3-hydroxy-2-methylpropanal | 38433-80-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-hydroxy-2-methylpropanal
• 英文别名: 2-methyl-3-hydroxypropanal；2-methyl-3-hydroxy-propionaldehyde；Propanal, 3-hydroxy-2-methyl-
• CAS: 38433-80-6
• 化学式: C₄H₈O₂
• 分子量: 88.1063
• InChiKey: JTMCAHGCWBGWRV-UHFFFAOYSA-N

物化性质

• 沸点：
  103.07°C (rough estimate)
• 密度：
  0.9525 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  3-hydroxy-2-methylpropanal 在 氢气 作用下， 100.0 ℃ 、1.0 MPa 条件下， 生成 2-甲基-1,3-丙二醇
  参考文献：
  名称：

  PROCESS FOR PRODUCING 2-METHYL-1, 3-PROPANEDIOL AND SYSTEM

  摘要：

  The present invention relates to a process for producing 2-methyl- 1,3-propanediol. In particular the present invention relates to process for producing 2-methyl-1,3-propanediol by performing an aldol reaction between propionaldehyde and formaldehyde to form 3-hydroxy-2-methylpropanal and hydrogenating of formed 3-hydroxy-2-methylpropanal. The invention also relates to a system for producing 2-methyl-1,3- propanediol and more particularly a system for implementing a process for producing 2-methyl-1,3-propanediol

  公开号：

  WO2024160891A1
• 作为产物：
  描述：

  3,3-二乙氧基-2-甲基丙酸乙酯 在 lithium aluminium tetrahydride 、 乙醚 作用下， 生成 3-hydroxy-2-methylpropanal
  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

• Hydrogen Bonding as a Construction Element for Bidentate Donor Ligands in Homogeneous Catalysis:  Regioselective Hydroformylation of Terminal Alkenes
  作者：Bernhard Breit、Wolfgang Seiche

  DOI：10.1021/ja0348997

  日期：2003.6.1

  bidentate ligands for homogeneous metal complex catalysis is described. The concept relies on the self-assembly of monodentate ligands through hydrogen bonding. As a prototype of such systems, 6-diphenylphosphanyl-2-pyridone (6-DPPon) was shown to form a chelate in the coordination sphere of a transition metal center through unusual pyridone/hydroxypyridine hydrogen bonding (X-ray). This hydrogen bonding

  描述了构建用于均相金属配合物催化的双齿配体的新概念。该概念依赖于单齿配体通过氢键的自组装。作为此类系统的原型，6-二苯基膦酰基-2-吡啶酮 (6-DPPon) 显示通过不寻常的吡啶酮/羟基吡啶氢键 (X 射线) 在过渡金属中心的配位球中形成螯合物。正如末端烯烃的高度区域选择性加氢甲酰化所证明的那样，这种氢键在催化反应中保持完整。观察到的区域选择性和反应性将 6-DPPon/铑体系列为末端烯烃 n-选择性加氢甲酰化最活跃和区域选择性的催化剂。
• 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。
• Hydroformylation
  申请人：——

  公开号：US20040199024A1

  公开（公告）日：2004-10-07

  The present invention relates to a process for hydroformylating in the presence of a catalyst comprising at least one complex of a metal of transition group VIII with mono-phosphorus compounds which are capable of dimerizing via noncovalent bonds as ligands, to such catalysts and to their use.

  本发明涉及在存在由过渡金属群VIII的至少一个复合物和能够通过非共价键二聚化的磷单化合物组成的催化剂的情况下进行水甲醛化的过程，涉及到这种催化剂及其用途。
• Hydroformylation process
  申请人：Lyondell Chemical Technology, L.P.

  公开号：US07790932B1

  公开（公告）日：2010-09-07

  A catalyst, useful for the hydroformylation of allyl alcohol, is described. The catalyst comprises a rhodium complex and a 6-bis(3,5-dialkylphenyl)phosphino-N-pivaloyl-2-aminopyridine or a 3-bis(3,5-dialkylphenyl)phosphino-2H-isoquinolin-1-one. The invention also includes a process for the production of 4-hydroxybutyraldehyde comprising reacting allyl alcohol with a mixture of carbon monoxide and hydrogen in the presence of a solvent and the catalyst. The process gives a high ratio of the linear product 4-hydroxybutyraldehyde to the branched co-product 3-hydroxy-2-methylpropionaldehyde.

  描述了一种用于烯丙醇水合甲醛化的催化剂。该催化剂包括一个铑络合物和一种6-双(3,5-二烷基苯基)磷酰-N-戊酰基-2-氨基吡啶或一种3-双(3,5-二烷基苯基)磷酰基-2H-异喹啉-1-酮。该发明还包括一种生产4-羟基丁醛的方法，包括在溶剂和催化剂的存在下，将烯丙醇与一种一氧化碳和氢的混合物反应。该过程提供了线性产物4-羟基丁醛与支链共产物3-羟基-2-甲基丙醛的高比例。
• [EN] PROCESS FOR THE HYDROFORMYLATION OF ETHYLENICALLY UNSATURATED COMPOUNDS<br/>[FR] PROCEDE D'HYDROFORMYLATION DE COMPOSES ETHYLENIQUEMENT INSATURES
  申请人：LUCITE INT UK LTD

  公开号：WO2005003070A1

  公开（公告）日：2005-01-13

  The present invention provides a process for the hydroformylation of ethylenically unsaturated compounds, which process comprises reacting said ethylenically unsaturated compound with carbon monoxide and hydrogen, in the presence of a catalyst system and a solvent, the catalyst system obtainable by combining: a) a metal of Group VIII or a compound thereof; and b) a bidentate phosphine, the process characterised in that a chlorine moiety is present in at least one of the said Group VIII metal compound or said solvent.

  本发明提供了一种用于乙烯不饱和化合物的氢甲酰化的方法，该方法包括在催化剂体系和溶剂的存在下，将所述乙烯不饱和化合物与一氧化碳和氢反应，所述催化剂体系可通过组合获得：a) VIII族金属或其化合物；和b)双齿膦，其特征在于至少在所述VIII族金属化合物或所述溶剂中存在氯基团。