2,2-二乙基丁醛 | 26254-89-7

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机氧化物
• 中文名称: 2,2-二乙基丁醛
• 中文别名: 2.2-二乙基丁醛
• 英文名称: 2,2-diethylbutyraldehyde
• 英文别名: 2,2-diethylbutanal
• CAS: 26254-89-7
• 化学式: C₈H₁₆O
• mdl: MFCD03701492
• 分子量: 128.214
• InChiKey: BVNYROHOUZCIEL-UHFFFAOYSA-N

物化性质

• 沸点：
  160.5±9.0 °C(Predicted)
• 密度：
  0.811±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.875
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2912190090

反应信息

• 作为反应物：
  描述：

  2,2-二乙基丁醛 在 重铬酸吡啶 、 正丁基锂 、 4 A molecular sieve 作用下， 以 二氯甲烷 为溶剂， 反应 16.5h， 生成 3,3-diethyl-5-tetradecyn-4-one
  参考文献：
  名称：

  Chiral synthesis via organoboranes. 34. Selective reductions. 47. Asymmetric reduction of hindered .alpha.,.beta.-acetylenic ketones with B-chlorodiisopinocampheylborane to propargylic alcohols of very high enantiomeric excess. Improved workup procedure for the isolation of product alcohols

  摘要：

  The Midland reagent, Alpine-Borane (2a), is excellent for the asymmetric reduction of many acetylenic ketones, but it fails with hindered derivatives. On the other hand, B-chlorodiisopinocampheylborane (DIP-Chloride, 4) reacts with hindered alpha,beta-acetylenic ketones to provide the corresponding propargylic alcohols in 96 to greater-than-or-equal-to 99% ee. The reaction is in accordance with the tentative mechanism proposed earlier. While 4-phenyl-3-butyn-2-one is reduced in only 21% ee, 4 reduces 4-methyl-1-phenyl-1-pentyn-3-one in 53% ee and 4,4-dimethyl-1-phenyl-1-pentyn-3-one in greater-than-or-equal-to 99% ee. The generality of this observation is demonstrated by reducing a series of hindered acetylenic ketones with increasing steric requirements and differing electronic environments. Thus, 2,2-dimethyl-4-tridecyn-3-one, 1-cyclopentyl-4,4-dimethyl-1-pentyn-3-one, and 3,3-dimethyl-5-tetradecyn-4-one are all reduced to the corresponding alcohols in greater-than-or-equal-to 99% ee and 97% ee, respectively. A modified and operationally simpler workup procedure for obtaining the alcohols in high isolated yields is described. Comparison of reagent 4 with 2a is also made, making clear the range of applicability of each reagent. This development makes it possible to reduce asymmetrically any acetylenic ketone by a judicious choice of either 2a or 4.

  DOI：

  10.1021/jo00034a034
• 作为产物：
  描述：

  三乙基乙酸 在 dimethyl sulfide borane 、 pyridinium chlorochromate 作用下， 生成 2,2-二乙基丁醛
  参考文献：
  名称：

  Chiral synthesis via organoboranes. 34. Selective reductions. 47. Asymmetric reduction of hindered .alpha.,.beta.-acetylenic ketones with B-chlorodiisopinocampheylborane to propargylic alcohols of very high enantiomeric excess. Improved workup procedure for the isolation of product alcohols

  摘要：

  The Midland reagent, Alpine-Borane (2a), is excellent for the asymmetric reduction of many acetylenic ketones, but it fails with hindered derivatives. On the other hand, B-chlorodiisopinocampheylborane (DIP-Chloride, 4) reacts with hindered alpha,beta-acetylenic ketones to provide the corresponding propargylic alcohols in 96 to greater-than-or-equal-to 99% ee. The reaction is in accordance with the tentative mechanism proposed earlier. While 4-phenyl-3-butyn-2-one is reduced in only 21% ee, 4 reduces 4-methyl-1-phenyl-1-pentyn-3-one in 53% ee and 4,4-dimethyl-1-phenyl-1-pentyn-3-one in greater-than-or-equal-to 99% ee. The generality of this observation is demonstrated by reducing a series of hindered acetylenic ketones with increasing steric requirements and differing electronic environments. Thus, 2,2-dimethyl-4-tridecyn-3-one, 1-cyclopentyl-4,4-dimethyl-1-pentyn-3-one, and 3,3-dimethyl-5-tetradecyn-4-one are all reduced to the corresponding alcohols in greater-than-or-equal-to 99% ee and 97% ee, respectively. A modified and operationally simpler workup procedure for obtaining the alcohols in high isolated yields is described. Comparison of reagent 4 with 2a is also made, making clear the range of applicability of each reagent. This development makes it possible to reduce asymmetrically any acetylenic ketone by a judicious choice of either 2a or 4.

