1-deuterio-3-deuteriomethylheptane | 122348-18-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子
• 英文名称: 1-deuterio-3-deuteriomethylheptane
• 英文别名: 2-(n-butyl)-1,4-dideuterobutane；2-Butyl-1,4-dideuterobutane；1-deuterio-3-(deuteriomethyl)heptane
• CAS: 122348-18-9
• 化学式: C₈H₁₈
• 分子量: 116.215
• InChiKey: LAIUFBWHERIJIH-PBNXXWCMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  8
• 可旋转键数：
  4
• 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

• 作为产物：
  描述：

  1-ethyl-3-butylalumolane 在 重水 、 氘代盐酸 作用下， 生成 1-deuterio-3-deuteriomethylheptane
  参考文献：
  名称：

  On study of chemoselectivity of reaction of trialkylalanes with alkenes, catalyzed with Zr π-complexes

  摘要：

  The influence of the organoaluminium compound nature, Zr p-ligand environment, solvent type and reagent ratio on the chemoselectivity of reactions of trialkylalanes (AlMe3, AlEt3) with alkenes, catalyzed with L2ZrCl2 [L = Cp, Cp' (Cp'-eta(5)-C5H4CH3), Cp* (Cp*-eta(5)-C-5(CH3)(5)), Ind (indenyl), Flu (fluorenyl)] has been studied. It is shown that in the case of AlMe3, the hydro-and carboalumination products, and alkene dimers are formed. The catalytic reaction of AlEt3 with the olefins yields aluminacyclopentanes altogether with the hydro-and carboalumination products, and the dimers. A probable reaction mechanism has been proposed. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.07.037

文献信息

• Joint cycloalumination of ethylene and other unsaturated compounds with EtAlCl2 in the presence of Cp2ZrCl2. Synthesis of aluminacarbocycles
  作者：A. G. Ibragimov、L. O. Khafizova、L. I. Khusainova、T. V. Tyumkina、U. M. Dzhemilev

  DOI：10.1134/s1070428010040032

  日期：2010.4

  A procedure has been developed for the selective synthesis of five-membered aluminum-containing heterocycles, 2,3-dialkyl-1-ethylaluminacyclopent-2-enes, 3-alkyl-1-ethylaluminacyclopentanes, 2-alkylidene-1-ethylaluminacyclopentanes, and 3-alkyl-1-ethyl-2-methylidenealuminacyclopentanes, via joint cycloalumination of ethylene and other unsaturated compounds (acetylenes, olefins, and allenes) with EtAlCl2 in the presence of Cp2ZrCl2 as catalyst.
• Synthesis and transformations of metallocycles 5. Regioselective synthesis of ?-substituted alumocyclopentanes by the cyclometallation of ?-olefins using Et3Al in the presence of Cp2ZrCl2
  作者：U. M. Dzhemilev、A. G. Ibragimov、A. P. Zolotarev、R. R. Muslukhov、G. A. Tolstikov

  DOI：10.1007/bf01184540

  日期：1990.12

  A new method has been proposed for the synthesis of N-, O-, and S-containing alumocyclopentanes by the reaction of Et3Al with functional alpha-olefins in the presence of catalytic amounts of Cp2ZrCl2. The alumocyclopentanes obtained may react with S8 to give beta-substituted tetrahydrothiophenes.
• Synthesis and transformations of metallocycles
  作者：A. G. Ibragimov、L. O. Khafizova、L. G. Yakovleva、E. V. Nikitina、K. G. Satenov、L. M. Khalilov、U. M. Dzhemilev

  DOI：10.1007/bf02496268

  日期：1999.4

  A regioselective method for the synthesis of 3-alkyialumacyclopentanes and 2-alkyl-1,4-dialuminiobutanes by the reactions of alpha-olefins with EtAlCl2, ROAlCl2, R2NAlCl2, or Et2AlCl and the Mg-ClCH2CH2Cl-Cp2ZrCl2 (ZrCl4) system was developed.
• First preparative synthesis of alumocyclopentanes involving zirconium complexes
  作者：U. M. Dzhemilev、A. G. Ibragimov、A. P. Zolotarev、R. R. Muslukhov、G. A. Tolstikov

  DOI：10.1007/bf00953739

  日期：1989.1
• Catalytic enantioselective ethylalumination of terminal alkenes: substrate effects and absolute configuration assignment
  作者：Lyudmila V. Parfenova、Pavel V. Kovyazin、Tatyana V. Tyumkina、Alyona V. Makrushina、Leonard M. Khalilov、Usein M. Dzhemilev

  DOI：10.1016/j.tetasy.2014.11.019

  日期：2015.2

  The chemo- and enantioselectivity of the reaction of alkenes with AlEt3 catalyzed by bis(1-neomenthyl-indenyl)zirconium dichloride has been studied. The reaction with linear alkenes in a chlorinated solvent (CH2Cl2) gives mainly carbometallation products in 70-80% yield and with enantiomeric purity of 47-70%ee with an (S)-configuration. In the case of vinylcycloalkanes and styrene, the reaction provides roughly equal amounts of carbometallation products and substituted alumolanes with enantioselectivities of 39-69%ee and 40-57%ee, respectively.(R)-MTPA and (R)-2-phenylselenopropionic acid [(R)-PSPA] were used as the derivatization reagents for enantiomeric excess estimation and the absolute configuration assignment of beta-chiral primary alcohols and 2-substituted 1,4-butanediols resulting from oxidation and hydrolysis of the organoaluminum products. It was shown that the specific rotation changes sign in the series of enantiomerically enriched 2-ethyl-1-alkanols when going from beta-ethyl-substituted octanol to nonanol. The conformational analysis of the MTPA and PSPA esters of 2-ethyl-1-alkanols was performed and a dependence of their conformational composition on the type of substituent at the beta-stereogenic center was established. Calculation of the Se-77 NMR chemical shifts of the possible conformers of the PSPA esters demonstrated that the conformation of the selenium moiety has the most pronounced effect on the delta(Se) value. The high efficiency of PSPA application for the enantiomeric purity estimation and the absolute configuration assignment of 2-ethyl-1-alkanols is shown. (C) 2014 Elsevier Ltd. All rights reserved.