1,4-Butanediol diisobutyrate | 1572-74-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,4-Butanediol diisobutyrate
• 英文别名: 1,4-Diisobutyryloxy-butan；Tetramethylendiisobutyrat；butane-1,4-diyl bis(2-methylpropanoate)；4-(2-Methylpropanoyloxy)butyl 2-methylpropanoate
• CAS: 1572-74-3
• 化学式: C₁₂H₂₂O₄
• 分子量: 230.304
• InChiKey: ZDMVTXZWZUSJBV-UHFFFAOYSA-N

物化性质

• 沸点：
  122-123 °C(Press: 9 Torr)
• 密度：
  0.9931 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,4-Diisobutyryloxy-butin-(2) 在 钯 氢气 作用下， 生成 1,4-Butanediol diisobutyrate
  参考文献：
  名称：

  Mikadze,Sh.G., Journal of Organic Chemistry USSR (English Translation), 1965, vol. 1, p. 462 - 466

  摘要：

  DOI：

文献信息

• Organocatalytic Chemoselective Monoacylation of 1,n-Linear Diols
  作者：Keisuke Yoshida、Takumi Furuta、Takeo Kawabata

  DOI：10.1002/anie.201100700

  日期：2011.5.16

  Matters of length: Exclusive or predominant monoacylation of 1,n‐linear diols took place in the presence of 1 when the chain length of linear diols was equal to or shorter than five carbon atoms. The chemoselectivity of acylation between 1,5‐pentanediol (n=5) and 1,6‐hexanediol (n=6) was 5.2, and that between 1,5‐pentanediol and its monoacylate was 113.

  长度的事项：独占或1主要单酰化，Ñ -线性二醇发生在存在1时线性二醇的链长度等于或短于5个碳原子。1,5-戊二醇（n = 5）和1,6-己二醇（n = 6）之间的酰化化学选择性为5.2，1,5-戊二醇及其单酰化物之间的酰化化学选择性为113。
• Selective monoacylation of 1,n-diols catalyzed by metallic sulfates supported on silica gel
  作者：Takeshi Nishiguchi、Hisashi Taya

  DOI：10.1021/ja00207a018

  日期：1989.12
• Highly selective monoacylation of symmetric diols catalyzed by metal sulfates supported on silica gel
  作者：Takeshi Nishiguchi、Katsumi Kawamine、Tomoko Ohtsuka

  DOI：10.1021/jo00027a054

  日期：1992.1

  Several 1,n-diols, ranging from 1,2-ethanediol to 1,16-hexadecanediol, were monoacylated with high selectivity by reaction with esters in the presence of metal sulfates or hydrogen sulfates, like Ce(SO4)2 and NaHSO4, supported on silica gel. Symmetrical secondary diols were also selectively monoformylated, by reaction with ethyl formate. This method of selective esterification is simple and practical. The yield of monoester depends upon both the composition and the volume of the solvent (an ester/alkane mixture). Unsupported NaHSO4 also catalyzed monoacylation, but the selectivity was less than in monoacylations catalyzed by the supported reagent. The selectivity can be explained by the following reasons: (1) monoacylated products are formed selectively because the diol, but not the monoester, is preferentially adsorbed on the surface of the catalysts, where esterification then occurs, and (2) thin diol layers are formed on the surface of the catalysts due to limited solubility of the diols in the solvent.
• PRAGER, ROLF H.;YURUI, ZHANG, AUSTRAL. J. CHEM., 42,(1989) N, C. 1003-1005
  作者：PRAGER, ROLF H.、YURUI, ZHANG

  DOI：——

  日期：——