3-Hydroxy-2,3-dimethylbuttersaeure | 23985-53-7

• 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: 3-Hydroxy-2,3-dimethylbuttersaeure
• 英文别名: 3-Hydroxy-2,3-dimethylbutanoic acid
• CAS: 23985-53-7
• 化学式: C₆H₁₂O₃
• 分子量: 132.159
• InChiKey: FKMQLWUMYSBWQE-UHFFFAOYSA-N

物化性质

• 沸点：
  0.9442 °C(Press: 20 Torr)
• 密度：
  0.9442 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-Hydroxy-2,3-dimethylbuttersaeure 在 氢溴酸 作用下， 生成 3-bromo-2,3-dimethyl-butyric acid
  参考文献：
  名称：

  Perkin, Journal of the Chemical Society, 1896, vol. 69, p. 1484

  摘要：

  DOI：
• 作为产物：
  描述：

  methyl 2,3-dimethyl-3-hydroxybutanoate 在 sodium hydroxide 作用下， 反应 1.0h， 以69%的产率得到3-Hydroxy-2,3-dimethylbuttersaeure
  参考文献：
  名称：

  Quast, Helmut; Leybach, Holger, Chemische Berichte, 1991, vol. 124, # 4, p. 849 - 859

  摘要：

  DOI：

文献信息

• General synthetic routes to β-hydroxy-acids from t-butyl esters and the Reformatskii reaction
  作者：D. A. Cornforth、A. E. Opara、G. Read

  DOI：10.1039/j39690002799

  日期：——

  modified Reformatskii procedure which leads directly to the hydroxy-acid. With highly hindered ketones or under conditions of inverse addition, self-condensation of the Reformatskii reagents from the t-butyl esters of α-bromopropionic acid and α-bromoisobutyric acid seriously reduce the yields of β-hydroxy-esters.

  通过（a）通过Reformatskii反应制得的叔丁基β-羟基酯的脱烷基化，以及（b）直接导致羟基的改进的Reformatskii方法，可以高收率合成各种各样的β-羟基酸。-酸。在高度受阻的酮中或在反加条件下，Reformatskii试剂从α-溴丙酸和α-溴异丁酸的叔丁基酯中的自缩合会严重降低β-羟基酯的收率。
• Process for converting a hydroxycarboxylic acid, or salts thereof, to an unsaturated carboxylic acid and/or its esters
  申请人：Bogan, JR. Leonard Edward

  公开号：US20090076297A1

  公开（公告）日：2009-03-19

  A process for converting a salt of a hydroxycarboxylic acid to an unsaturated carboxylic acid, or esters thereof. The process involves converting an ammonium salt of a hydroxycarboxylic acid in aqueous solution to a corresponding hydroxycarboxylic acid and ammonium cation in aqueous solution; and separating the ammonium cation from the aqueous solution, leaving the hydroxycarboxylic acid in aqueous solution. The converting and separating steps may be accomplished by employing a hydrophobic acid or an acid ion exchange resin, each of which must have an acid dissociation constant, i.e., pK a , at least 0.5 less that that of the salt of the hydroxycarboxylic acid. Where a hydrophobic acid is used, it must be immiscible in water, and its salt must also be immiscible in water, and the resulting multi-phase solution comprises an aqueous phase comprising the corresponding hydroxycarboxylic acid, as well as a non-aqueous phase comprising a neutralized acid. Alternatively, where the ion exchange resin is used, the aqueous solution of the ammonium salt of a hydroxycarboxylic acid is contacted with the resin, thereby converting the salt to a hydroxycarboxylic acid and capturing the ammonium cations on the resin. In either case, the aqueous solution is treated, such as by heating, to separate and recover the hydroxycarboxylic acid. The non-aqueous phase or resin is treated to separate and recover ammonia useful for preparing additional ammonium salt of a hydroxycarboxylic acid.

  将羟基羧酸盐转化为不饱和羧酸或其酯的过程。该过程涉及将水溶液中的羟基羧酸铵盐转化为相应的水溶液中的羟基羧酸和铵阳离子；并将铵阳离子从水溶液中分离出去，留下水溶液中的羟基羧酸。转化和分离步骤可以通过使用疏水酸或酸离子交换树脂来实现，这两者必须具有酸解离常数，即pKa，至少比羟基羧酸盐的pKa小0.5。如果使用疏水酸，则必须与水不相溶，其盐也必须与水不相溶，所得的多相溶液包括含有相应羟基羧酸的水相，以及含有中和酸的非水相。或者，如果使用离子交换树脂，则将羟基羧酸铵盐的水溶液与树脂接触，从而将盐转化为羟基羧酸，并在树脂上捕获铵阳离子。在任一情况下，水溶液经过处理，如加热，以分离和回收羟基羧酸。非水相或树脂经过处理以分离和回收氨，用于制备额外的羟基羧酸铵盐。
• [EN] PROCESS FOR PREPARING 3-HYDROXYCARBOXYLIC ACIDS<br/>[FR] PROCEDE DE PREPARATION D'ACIDES 3-HYDROXYCARBOXYLIQUES
  申请人：CARGILL INC

  公开号：WO2004076398A1

  公开（公告）日：2004-09-10

  Disclosed is a process for hydrating an alpha, beta-unsaturated carboxylic acid, such as acrylic acid, in water, in the presence of a catalyst selected from carbon dioxide, a sulfur oxide, a nitrogen oxide, gaseous hydrochloric acid, an inorganic or organic base having a pKa greater than 7, to prepare a 3-hydroxycarboxylic acid such as 3-hydroxypropionic acid. Also disclosed is a process for recovering 3-hydroxypropionic acid from a solution comprising the 3-hydroxypropionic acid.

  揭示了一种在水中存在选择自二氧化碳、硫氧化物、氮氧化物、气态盐酸、pKa大于7的无机或有机碱的催化剂的情况下，水合α，β-不饱和羧酸（如丙烯酸）的方法，以制备3-羟基羧酸，如3-羟基丙酸。还揭示了一种从含有3-羟基丙酸的溶液中回收3-羟基丙酸的方法。
• Methods of manufacturing derivatives of beta-hydroxycarboxylic acids
  申请人：Tsobanakis Paraskevas

  公开号：US20050221457A1

  公开（公告）日：2005-10-06

  Preparation of derivatives of β-hydroxycarboxylic acid, including β-hydroxycarboxylic acid esters, α,β-unsaturated carboxylic acids, esters of α,β-unsaturated carboxylic acid, and alkoxy derivatives.

  制备β-羟基羧酸衍生物，包括β-羟基羧酸酯、α，β-不饱和羧酸、α，β-不饱和羧酸酯和烷氧基衍生物。
• METHODS OF MANUFACTURING DERIVATIVES OF BETA-HYDROXYCARBOXYLIC ACIDS
  申请人：Tsobanakis Paraskevas

  公开号：US20090298144A1

  公开（公告）日：2009-12-03

  Preparation of derivatives of β-hydroxycarboxylic acid, including β-hydroxycarboxylic acid esters, α,β-unsaturated carboxylic acid, esters of α,β-unsaturated carboxylic acid, and alkoxy derivatives.

  制备β-羟基羧酸衍生物，包括β-羟基羧酸酯，α，β-不饱和羧酸，α，β-不饱和羧酸酯和烷氧基衍生物。