正丁醇-D3 | 64156-70-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 正丁醇-D3
• 中文别名: 1-丁醇-4,4,4-d3
• 英文名称: 1-(4,4,4-2H3)-butanol
• 英文别名: [4,4,4-2H]3-butanol；n-butyl-4,4,4-d₃ alcohol；[4,4,4-d3]-1-butanol；4,4,4-trideuterio-butan-1-ol；1-Butan-4,4,4-d3-ol(9CI)；4,4,4-trideuteriobutan-1-ol
• CAS: 64156-70-3
• 化学式: C₄H₁₀O
• 分子量: 77.099
• InChiKey: LRHPLDYGYMQRHN-FIBGUPNXSA-N

物化性质

• 熔点：
  -90 °C(lit.)
• 沸点：
  116-118 °C(lit.)
• 密度：
  0.843 g/mL at 25 °C
• 闪点：
  34 °C

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  5
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 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：
  S13,S26,S37/39,S46,S7/9
• 危险类别码：
  R67,R22,R10,R37/38,R41
• 危险品运输编号：
  UN 1120 3/PG 3

反应信息

• 作为反应物：
  描述：

  正丁醇-D3 在 Na₂CrO₇ 、 硫酸 作用下， 生成 丁酸-4,4,4-d3
  参考文献：
  名称：

  Noncompeting metastable losses of methyl and ethylene from gaseous butanoic acid ions due to isomerization prior to methyl loss

  摘要：

  DOI：

  10.1021/ja00416a003
• 作为产物：
  描述：

  丁酸-4,4,4-d3 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 2.0h， 以40%的产率得到正丁醇-D3
  参考文献：
  名称：

  Site-selective deuterium labeling of the tetrabutylammonium cation

  摘要：

  Four separate selectively deuterated samples of tetrabutylammonium iodide have been prepared in which each one of the four nonequivalent alkyl carbons is separately and fully deuterated. These samples were prepared for nuclear magnetic resonance (NMR) studies of the aggregation of ion pairs in low polarity solvents.

  DOI：

  10.1002/(sici)1099-1344(200004)43:5<473::aid-jlcr333>3.0.co;2-s

文献信息

• Synthesis of sequentially deuterated 1-n-Butyl-3-methylimidazolium ionic liquids
  作者：Alexander Khrizman、Hiu Yan Cheng、Guillermo Moyna

  DOI：10.1002/jlcr.1884

  日期：2011.6.30

  Deuterium isotopologues of the ionic liquid (IL) 1–n-butyl-3-methylimidazolium chloride ([C4mim]Cl) sequentially labeled on the C-1″, C-1′, C-2′, C-3′, and C-4′ positions of the N-alkyl groups were prepared following a strategy that minimizes the number of distinct reactions through the use of analogous synthetic routes. In several cases, good yields after the initial deuterium incorporation reaction were achieved by combining well-established chemical transformations into efficient single-step processes. Copyright © 2011 John Wiley & Sons, Ltd.

  氘同位素的离子液体（IL）1–n-丁基-3-甲基咪唑氯化物（[C4mim]Cl）在N-烷基侧基的C-1″、C-1′、C-2′、C-3′和C-4′位点上逐步标记，采用了一种通过类似合成路径最小化不同反应数量的策略。在多个案例中，通过将成熟的化学转化结合为高效的单一步骤过程，初步氘掺入反应后获得了良好的产率。版权 © 2011 John Wiley & Sons, Ltd.
• Remote functional group directed C–H activation by an Ir(<scp>iii</scp>) phenanthroline complex
  作者：Rozalie Sharon Genevieve Corea、Scott Gronert

  DOI：10.1039/d0cc06298g

  日期：——

  of 1-butanol and 1-methoxybutane by an iridium(III) phenanthroline complex was studied in the gas phase and revealed activation at gamma and delta carbons. In the ether, nearly exclusive gamma activation was observed. DFT calculations were used to explore the origin of this substrate-driven selectivity. The data show that the iridium(III) complex is a potent and potentially highly selective remote

  在气相中研究了铱（III）菲咯啉络合物对1-丁醇和1-甲氧基丁烷的CH活化的区域选择性，并揭示了在γ和δ碳上的活化。在乙醚中，观察到几乎排他的γ活化。DFT计算用于探索这种底物驱动的选择性的起源。数据表明，铱（III）络合物是一种有效的且可能具有高度选择性的远程CH活化剂。
• Intermediacy of ion neutral complexes in the fragmentation of short-chain dialkyl sulfides
  作者：G. Filsak、H. Budzikiewicz

  DOI：10.1002/(sici)1096-9888(199906)34:6<601::aid-jms811>3.0.co;2-8

  日期：1999.6

  The main fragmentation processes after electron ionization of butyl methyl and butyl ethyl sulfides are rationalized by the intermediacy of the ion neutral complex [RSH . methylcyclopropane](+.) as demonstrated by extensive labeling and collision activation studies. Copyright (C) 1999 John Wiley & Sons, Ltd.
• A Study of the Gas-Phase Reactivity of Neutral Alkoxy Radicals by Mass Spectrometry: α-Cleavages and Barton-type Hydrogen Migrations
  作者：Georg Hornung、Christoph A. Schalley、Martin Dieterle、Detlef Schröder、Helmut Schwarz

  DOI：10.1002/chem.19970031120

  日期：1997.11

  AbstractThe reactivity of neutral alkoxy radicals in the absence of any interfering intermolecular interactions is investigated by means of the recently introduced method of neutral and ion decomposition difference (NIDD) spectra. These are obtained from quantitative analysis of the corresponding neutralization–reionization (NR) and charge reversal (CR) mass spectra. The following trends emerge: alkoxy radicals with short (C1C3) or branched alkyl chains give rise to α‐cleavage products, whereas longer‐chained alkoxy radicals undergo 1,5‐hydrogen migrations from carbon to oxygen, that is, Barton‐type chemistry. This facile rearrangement has been studied in detail for n‐pentoxy radicals by isotopic labeling experiments and computation at the Becke 3 LYP/6‐31 G* level of theory. Further, the NIDD spectra of 3‐methylpentoxy radicals permit for the first time the identification of the diastereoselectivity of the gas‐phase hydrogen migrations. The results from the NIDD method are compared to those from earlier studies in the condensed phase. This new mass spectrometric approach is suggested as a tool for the examination of intramolecular reactions of free alkoxy radicals which can usefully complement theoretical studies.