methyl 2,2-bis(hydroxymethyl)butyrate | 98429-47-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: methyl 2,2-bis(hydroxymethyl)butyrate
• 英文别名: 2,2-bis-hydroxymethyl-butyric acid methyl ester；2,2-Bis-hydroxymethyl-buttersaeure-methylester；Methyl 2,2-bis(hydroxymethyl)butanoate
• CAS: 98429-47-1
• 化学式: C₇H₁₄O₄
• 分子量: 162.186
• InChiKey: XYSDKTBXEQMSKK-UHFFFAOYSA-N

物化性质

• 沸点：
  283.6±20.0 °C(Predicted)
• 密度：
  1.137±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 2,2-bis(hydroxymethyl)butyrate 在 (S)-3,3'-bis(2,4,6-tri-iso-propylphenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate 、 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 生成 (S)-2-(hydroxymethyl)-2-(methoxycarbonyl)butyl 2’,4’,6’-trimethyl-[1,1’-biphenyl]-4-carboxylate
  参考文献：
  名称：

  手性磷酸催化 1,3-二醇缩醛氧化去对称化的增强对映选择性的计算设计

  摘要：

  介绍了 2-烷基取代的 1,3-二醇的高度对映选择性去对称化的一般方法。已利用计算和实验研究的组合来了解 1,3-二醇亚苄基缩醛氧化去对称化立体控制的起源。DFT 计算表明缩醛保护基团对高对映选择性有很大影响，并且已经设计了一种简单但有效的新保护基团。去对称化反应以对多种底物的高对映选择性进行。此外，反应条件也显示出对 2,2-二烷基取代的 1,3-二醇的去对称化有效，这提供了带有无环全碳四元立体中心的手性产物。该方法已应用于二氢吲哚生物碱的正式合成。

  DOI：

  10.1021/jacs.0c02719
• 作为产物：
  描述：

  重氮甲烷 、 2,2-二羟甲基丁酸 以 甲醇 、 乙醚 为溶剂， 生成 methyl 2,2-bis(hydroxymethyl)butyrate
  参考文献：
  名称：

  Lipase Catalysis. A Direct Route to Linear Aliphatic Copolyesters of Bis(hydroxymethyl)butyric Acid with Pendant Carboxylic Acid Groups

  摘要：

  Immobilized Lipase B from Candida antartica (CAL-B, Novozyme 435) catalyzed terpolymerizations of bis(hydroxymethyl)butyric acid, BHB (AB(2)) and 1,8-octanediol (B-2) with adipic acid (A(2)). The copolymerizations of these AB(2), B-2, and A(2) monomers were conducted in bulk, at 80 degrees C, without activation of the acid groups. Carbon (C-13) NMR studies using a series of model BHB derivatives showed that CAL-B was strictly selective for esterification of BHB hydroxyl groups while leaving the carboxylic acid unchanged. Thus, all polymerizations were conducted as if BHB were a B2 monomer and then formulating a 1 to 1 ratio of carboxylic acid to hydroxyl groups in the monomer feed. By varying the monomer feed ratio, copolyesters with 9-45 mol % BHB-adipate units were formed with M-w values between 21900 and 2300 g/mol. By this direct polymerization without protection - deprotection chemistry, a series of linear aliphatic copolyesters with controlled quantities of pendant free acid groups was prepared. Thermal and crystalline properties of the copolyesters were studied by thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), and wide-angle X-ray scattering (WAXS). Increasing the BHB content in the copolyesters resulted in melting temperature depressions that were well described by Baur's equation for random copolymers where BHB-adipate units are excluded from the crystal phase of the crystallizable 1,8-octanediol-adipate units.

  DOI：

  10.1021/ma0480291

文献信息

• Method for the production of radiation-curable urethane (meth) acrylates
  申请人：Heischkel Yvonne

  公开号：US20060052571A1

  公开（公告）日：2006-03-09

  A radiation-curable urethane(meth)acrylate, a process for preparing a radiation-curable urethane(meth)acrylate, and a coating composition comprising a radiation-curable urethane(meth)acrylate, in which the radiation-curable urethane(meth)acrylate is tough and resilient and useful in coating systems for a variety of substrates.

  一种辐射可固化的环氧基脲酸酯（甲基）丙烯酸酯，制备辐射可固化的环氧基脲酸酯的方法，以及包括辐射可固化的环氧基脲酸酯的涂层组成物，其中辐射可固化的环氧基脲酸酯坚韧、有弹性，并且可用于各种基材的涂覆系统。
• Method for producing polyetherols
  申请人：Wartini Alexander

  公开号：US20050148802A1

  公开（公告）日：2005-07-07

  The invention provides a process for preparing polyetherols of polyhydric alcohols by reacting an alkylene oxide with the appropriate polyhydric alcohol in the presence of a base and in the presence or absence of a solvent, wherein the polyhydric alcohol used has a formaldehyde acetal content of less than 500 ppm.

  本发明提供了一种制备多元醇的聚醚醇的方法，通过在碱的存在下，在溶剂的存在或缺失下，将一种烷基氧化物与适当的多元醇反应，其中所使用的多元醇的甲醛缩醛含量小于500 ppm。
• Method for producing (meth) acrylic acid esters of polyhydric alcohols
  申请人：Wartini Alexander

  公开号：US20050010065A1

  公开（公告）日：2005-01-13

  (Meth)acrylates of polyhydric alcohols are prepared by reacting (meth)acrylic acid and the corresponding polyhydric alcohol in the presence of at least one acidic catalyst and, if required, at least one polymerization inhibitor and in the presence or absence of a solvent, by a process in which the polyhydric alcohol used contains less than 500 ppm of bound formaldehyde.

  (多羟基乙醇的（甲基）丙烯酸酯的制备方法是：在至少一种酸性催化剂和至少一种聚合抑制剂（如需要）的存在下，并在有或无溶剂的情况下，使（甲基）丙烯酸和相应的多羟基乙醇反应，所用多羟基乙醇的结合甲醛含量低于 500 ppm。
• Method for the production of esters of polyalcohols
  申请人：Jaworek Thomas

  公开号：US20050176910A1

  公开（公告）日：2005-08-11

  Unsaturated acids are esterified with polyalcohols. The resulting reaction mixtures have utility.

  不饱和酸与多元醇发生酯化反应。由此产生的反应混合物具有实用性。
• Method for producing polyesterpolyols of polyvalent alcohols
  申请人：Wartini Alexander

  公开号：US20050203268A1

  公开（公告）日：2005-09-15

  The invention provides a process for preparing polyester polyols of polyhydric alcohols by mono- or polyesterification of at least one carboxylic acid having at least two acid groups and/or at least one derivative of a dicarboxylic acid with polyhydric alcohols, optionally with the addition of a catalyst, while removing the water of reaction, wherein the polyhydric alcohol used has a formaldehyde acetal content of less than 500 ppm.

  本发明提供了一种通过至少一种具有至少两个酸基的羧酸和/或至少一种二羧酸衍生物与多元醇的单或聚酯化反应制备多元醇聚酯多元醇的工艺，可选择添加催化剂，同时去除反应水，其中使用的多元醇的甲醛缩醛含量低于 500 ppm。