benzyl-3-d1 chloride | 112440-09-2

• 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-3-d1 chloride
• 英文别名: 3-deuterio-benzyl chloride；3-Deuterio-benzylchlorid
• CAS: 112440-09-2
• 化学式: C₇H₇Cl
• 分子量: 127.578
• InChiKey: KCXMKQUNVWSEMD-VMNATFBRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.43
• 重原子数：
  8.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  benzyl-3-d1 chloride 在 水 、 sodium carbonate 作用下， 生成 (3-deuterio-phenyl)-methanol
  参考文献：
  名称：

  Cellular automaton model to simulate nucleation and growth of ferrite grains for low-carbon steels

  摘要：

  为模拟低碳钢在不同冷却速率下铁素体晶粒的成核和生长，开发了一种二维细胞自动机模型。该模型以显式有限方法计算溶质和温度场的扩散，并将局部温度和浓度变化纳入成核或生长函数，自动机以概率方式利用该函数。该建模提供了一种有效的方法来了解这些物理过程是如何动态发展并影响铁氧体晶粒的成核和生长的。

  DOI：

  10.1557/jmr.2002.0331
• 作为产物：
  描述：

  1-deuterio-3-methyl-benzene 生成 benzyl-3-d1 chloride
  参考文献：
  名称：

  Cellular automaton model to simulate nucleation and growth of ferrite grains for low-carbon steels

  摘要：

  为模拟低碳钢在不同冷却速率下铁素体晶粒的成核和生长，开发了一种二维细胞自动机模型。该模型以显式有限方法计算溶质和温度场的扩散，并将局部温度和浓度变化纳入成核或生长函数，自动机以概率方式利用该函数。该建模提供了一种有效的方法来了解这些物理过程是如何动态发展并影响铁氧体晶粒的成核和生长的。

  DOI：

  10.1557/jmr.2002.0331

文献信息

• Intermediacy of paramagnetic metal-hydrocarbyl species in organometallic reactions. Detection and characterization of a novel paramagnetic iron(II)-benzyl compound in the coupling of benzyl halides
  作者：Dale H. Hill、Ayusman. Sen

  DOI：10.1021/ja00213a063

  日期：1988.3

  authors report the detection and characterization by NMR spectroscopy of a novel paramagnetic Fe(II)-benzyl compound (TMEDA)Fe(CH/sub 2/Ph)/sub 2/, which is the key intermediate in the coupling of benzyl halides by (CpFe(COD))(Li-(TMEDA)), (Cp = C/sub 5/H/sub 5//sup -/, COD = 1,5-cyclooctadiene, TMEDA = Me/sub 2/N(CH/sub 2/)/sub 2/NMe/sub 2/).

  顺磁性金属烃基物种已被假定为几个有机金属反应序列中的中间体。在这些反应的优势中，顺磁中间体已被 ESR 光谱检测到。在其他情况下，由于形成伴随的有机自由基，这些物种与 CIDNP 的观察有关。不幸的是，迄今为止，基于化学位移和共振强度的 NMR 光谱对这些中间体的更直接表征受到严重谱线加宽的阻碍。在此，作者报告了一种新型顺磁性 Fe(II)-苄基化合物 (TMEDA)Fe(CH/sub 2/Ph)/sub 2/ 的 NMR 光谱检测和表征，该化合物是苄基偶联的关键中间体。卤化物由 (CpFe(COD))(Li-(TMEDA)), (Cp = C/sub 5/H/sub 5//sup -/,
• Mechanistic Aspects of the Reaction of Anionic Iron(0)-Olefin Complexes with Organic Halides. Detection and Characterization of Paramagnetic Organometallic Intermediates
  作者：Dale H. Hill、Masood A. Parvez、Ayusman Sen

  DOI：10.1021/ja00086a022

  日期：1994.4

  The scope and the mechanism of the reactions of [CpFe(COD)][Li(TMEDA) (Cp = C5H5-; COD = 1,5-cyclooctadiene; TMEDA = Me(2)NCH(2)CH(2)NMe(2)), 1, with a number of organic monohalides and geminal dihalides were investigated. With monohalides organic coupling products were observed, and, in:particular, the coupling and cross-coupling of benzyl and allyl halides were studied in detail. The addition of 1 equiv of benzyl halide to 1 in benzene resulted in the initial formation of [CpFe(COD)(CH(2)Ph)], 7. The predominant pathway involved an initial one-electron transfer from [CpFe(COD)](-) to PhCH(2)X to form PhCH(2)X*(-) and [CpFe(COD)]*. PhCH(2)X*(-) quickly disproportionated to form PhCH(2)* and X(-). The benzyl radical then added to [CpFe(COD)]*. Once formed [CpFe(COD)(CH(2)Ph)] reacted with TMEDA in a disproportionation reaction to form 0.5 equiv of the paramagnetic compound, [(TMEDA)Fe(CH(2)Ph)(2)], 3, and 0.5 equiv of FeCp(2). When additional benzyl (or allyl) halide was added, it reacted with [(TMEDA)Fe(CH(2)Ph)(2)] to form the coupled (or cross-coupled) product. This coupling reaction involved the intermediacy of benzyl (and allyl) radicals, and the experimental results were consistent with the product being formed by the coupling of two radicals in solution.