2-isobutyl-1,4-butanediol | 90951-75-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-isobutyl-1,4-butanediol
• 英文别名: 2-isobutylbutane-1,4-diol；2-Isobutyl-butan-1,4-diol；2-Methyl-4-hydroxymethyl-hexanol-(6)；2-(2-Methylpropyl)butane-1,4-diol
• CAS: 90951-75-0
• 化学式: C₈H₁₈O₂
• 分子量: 146.23
• InChiKey: UOMUPZRYELCVFC-UHFFFAOYSA-N

物化性质

• 沸点：
  110 °C(Press: 0.8 Torr)
• 密度：
  0.9320 g/cm3(Temp: 25 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-isobutyl-1,4-butanediol 在 bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] 、 cesium bicarbonate 、 环戊基甲醚 作用下， 以 甲苯 为溶剂， 反应 26.0h， 生成 benzyl 3-isobutylpyrrolidine-1-carboxylate
  参考文献：
  名称：

  A hydrogen borrowing annulation strategy for the stereocontrolled synthesis of saturated aza-heterocycles

  摘要：

  一种氢借位缩合策略实现了C2、C3和C4取代饱和氮杂环的立体控制合成。

  DOI：

  10.1039/d0cc00903b
• 作为产物：
  描述：

  异丁基琥珀酸 在 lithium aluminium tetrahydride 、 magnesium sulfate 作用下， 以 四氢呋喃 为溶剂， 反应 16.5h， 以79%的产率得到2-isobutyl-1,4-butanediol
  参考文献：
  名称：

  A hydrogen borrowing annulation strategy for the stereocontrolled synthesis of saturated aza-heterocycles

  摘要：

  一种氢借位缩合策略实现了C2、C3和C4取代饱和氮杂环的立体控制合成。

  DOI：

  10.1039/d0cc00903b

文献信息

• Asymmetric alkene cycloalumination by AlEt3, catalyzed with neomenthylindenyl zirconium η-complexes
  作者：Lyudmila V. Parfenova、Pavel V. Kovyazin、Tatyana V. Tyumkina、Tatyana V. Berestova、Leonard M. Khalilov、Usein M. Dzhemilev

  DOI：10.1016/j.jorganchem.2012.10.021

  日期：2013.1

  structures, as well as solvent, affect the overall yield and enantiomeric excess of the reaction product - 3-alkylsubstituted aluminacyclopentanes. The reaction of terminal alkenes with AlEt3, catalyzed by complex 1, in hydrocarbon solvents gives predominantly S-enantiomers of cyclic organoaluminum compounds with enantiomeric excess up to 37%. Complex 2 shows smaller stereoinduction effect and provides

  纸张致力于末端烯烃cycloalumination的反应通过ALET研究3（对具有neomenthylindenyl锆络合物催化小号）（对小号） -双[ η 5 - [1 - [（1小号，2小号，5 [R）-2-异丙基-5- methylcycloh-exyl]茚基]二氯化锆（1）或（对小号） - （η 5 -环戊二烯基）[ η 5 - [1 - [（1小号，2小号，5 R）-2-异丙基-5-甲基环己基]茚基]]二氯化锆（2）。结果表明，烯烃和催化剂的结构以及溶剂影响了反应产物3-烷基取代的氧化铝环戊烷的总产率和对映体过量。在烃类溶剂中，末端烯烃与配合物1催化的AlEt 3的反应主要产生环状有机铝化合物的S-对映异构体，其对映体过量最高可达37％。配合物2显示较小的立体诱导作用，并提供具有6–26％ee的氧化铝环戊烷的R对映异构体。 显示了含硒的衍生试剂（R）-2-苯基硒基丙酸对由环状有机铝化合物制得的β-烷基-1
• [EN] METHOD OF PRODUCING AN AMINOALKYLALKOXYSILANE<br/>[FR] PROCÉDÉ DE PRODUCTION D'UN AMINOALKYLALCOXYSILANE
  申请人：DOW CORNING

  公开号：WO2011046791A1

  公开（公告）日：2011-04-21

  A method of preparing an aminoalkylalkoxysilane, the method comprising reacting a haloalkylalkoxysilane with ammonia in a high pressure reactor for an amount of time sufficient to consume from 20 to 99.99 % (w/w) of the haloalkylalkoxysilane and form an aminoalkylalkoxysilane; venting ammonia from the reactor to give a mixture comprising the aminoalkylalkoxysilane, unreacted haloalkylalkoxysilane, and an ammonium halide; and treating the mixture with a primary amine to form an N-substituted aminoalkylalkoxysilane.

  一种制备氨基烷基烷氧基硅烷的方法，该方法包括将卤代烷基烷氧基硅烷与氨在高压反应釜中反应，反应时间足以消耗20至99.99％（w / w）的卤代烷基烷氧基硅烷并形成氨基烷基烷氧基硅烷；从反应釜中排出氨，得到包含氨基烷基烷氧基硅烷、未反应的卤代烷基烷氧基硅烷和卤化铵的混合物；并用一种一级胺处理该混合物，以形成N-取代的氨基烷基烷氧基硅烷。
• Overberger; Roberts, Journal of the American Chemical Society, 1949, vol. 71, p. 3621
  作者：Overberger、Roberts

  DOI：——

  日期：——
• Gruenanger; Piozzi, Gazzetta Chimica Italiana, 1959, vol. 89, p. 897,903
  作者：Gruenanger、Piozzi

  DOI：——

  日期：——
• 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.