  DOI：

  10.1021/jo00034a034

文献信息

• Intramolekulare reaktionen von alkylcarbenen
  作者：W. Kirmse、G. Wächtershäuser

  DOI：10.1016/0040-4020(66)80102-3

  日期：1966.1

  Various branched alkylcarbenes have been generated by alkaline decomposition of the corresponding tosylhydrazones. The intramolecular insertion reactions of these carbenes (formation of cyclopropanes) proceed with appreciable discrimination which depends strongly on steric effects. The product ratios are consistently explained by a transition state with approximately planar (eclipsed) configuration

  通过相应的甲苯磺酰hydr的碱分解已经产生了各种支链的烷基卡宾。这些卡宾的分子内插入反应（环丙烷的形成）进行明显的区分，这很大程度上取决于空间效应。产物比率始终由具有卡宾-碳和碳-氢键的近似平面（偏光）构型的过渡态来解释。烷基卡宾的选择性随摩尔的增加而增加。重量
• Crossed Regio‐ and Enantioselective Iron‐Catalyzed [4+2]‐Cycloadditions of Unactivated Dienes
  作者：Elena Braconi、Nicolai Cramer

  DOI：10.1002/anie.202112148

  日期：2022.2.7

  An enantioselective iron-catalyzed cross-[4+2]-cycloaddition of unactivated branched and linear dienes is described. The illustrated process provides a very efficient and atom-economic access to chiral 1,3-substituted vinyl-cyclohexenes under very mild reaction conditions. The development of a chiral bis-dihydroisoquinoline ligand class was essential to obtain excellent levels of chemo-, regio- and

  描述了未活化的支链和直链二烯的对映选择性铁催化交叉-[4+2]-环加成。所示方法提供了在非常温和的反应条件下非常有效且原子经济地获得手性 1,3-取代的乙烯基环己烯的途径。开发手性双-二氢异喹啉配体类别对于获得优异水平的化学选择性、区域选择性和对映选择性至关重要。
• ORGANIC COMPOUND, THREE-DIMENSIONAL ORGANIC FRAMEWORK FORMED BY USING ORGANIC COMPOUND, SEPARATION SIEVE AND OPTICAL LAYER, WHICH COMPRISE ORGANIC FRAMEWORK, AND OPTICAL DEVICE COMPRISING OPTICAL LAYER AS OPTICAL AMPLIFICATION LAYER
  申请人：INDUSTRY-UNIVERSITY COOPERATION FOUNDATION HANYANG UNIVERSITY

  公开号：US20190031586A1

  公开（公告）日：2019-01-31

  An organic compound, a three-dimensional organic structure formed by using the organic compound, a separation sieve and an optical layer having the organic structure, and an optical device having the optical layer as an optical amplification layer are provided. The organic structure includes a plurality of organic molecules self-assembled by non-covalent bonding. Each of the unit organic molecules has an aromatic ring, a first pair of substituents being connected to immediately adjacent positions of substitutable positions of the aromatic ring, and a second pair of substituents being connected to immediately adjacent positions of remaining substitutable positions of the aromatic ring. The unit organic molecules are self-assembled by van der Waals interaction, London dispersion interaction or hydrogen bonding between the first and the second pairs of the substituents and by pi-pi interactions between the aromatic rings.

  提供一种有机化合物，通过使用该有机化合物形成的三维有机结构、分离筛和具有该有机结构的光学层，以及具有光学层作为光学放大层的光学器件。该有机结构包括通过非共价键自组装的多个有机分子。每个单元有机分子具有芳香环，第一对取代基连接到芳香环的可取代位置的相邻位置，第二对取代基连接到芳香环的剩余可取代位置的相邻位置。单元有机分子通过范德华力相互作用、伦敦分散相互作用或氢键作用于第一和第二对取代基之间的π-π相互作用而自组装。
• Ophthalmic compositions for treating ocular hypertension
  申请人：Doherty B. James

  公开号：US20060020000A1

  公开（公告）日：2006-01-26

  This invention relates to potent potassium channel blocker compounds of Formula I or a formulation thereof for the treatment of glaucoma and other conditions which leads to elevated intraocular pressure in the eye of a patient. This invention also relates to the use of such compounds to provide a neuroprotective effect to the eye of mammalian species, particularly humans.

  本发明涉及公式I的强效钾通道阻滞剂化合物或其配方，用于治疗青光眼和其他导致患者眼内压升高的疾病。本发明还涉及使用这些化合物为哺乳动物（尤其是人类）的眼提供神经保护作用。
• STEROL ANALOGS AND USES THEREOF
  申请人：ModernaTX, Inc.

  公开号：US20220402965A1

  公开（公告）日：2022-12-22

  The invention relates to compositions and methods for the preparation, manufacture, and therapeutic use of compositions comprising mRNA and a lipid nanoparticle comprising a compound of the invention and an ionizable lipid.

  本发明涉及包含mRNA和脂质纳米粒子的组合物的制备、制造和治疗用途的方法和组合物，所述脂质纳米粒子包括本发明的化合物和可离子化脂质。