3-羟基-2-甲基丁醛 | 99506-67-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3-羟基-2-甲基丁醛
• 英文名称: 3-hydroxy-2-methylbutanal
• 英文别名: 3-hydroxy-2-methyl-butyraldehyde；γ-Oxy-α-oxo-β-methyl-butan；Acet-propion-aldol；2-Methyl-butanol-(3)-al-(1)；Butanal, 3-hydroxy-2-methyl-
• CAS: 99506-67-9
• 化学式: C₅H₁₀O₂
• 分子量: 102.133
• InChiKey: ZURZPPULRFXVLF-UHFFFAOYSA-N

物化性质

• 沸点：
  91-93 °C(Press: 20 Torr)
• 密度：
  0.957±0.06 g/cm3(Predicted)
• 溶解度：
  0.32 M

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  7
• 可旋转键数：
  2
• 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：

  3-羟基-2-甲基丁醛 生成 2-甲基丁烷-1,3-二醇
  参考文献：
  名称：

  Hydroformylation of epoxides catalyzed by cobalt and hemilabile P–O ligands

  摘要：

  钴的络合物在半稳定的P–O螯合配体存在下有效催化环氧化物的氢甲酰化反应，生成高选择性和高产率的β-羟基醛。

  DOI：

  10.1039/b002703k
• 作为产物：
  描述：

  (1-丙烯基氧基)三甲基硅烷 、 三聚乙醛 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以59.5%的产率得到3-羟基-2-甲基丁醛
  参考文献：
  名称：

  一种惕各醛的制备方法

  摘要：

  本发明公开了一种惕各醛的制备方法。本发明的制备方法，包括如下步骤：在溶剂中，在路易斯酸的存在下，将丙烯基硅醚和三聚乙醛发生如下所示的Mukaiyama反应，得到如式I所示的3‑羟基‑2‑甲基丁醛即可。本发明的制备方法具有以下优点：原料廉价易得，中间体的制备操作简单，反应条件温和，易于放大生产。

  公开号：

  CN110818544A

文献信息

• The Preparation and Properties of Certain 1,3-Dichlorobutyl Ethers
  作者：Clarence T. Mason、Clarence W. R. Wade、Hillard W. Pouncy

  DOI：10.1021/ja01637a069

  日期：1954.4
• Formation of 3-Hydroxy-4,5-dimethyl-2(5<i>H</i>)-furanone (Sotolone) from 4-Hydroxy-<scp>l</scp>-isoleucine and 3-Amino-4,5-dimethyl-3,4-dihydro-2(5<i>H</i>)-furanone
  作者：Imre Blank、Jianming Lin、René Fumeaux、Dieter H. Welti、Laurent B. Fay

  DOI：10.1021/jf9506702

  日期：1996.1.1

  The proposed formation of 3-hydroxy-4,5-dimethyl-2(5H)-furanone (sotolone) from 4-hydroxy-L-isoleucine (1) and the corresponding lactone 3-amino-4,5-dimethyl-3,4-dihydro-2(5H)-furanone (2) by thermally induced oxidative deamination was corroborated. The formation of sotolone was studied in model systems by reacting 1 or 2 with different carbonyl compounds in a phosphate buffer at pH 5 at 100 degrees C for 1 h. The amount of sotolone was quantified by stable isotope dilution assays using C-13(2)-labeled sotolone as internal standard and GC-MS operating in the selected ion monitoring mode. In general, alpha-ketoaldehydes were found to be more reactive than alpha-diketones. Methylglyoxal gave rise to about 64 mu g sotolone per mg 1 (7.4 mol %) compared to less than 1 mu g (<0.1 mol %) when reacted with 2,3-pentanedione. Using 2 as the starting material, the yields were increased to 274 mu g (35.9 mol %) and 5.4 mu g (0.7 mol %), respectively. The optimum pH of the reaction with HIL was 5, representing the best compromise between the lactonization step and the amino-carbonyl reaction. Significant amounts of sotolone were generated only at temperatures higher than 70 degrees C. The yield increased over a period of 10 h to about 210 mu g/mg 1 (23.8 mol %). The Strecker degradation of 1, resulting in 3-hydroxy-2-methylbutanal, was a competitive reaction to the formation of sotolone.
• Abelmann, Chemische Berichte, 1909, vol. 42, p. 2504
  作者：Abelmann

  DOI：——

  日期：——
• Schmalzhofer, Monatshefte fur Chemie, 1900, vol. 21, p. 681
  作者：Schmalzhofer

  DOI：——

  日期：——
• Inhibition of Lactic Acid Bacteria by ι-Substituted Analogs of Pantothenic Acid¹
  作者：William Drell、Max S. Dunn

  DOI：10.1021/ja01639a060

  日期：1954.5