1,1-dideuteriooctane | 72089-90-8

• 分子结构分类: 有机化合物 - 碳氢化合物 - 饱和烃
• 英文名称: 1,1-dideuteriooctane
• CAS: 72089-90-8
• 化学式: C₈H₁₈
• 分子量: 116.215
• InChiKey: TVMXDCGIABBOFY-DICFDUPASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.37
• 重原子数：
  8.0
• 可旋转键数：
  6.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为产物：
  描述：

  (E)-diisobutyl(oct-1-en-1-yl)aluminum 在 重水 作用下， 生成 1,1-dideuteriooctane
  参考文献：
  名称：

  Synthesis of a carbalumo-chain oligomer by the intermolecular hydroalumination of 1-alkenylaluminums

  摘要：

  DOI：

  10.1007/bf00962034

文献信息

• Photochemistry of Racemic and Resolved 2-Iodooctane. Effect of Solvent Polarity and Viscosity on the Chemistry
  作者：Fang Gao、David Boyles、Rodney Sullivan、Robert N. Compton、Richard M. Pagni

  DOI：10.1021/jo020472r

  日期：2002.12.1

  resolved 2-iodooctane was examined in cyclopentane, methanol, and 2-methyl-2-propanol, media with differing polarities and viscosities. The photochemistry of racemic 2-iodooctane was also examined in the gas phase. The photochemistry of 2-deuterio- and 1,1,1-trideuterio-2-iodooctane in cyclopentane and methanol was also studied. The photoreactions in cyclopentane, 2-methyl-2-propanol, and the gas phase

  在环戊烷，甲醇和2-甲基-2-丙醇（极性和粘度不同的介质）中检查了外消旋和拆分的2-碘辛烷的光化学性质。还在气相中检查了外消旋2-碘辛烷的光化学。还研究了2-氘-和1,1,1-三碘-2-碘辛烷在环戊烷和甲醇中的光化学性质。在环戊烷，2-甲基-2-丙醇和气相中的光反应仅通过均相反应发生，而在甲醇中，它们主要通过杂化反应（> 53％）发生。通过将旋光性基材的消失与旋光性的损失F进行比较，确定了三种溶剂中最初形成的自由基对（RP）或离子对（IP）的分数。因为F包含了RP或IP中的伙伴逃逸到大部分溶剂中以及RP或IP中的反应产生了底物以外的产物，所以F与溶剂粘度之间没有相关性。F值对于评估圆偏振光在相同介质中的2-碘辛烷的光化学价值将很有价值。
• Reaction Pathways and Energetics of Etheric C–O Bond Cleavage Catalyzed by Lanthanide Triflates
  作者：Rajeev S. Assary、Abdurrahman C. Atesin、Zhi Li、Larry A. Curtiss、Tobin J. Marks

  DOI：10.1021/cs400483q

  日期：2013.9.6

  agreement with experiment (2.7), confirming that etheric ring-opening pathway involves proton transfer from the methyl group alpha to the etheric oxygen atom, which is activated by the electrophilic lanthanide ion. Calculations of the catalytic pathway using eight different ether substrates indicate that the more rapid cleavage of acyclic versus cyclic ethers is largely due to entropic effects, with the

  醚键的C-O键的有效和选择性裂解对于将生物质转化为平台化学品和液体运输燃料至关重要。在此贡献中，采用DFT B3LYP理论水平的计算方法来了解三氟甲烷磺酸镧系元素催化剂（Ln（OTf）3，Ln = La，Ce，Sm，Gd，Yb和Lu）裂解醚C–的功效。O键。与实验相符，计算表明，C–O裂解的反应途径是通过C–H→O–H质子转移与弱化配位醚底物的C–O键最终产生配位链烯醇而发生的。 。该过程的活化能随镧系元素离子半径的减小而下降，反映出增强的金属离子亲电性。Yb（OTf）反应机理的详细信息深入研究了3-催化的开环，对于1-甲基-d 3-丁基苯基醚，计算得到的2.4的一次动力学同位素效应与实验（2.7）非常吻合，证实了醚的开环途径涉及质子从甲基α转移到醚氧原子上，该氧原子被亲电子镧系元素离子激活。使用八种不同的醚底物进行的催化途径计算表明，无环醚与环状醚的裂解速度更快，这在很大程度上是由于熵的
• Kopp, Paul J.; Adkins, Rick L., Journal of the American Chemical Society, 1991, vol. 113, # 7, p. 2709 - 2717
  作者：Kopp, Paul J.、Adkins, Rick L.

  DOI：——

  日期：——
• Thermal decomposition of palladium-n-alkyl complexes by hydrogen elimination
  作者：J.W. Keister、E.J. Parsons

  DOI：10.1016/0022-328x(94)05074-l

  日期：1995.2

  1,1-Dideuterio-1-octyllithium and 2,2-dideuterio-1-octyllithium were allowed to react with palladium complexes of the type L(2)PdCl(2) and L(2)PdCl(4) (L = PPh(3), py; L(2) = bpy, dppe) to form the respective straight-chain alkylpalladate complexes. These complexes were then allowed to decompose thermally and the resulting 1-octene was analyzed. The 1,1-dilabeled alkyl ligand produced 1,1-dideuterio-1-octene, while the 2,2-dilabeled ligand formed 2-deuterio-1-octene. These products indicate that beta-hydrogen removal, rather than alpha-hydrogen removal, is the productive decomposition mode for these n-alkylpalladate complexes.
• Hydrogen elimination in the thermal decomposition of iridium-n-alkyl complexes
  作者：C. Bergwall、E.J. Parsons

  DOI：10.1016/0022-328x(94)87149-3

  日期：1994.12

  Iridium complexes L2Ir(CO)X (L = PPh3, P(p-FC6H5)3, CO; X = Cl, I) and L2Ir(CO)X3 (L = PPh3, P(p-FC6H5)3; X = Cl, I) were allowed to react with CH3(CH2)6CD2Li and CH3(CH2)5CD2CH2Li to form the respective n-octyliridium complexes. Thermal decomposition of these complexes yielded solely D2C=CH(CH2)5CH3 and CHD2(CH2)6CH3 from the 1,1-dideuteriooctyliridium complexes and H2C=CD(CH2)5CH3 and CDH2CD2(CH2)5CH3 from the 2,2-dideuteriooctyliridium complexes. Thus, productive decomposition of the n-alkyliridium complexes occurred exclusively by a beta-hydrogen elimination mechanism. This is in accord with the previously reported reaction of (PPh3)2Ir(CO)Cl with CH3(CH2)5CD2CH2Li [1] and demonstrates that changing the steric and electronic nature of the donor ligands on the iridium is insufficient to induce productive decomposition by alpha-hydrogen elimination.