2-ethyl-3-hydroxypropanal | 38433-81-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-ethyl-3-hydroxypropanal
• 英文别名: 2-hydroxymethylbutanal；2-hydroxymethyl-butyraldehyde；2-Hydroxymethyl-butyraldehyd；2-(Hydroxymethyl)butanal
• CAS: 38433-81-7
• 化学式: C₅H₁₀O₂
• 分子量: 102.133
• InChiKey: XIKVGYYSAJEFFR-UHFFFAOYSA-N

物化性质

• 沸点：
  174.5±23.0 °C(Predicted)
• 密度：
  0.961±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  7
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-ethyl-3-hydroxypropanal 在 双氧水 、 三乙胺 作用下， 生成 2,2-二羟甲基丁酸
  参考文献：
  名称：

  从同步加速器辐射粉末衍射数据确定单斜2，2-二羟基甲基丁酸的从头算结构：直接方法和蒙特卡罗方法的组合使用。

  摘要：

  从一开始就从同步辐射粉末粉末衍射数据确定了单斜形式的2,2-二羟基甲基丁酸（C（6）H（12）O（4））的晶体结构。首先通过直接方法衍生出两个O和五个C原子。通过蒙特卡罗方法发现了两个缺失的O原子和一个C原子，而没有对其相对位置施加约束。这些非氢原子的位置和各向同性位移参数通过Rietveld方法进行了改进。分子通过氢键连接，形成平行于（010）平面的片状网络。事实证明，蒙特卡洛方法是寻找部分溶解的结构中缺失原子的有力工具。

  DOI：

  10.1107/s0108768100018905
• 作为产物：
  描述：

  2-(二乙氧基甲基)丁酸乙酯 在 lithium aluminium tetrahydride 、 乙醚 作用下， 生成 2-ethyl-3-hydroxypropanal
  参考文献：
  名称：

  �ber die Reduktion von Acetal-, bzw. Ketalestern mit Lithiumaluminiumhydrid

  摘要：

  DOI：

  10.1007/bf00899531

文献信息

• Structure-based rationalization of aldolase-catalyzed asymmetric synthesis
  作者：Junjie Liu、Grace DeSantis、Chi-Huey Wong

  DOI：10.1139/v02-094

  日期：2002.6.1

  This paper describes a structure-based approach to elucidate the stereospecificity, including inversion of enantioselectivity, of the 2-deoxyribose-5-phosphate aldolase-catalyzed asymmetric aldol addition reaction using unnatural substrates designed for the total synthesis of epothilones. In addition, an aldolase variant with Ser-238 being altered for Asp was found to be 2.5 times more effective than the wild type in accepting the unphosphorylated substrate D-glyceraldehyde. A new H-bonding interaction between the Asp-238 carboxylate and the 3-hydroxyl of the substrate was identified and was used to rationalize the rate enhancements.Key words: aldol reaction, 2-deoxyribose-5-phosphate aldolase, mutagenesis, inversion of enantioselectivity.

  这篇文章描述了一种基于结构的策略，用于阐明2-脱氧核糖-5-磷酸醛缩酶催化的不对称醛缩加成反应的立体特异性，包括外消旋选择性反转，使用为伊波泰隆全合成设计的非自然底物。此外，一种将Ser-238变为Asp的醛缩酶变异体在接纳非磷酸化底物D-甘油醛方面比野生型有效2.5倍。发现了一种新的氢键相互作用，即Asp-238羧基与底物3-羟基之间的相互作用，并用于合理解释速率提升。关键词：醛缩反应，2-脱氧核糖-5-磷酸醛缩酶，突变，外消旋选择性反转。
• PROCESS FOR PREPARING TRIMETHYLOL COMPOUNDS AND FORMIC ACID
  申请人：——

  公开号：US20020077502A1

  公开（公告）日：2002-06-20

  The present invention relates to a process for preparing trimethylol compounds and formic acid by reaction of formaldehyde and aldehydes in the presence of a nitrogen base and distillation of the resulting reaction mixture in the presence of an auxiliary.

  本发明涉及一种制备三甲醇化合物和甲酸的方法，通过在氮碱存在下，将甲醛和醛反应，并在助剂存在下蒸馏所得反应混合物。
• Process for preparing trimethylol compounds and formic acid
  申请人：Bayer Aktiengesellschaft

  公开号：US06441254B1

  公开（公告）日：2002-08-27

  The present invention relates to a process for preparing trimethylol compounds and formic acid by reaction of formaldehyde and aldehydes in the presence of a nitrogen base and distillation of the resulting reaction mixture in the presence of an auxiliary.

  本发明涉及一种制备三甲醇化合物和甲酸的方法，通过在氮碱存在下，将甲醛和醛类化合物反应，并在辅助剂的存在下蒸馏所得的反应混合物。
• Comparison of Activity and Selectivity of Weakly Basic Anion-Exchange Catalysts for the Aldolization of Butyraldehyde with Formaldehyde
  作者：V. Serra-Holm、T. Salmi、P. Mäki-Arvela、E. Paatero、L. P. Lindfors

  DOI：10.1021/op000008t

  日期：2001.7.1

  Aldols are important intermediates in the production of polyols, which are raw material for lubricants, surface coatings, and synthetic resins. The activities and selectivities of gel-type and macroporous anion-exchange resin catalysts in the aldolization of butyraldehyde with formaldehyde in an aqueous environment were investigated at 60 degreesC. The experiments were carried out batchwise in a stirred glass reactor, and the reaction products were analyzed with high performance liquid chromatography. Two main products were observed, 2-ethyl-3-hydroxy-2-hydroxy-methylpropanal (trimethylolpropane aldol) and 2-ethylpropenal (ethylacrolein). The product ratio was strongly dependent on the catalyst. The selectivity with respect to trimethylolpropane aldol varied within the range 2.7-7.3 for the catalysts investigated. Systematic kinetic experiments were carried out at 50-70 degreesC with the gel-type resin catalyst displaying the highest aldol selectivity. A kinetic model based on molecular mechanisms was able to describe the product distribution.
• Anthony-Barbier, Journal des Recherches du Centre National de la Recherche Scientifique, 1954, vol. 6, p. 319,334
  作者：Anthony-Barbier

  DOI：——

  日期：——