苯甲基乙醇-d7 | 71258-23-6

• 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: 苯甲基乙醇-d7
• 中文别名: 苯甲基-D7醇；苯甲醇-D7；苄醇-D7
• 英文名称: benzyl alcohol-d7
• 英文别名: benzyl [D7]alcohol；d₇-benzyl alcohol；Benzyl-d7 alcohol；dideuterio-(2,3,4,5,6-pentadeuteriophenyl)methanol
• CAS: 71258-23-6
• 化学式: C₇H₈O
• 分子量: 115.084
• InChiKey: WVDDGKGOMKODPV-XZJKGWKKSA-N

物化性质

• 熔点：
  -16--13 °C(lit.)
• 沸点：
  203-205 °C(lit.)
• 密度：
  1.113 g/mL at 25 °C
• 闪点：
  213 °F
• 溶解度：
  氯仿（微溶）、甲醇（微溶）

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S26
• 危险类别码：
  R20/22
• 储存条件：
  2-8°C

反应信息

• 作为反应物：
  描述：

  苯甲基乙醇-d7 在 zinc(II) chloride 作用下， 生成 苯基氯-d7
  参考文献：
  名称：

  Effect of the internal rotation of the CHD₂group on the aliphatic CH stretching mode of the toluenes C₆H₅CHD₂and C₆D₅CHD₂in solid crystalline phases

  摘要：

  The infrared and Raman spectra of the toluenes C6H5CHD2 and C6D5CHD2in the aliphatic CH stretching mode range have been recorded in a large temperature range (17 to 165 K) for both crystalline phases α and β. At very low temperature, the β form spectra show three bands; each of them is assigned to the vibration of a CH oscillator localized in a different site. Three groups of bands are also observed in the α phase spectra: a single band at higher frequency and two doublets at lower frequency. This splitting is assigned to the existence of two types of molecules in the unit cell, involving six different CH vibrators. A quantum theory of these spectra is carried out, assuming an anharmonic coupling of the CH stretching mode with the CHD2 torsion. As a consequence of this coupling, in the adiabatic approximation, the vibrational energy depends on the conformation and can be considered as an additional torsional potential. This latter has no ternary symmetry so that the total torsional potential has three principal unequal wells that correspond to three different locations of the CH oscillator. Therefore, no tunneling effect appears, which is in agreement with the classical interpretation. Furthermore, this theory ascribes the temperature dependence of the relative intensities of the νCH bands to the population density of the first torsional levels in the vibrational ground state and suggests that, at very low temperature, the isotopic system gets ordered. At higher temperature, a strong relaxation of the νCH vibration bands is observed. This relaxation is much stronger than that of the aromatic ring modes. Thus the relaxation process is essentially due to the influence of the anharmonic coupling between the CH stretching mode and the τCHD2 mode. Two mechanisms are considered: the first one involves Markovian jumps of the system from an equilibrium position to another one, the second one involves fluctuations of the CH vibration around each of these equilibrium positions. NMR and neutron scattering data have already been analyzed on the basis of the first process. Starting from the residence times so determined, the computations show that this mechanism is an efficient relaxation process, but indicate that it is not sufficient to fit the experimental profiles. This fit is obtained rather by using the second model with parameters of reasonable physical values; thus, the second process is also efficient. A better treatment of the relaxation process would be to elaborate; it would have to include both mechanisms and to take into account motions of the methyl group with different amplitudes.

  DOI：

  10.1063/1.443567
• 作为产物：
  描述：

  氘代甲苯 在 N-溴代丁二酰亚胺(NBS) 、 水 、 calcium carbonate 、 过氧化苯甲酰 作用下， 以 1,4-二氧六环 、 四氯化碳 为溶剂， 反应 8.67h， 生成 苯甲基乙醇-d7
  参考文献：
  名称：

  Achiral deuterated derivatizing agent for enantiomeric analysis of carboxylic acids by NMR in a chiral liquid crystalline solvent

  摘要：

  The use of a deuterated 'probe' for the enantiomeric analysis of chiral carboxylic acids is proposed. The probe is the perdeuterobenzyl fragment which can be easily attached to the acid and removed from the corresponding ester. The analysis is performed through the measurement of the proton-decoupled deuterium NMR spectrum of the chiral benzyl ester dissolved in poly-gamma -benzyl-L-glutamateldimethylformamide liquid crystal. Enantiomeric discrimination was observed for all the studied compounds on the par a and/or alpha deuterons. There is no need for the deuterons to be located close to the stereogenic centre. Thus enantiomers were correctly distinguished from the signal of a deuterium located 12 bonds away from the asymmetric carbon. The major interest of this general technique is that no kinetic resolution should occur during the derivatization process. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00321-9

文献信息

• Fe2O3-supported nano-gold catalyzed one-pot synthesis of N-alkylated anilines from nitroarenes and alcohols
  作者：Qiling Peng、Yan Zhang、Feng Shi、Youquan Deng

  DOI：10.1039/c1cc11057h

  日期：——

  Here, we show the one-step synthesis of N-alkylated anilines from nitrobenzenes and alcohols catalyzed by nano-gold catalyst. The yields to N-alkylated anilines were ∼90% under mild conditions. The mechanism of this reaction was explored. It shows promise for clean and simple synthesis of N-alkylated anilines.

