1-bromohexadecane-1,1-d2 | 72921-66-5

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机溴化物
• 英文名称: 1-bromohexadecane-1,1-d2
• 英文别名: 1-bromo-1,1-dideuterio-hexadecane；1-Bromo-1,1-dideuteriohexadecane
• CAS: 72921-66-5
• 化学式: C₁₆H₃₃Br
• 分子量: 307.326
• InChiKey: HNTGIJLWHDPAFN-BPPAMHLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  17
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-bromohexadecane-1,1-d2 在 吡啶 、 溴 、 magnesium 作用下， 以 乙醚 、 甲苯 、 苯 为溶剂， 反应 1.5h， 生成 n-octadecyl-3,3-d2 benzoate
  参考文献：
  名称：

  The nominal butyl ester ion in the mass spectra of long-chainn-alkyl esters: A postscript

  摘要：

  Abstractn‐Octadecyl benzoate, taken as a model for long‐chain n‐alkyl carboxylates generally, loses C14H28 under electron impact to yield a product with the same elemental composition as the butyl benzoate molecular ion. This product retains quantitatively one hydrogen from C‐6, and seems to be formed as an oxygen‐protonated 4‐benzoyloxybutyl radical. It reacts further to lose H2O, in which deuterium labeling demostrates that the second hydrogen atom comes predominantly from C‐4. The intermediate reorganization, for which the driving force is presumably furnished by the instability associated with a primary radical, is pictured in terms of cyclization via bonding between the C‐4 radical site and the benzoyl carbon concerted with hydrogen migration via a 4‐membered quasicyclic transition state.

  DOI：

  10.1002/oms.1210180305
• 作为产物：
  描述：

  棕榈酸甲酯 在 lithium aluminium deuteride 、 三溴化磷 作用下， 以 乙醚 为溶剂， 生成 1-bromohexadecane-1,1-d2
  参考文献：
  名称：

  The nominal butyl ester ion in the mass spectra of long-chainn-alkyl esters: A postscript

  摘要：

  Abstractn‐Octadecyl benzoate, taken as a model for long‐chain n‐alkyl carboxylates generally, loses C14H28 under electron impact to yield a product with the same elemental composition as the butyl benzoate molecular ion. This product retains quantitatively one hydrogen from C‐6, and seems to be formed as an oxygen‐protonated 4‐benzoyloxybutyl radical. It reacts further to lose H2O, in which deuterium labeling demostrates that the second hydrogen atom comes predominantly from C‐4. The intermediate reorganization, for which the driving force is presumably furnished by the instability associated with a primary radical, is pictured in terms of cyclization via bonding between the C‐4 radical site and the benzoyl carbon concerted with hydrogen migration via a 4‐membered quasicyclic transition state.

  DOI：

  10.1002/oms.1210180305

文献信息

• Alkaline Lyotropic Silicate−Surfactant Liquid Crystals
  作者：A. Firouzi、F. Atef、A. G. Oertli、G. D. Stucky、B. F. Chmelka

  DOI：10.1021/ja963007i

  日期：1997.4.1

  of a basic aqueous solution containing anionic silicate oligomers (e.g., double-four-ring species) to an isotropic micellar solution of cationic surfactant molecules (e.g., cetyltrimethylammonium bromide). Important similarities and differences are shown to exist between multicomponent silicate−surfactant and conventional binary lyotropic liquid crystals. Under highly alkaline conditions, the silicate−surfactant

  多核 (2H, 13C, 29Si, 81Br) 磁共振光谱、小角 X 射线散射和偏振光学显微镜技术已被用于研究具有六方和层状形态的硅酸盐 - 表面活性剂溶致液晶中的分子和介观组织。碱性条件。在将包含阴离子硅酸盐低聚物（例如，双四环物质）的碱性水溶液添加到阳离子表面活性剂分子（例如，十六烷基三甲基溴化铵）的各向同性胶束溶液中之后，此类系统协同自组装。多组分硅酸盐表面活性剂和传统的二元溶致液晶之间显示出重要的相似性和差异。在强碱性条件下，
• ²H NMR Investigations of the Hexadecane/Urea Inclusion Compound
  作者：Judith Schmider、Klaus Müller

  DOI：10.1021/jp972703h

  日期：1998.2.1

  The molecular behavior of selectively deuterated n-hexadecane in the urea inclusion compound is studied between 100 and 290 K by means of dynamic H-2 NMR spectroscopy employing line shape studies and spin-spin and spin-lattice relaxation experiments. Particular emphasis is given to the changes of the guest molecule behavior close to a solid-solid phase transition occurring at lower temperatures which is accompanied by a distortion of the urea lattice; It is demonstrated that spin-lattice relaxation experiments are of particular help for the evaluation of the chain dynamics in such systems. A comprehensive computer analysis of the available experimental data could provide a detailed picture of the hexadecane chains in the low-temperature phase and above the solid-solid phase transition. In the low-temperature phase the alkyl chains are found to undergo fast but restricted rotational motions (rate constant ca. 10(7) s(-1)). In addition, intramolecular trans-gauche isomerizations and methyl group rotation contribute to the spin relaxation of the alkane chain ends. In the high-temperature phase the alkyl chains rotate rapidly (rate constant ca. 10(10) s(-1)) and almost unrestricted around the channel long axis, giving rise to a dynamic (rotational) disorder of the embedded alkyl chains. It therefore is concluded that the phase transition can be assigned to a (dynamic) order-disorder transition. The alkane chains furthermore are found to be perfectly aligned with respect to the urea channel long axis. At the same time, they exhibit an internal flexibility gradient toward the chain ends. The conformational order significantly is altered at the phase transition. Thus, the trans population in the low-temperature phase is given by p(t) = 0.7 while in the high-temperature phase a value of p(t) = 0.95 has beer! derived.
• STEWART, L. C.;KATES, M., CHEM. AND PHYS. LIPIDS, 50,(1989) N, C. 23-42
  作者：STEWART, L. C.、KATES, M.

  DOI：——

  日期：——