barbara Mannucci、Angelo Albini、Maurizio Fagnoni

  DOI：10.1002/anie.201202794

  日期：2012.8.20

  Doubly radical: A novel entry to α,n‐didehydrotoluene (DHT) diradicals is disclosed and proceeds through the photochemical activation of (chlorobenzyl)trimethylsilanes with chloride loss and elimination of the SiMe3+ group (see scheme). The products formed in solution are indicative of the intermediacy of the three isomers of the α,n‐DHT.

  双自由基：公开了一种新的α，n-二氢甲苯（DHT）双自由基的条目，该过程通过（氯苄基）三甲基硅烷的光化学活化，氯化物损失和SiMe 3 +基团的消除进行（参见方案）。在溶液中形成的产物表明了α，n- DHT的三个异构体的中间性。
• Degradation of Organic Cations under Alkaline Conditions
  作者：Wei You、Kristina M. Hugar、Ryan C. Selhorst、Megan Treichel、Cheyenne R. Peltier、Kevin J. T. Noonan、Geoffrey W. Coates

  DOI：10.1021/acs.joc.0c02051

  日期：2021.1.1

  degradation mechanisms of organic cations under basic conditions is extremely important for the development of durable alkaline energy conversion devices. Cations are key functional groups in alkaline anion exchange membranes (AAEMs), and AAEMs are critical components to conduct hydroxide anions in alkaline fuel cells. Previously, we have established a standard protocol to evaluate cation alkaline stability

  了解碱性条件下有机阳离子的降解机理对于开发耐用的碱性能量转换装置极为重要。阳离子是碱性阴离子交换膜（AAEM）中的关键官能团，而AAEM是在碱性燃料电池中传导氢氧根阴离子的关键组分。以前，我们已经建立了一个标准协议来评估KOH / CD 3中的阳离子碱稳定性80°C下的OH溶液。在这里，我们使用该协议比较26种模型化合物，包括苄基铵，四烷基铵，螺环铵，咪唑鎓，苯并咪唑鎓，三唑鎓，吡啶鎓，胍鎓和and阳离子。目的不仅是评估它们的降解速率，而且是确定它们的降解途径并导致具有改善的碱性稳定性的阳离子的发展。
• Collision-induced loss of AgH from Ag⁺adducts of alkylamines, aminocarboxylic acids and alkyl benzyl ethers leads exclusively to thermodynamically favored product ions
  作者：Mathias Schäfer、Frank Dreiocker、Herbert Budzikiewicz

  DOI：10.1002/jms.1507

  日期：2009.2

  α‐methylene group carrying the nitrogen function (formation of an immonium ion). In all cases examined, the most stable, i.e. the thermodynamically favored product ion is formed. In the AgH loss process, a large isotope effect operates discriminating against the loss of D. The [M + Ag]+ ion of benzyl methyl ether loses a hydride ion exclusively from the benzylic methylene group supporting the experimental

  通过氘标记和碰撞活化（CA）解离实验检测了叔胺，氨基羧酸和芳基烷基醚的[M + Ag] +前体离子中AgH的损失。有可能证明，AgH损失过程对氢化物提取具有高度选择性。对于叔胺和氨基羧酸，氢源自具有氮功能（形成铵离子）的α-亚甲基。在所有检查的情况下，形成最稳定的，即热力学上有利的产物离子。在AgH损失过程中，大的同位素效应可区别D的损失。[M + Ag] +的苄基甲基醚离子从支撑实验发现，即AGH损失反应选择性裂解最弱C中的苄基的亚甲基只失去一个氢负离子 H键可用。版权所有©2008 John Wiley＆Sons，Ltd.
• Photolysis of methanolic solutions of benzyl acetate
  作者：E. D. Skakovskii、S. V. Rykov、L. Yu. Tychinskaya、V. L. Murashko、M. M. Ogorodnikova、G. S. Avrinskii、S. A. Lamotkin

  DOI：10.1007/bf00698496

  日期：1995.4

  Photolysis of solutions of benzyl acetate in CD3OD has been studied. As has been established based on the effects of CIDNP and the yields of products, decomposition of the starting compound occurs from both excited singlet and triplet electronic states. The contributions of homolysis and solvolysis to the overall photochemical process have been measured, and the lifetimes of the acetoxy radicals formed

  已经研究了乙酸苄酯溶液在 CD3OD 中的光解。正如基于 CIDNP 的影响和产物产率所确定的那样，起始化合物的分解发生在激发的单线态和三线态电子态。测量了均裂和溶剂解对整个光化学过程的贡献，并评估了形成的乙酰氧基自由基的寿命。已显示甲苯-d 主要通过苄基自由基与衍生自溶剂分子的羟甲基自由基的歧化形成。
• Phosphonium-Functionalized Polyethylene: A New Class of Base-Stable Alkaline Anion Exchange Membranes
  作者：Kevin J. T. Noonan、Kristina M. Hugar、Henry A. Kostalik、Emil B. Lobkovsky、Héctor D. Abruña、Geoffrey W. Coates

  DOI：10.1021/ja307466s

  日期：2012.11.7

  A tetrakis(dialkylamino)phosphonium cation was evaluated as a functional group for alkaline anion exchange membranes (AAEMs). The base stability of [P(N(Me)Cy)(4)](+) was directly compared to that of [BnNMe3](+) in 1 M NaOD/CD3OD. The high base stability of [P(N(Me)Cy)(4)](+) relative to [BnNMe3](+) inspired the preparation of AAEM materials composed of phosphonium units attached to polyethylene. The AAEMs (hydroxide conductivity of 22 +/- 1 mS cm(-1) at 22 degrees C) were prepared using ring-opening metathesis polymerization, and their stabilities were evaluated in 15 M KOH at 22 degrees C and in 1 M KOH at 80 degrees C.