  在这里，我们展示了在纳米金催化剂的作用下，采用硝基苯和醇类进行N-烷基化苯胺的一步合成。在温和条件下，N-烷基化苯胺的产率约为90%。我们探讨了该反应的机制。这一方法为N-烷基化苯胺的清洁简单合成展现出良好的前景。
• Ti−Pd Alloys as Heterogeneous Catalysts for the Hydrogen Autotransfer Reaction and Catalytic Improvement by Hydrogenation Effects
  作者：Yuya Takahashi、Ryota Kondo、Masayoshi Utsunomiya、Takeyuki Suzuki、Hiroyuki T. Takeshita、Yasushi Obora

  DOI：10.1002/cctc.201900318

  日期：2019.5.20

  Ti−Pd alloys were investigated as heterogeneous catalysts for hydrogen autotransfer reactions. This is the first reported study of alloys as catalysts for hydrogen‐borrowing reactions using alcohols. We improved the catalytic activities of alloys by increasing their specific surface areas via a hydrogenation−powdering process. The reactivities and selectivities of hydrogenated Ti−Pd alloys [Ti−Pd(Hy)]

  Ti-Pd合金作为氢自动转移反应的非均相催化剂进行了研究。这是首次报道将合金用作使用醇进行氢借入反应的催化剂的研究。我们通过氢化粉末法增加了合金的比表面积，从而提高了合金的催化活性。氢化Ti-Pd合金[Ti-Pd（Hy）]的反应性和选择性高于使用醇类进行氢自动转移进行N烷基化的非氢化合金催化剂的反应性和选择性。根据控制研究和氘标记实验，提出了一个合理的催化循环。
• Development of a General Non-Noble Metal Catalyst for the Benign Amination of Alcohols with Amines and Ammonia
  作者：Xinjiang Cui、Xingchao Dai、Youquan Deng、Feng Shi

  DOI：10.1002/chem.201203417

  日期：2013.3.11

  The N‐alkylation of amines or ammonia with alcohols is a valuable route for the synthesis of N‐alkyl amines. However, as a potentially clean and economic choice for N‐alkyl amine synthesis, non‐noble metal catalysts with high activity and good selectivity are rarely reported. Normally, they are severely limited due to low activity and poor generality. Herein, a simple NiCuFeOx catalyst was designed

  胺或氨与醇的N-烷基化是合成N-烷基胺的一条有价值的途径。但是，作为N-烷基胺合成的潜在清洁和经济选择，极少报道具有高活性和良好选择性的非贵金属催化剂。通常，由于活动量低和通用性差，它们受到严格限制。这里，简单的NiCuFeO x设计并制备了用于将氨或胺与醇或伯胺进行N-烷基化的催化剂。在没有有机配体和碱的情况下，成功合成了具有各种结构的N-烷基胺，产率中等至优异。通常，伯胺可以有效地转化为仲胺和N-杂环化合物，仲胺可以被N-烷基化以合成叔胺。请注意，伯氨和仲胺可以通过氨和醇的一锅法反应生成。除了优异的催化性能外，催化剂本身还具有出色的优越性，即对空气和湿气稳定。而且，
• Environmentally Friendly One-Pot Synthesis of α-Alkylated Nitriles Using Hydrotalcite-Supported Metal Species as Multifunctional Solid Catalysts
  作者：Ken Motokura、Noriaki Fujita、Kohsuke Mori、Tomoo Mizugaki、Kohki Ebitani、Koichiro Jitsukawa、Kiyotomi Kaneda

  DOI：10.1002/chem.200600317

  日期：2006.11.6

  diameter of about 70 A is observed on the Pd(nano)/HT surface by transmission electron microscopy analysis. These hydrotalcite-supported metal catalysts can effectively promote alpha-alkylation reactions of various nitriles with primary alcohols or carbonyl compounds through tandem reactions consisting of metal-catalyzed oxidation and reduction, and an aldol reaction promoted by the base sites of the

  通过处理碱性层状双氢氧化物，水滑石（HT，Mg（6）Al（2）（OH）（ 16）CO（3））与RuCl（3）n H（2）O和K（2）[PdCl（4）]水溶液分别使用表面浸渍法。通过X射线衍射，能量色散X射线，电子顺磁共振和X射线吸收精细结构光谱分析，证明了Ru（IV）单体已接枝到HT的表面。同时，在减少表面分离的Pd（II）种类之后，通过透射电子显微镜分析在Pd（纳米）/ HT表面上观察到平均直径为约70A的高度分散的Pd纳米团簇。这些水滑石负载的金属催化剂可通过由金属催化的氧化和还原组成的串联反应，以及由HT的碱位促进的羟醛反应，有效地促进各种腈与伯醇或羰基化合物的α-烷基化反应。在这些催化的α-烷基化反应中，均质的碱是不必要的，唯一的副产物是水。另外，这些催化剂体系适用于戊二腈衍生物的一锅法合成。
• Chemo- and Regioselective Direct Hydroxylation of Arenes with Hydrogen Peroxide Catalyzed by a Divanadium-Substituted Phosphotungstate
  作者：Keigo Kamata、Taiyo Yamaura、Noritaka Mizuno

  DOI：10.1002/anie.201201605

  日期：2012.7.16

  Peroxide in, phenol out: The catalyst [γ‐PW10O38V2(μ‐OH)2]3− showed high activity in the hydroxylation of various aromatic compounds with aqueous H2O2. The system was regioselective, producing para‐phenols from monosubstituted benzene derivatives. Furthermore, alkylarenes with reactive side‐chain CH bonds could be chemoselectively hydroxylated without significant formation of side‐chain oxygenated

  过氧化物，酚出：将催化剂[γ-PW 10 ö 38 V 2（μ-OH）2 ] 3-表明在各种芳族化合物与水性小时羟化活性高2 Ò 2。该系统具有区域选择性，可从单取代的苯衍生物生产对酚。此外，反应性侧链的C烷基芳烃 H键可以化学选择性羟基化而不显著形成的侧链氧化产物。