1,2-diacetoxy-3-butoxypropane | 100048-73-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 1,2-diacetoxy-3-butoxypropane
• 英文别名: (2-Acetyloxy-3-butoxypropyl) acetate
• CAS: 100048-73-5
• 化学式: C₁₁H₂₀O₅
• 分子量: 232.277
• InChiKey: UAZNZXDXNJLBQD-UHFFFAOYSA-N

物化性质

• 沸点：
  143 °C(Press: 15 Torr)
• 密度：
  1.037±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  正丁基缩水甘油醚 、 乙酸酐 在 (TBA)4PFeW₁₁O₃₉*3H₂O 作用下， 反应 3.25h， 以95%的产率得到1,2-diacetoxy-3-butoxypropane
  参考文献：
  名称：

  Efficient Preparation ofvic-Diacetates from Epoxides and Acetic Anhydride in the Presence of Iron(III)-substituted Polyoxometalate as Catalyst

  摘要：

  铁(III)替代的多金属氧酸盐(TBA)4PFeW11O39·3H2O已被证明在无溶剂条件下，能够高效催化环氧化物与醋酸酐的开环反应，进行一锅法合成1,2-二醇酯，获得高至优异的产率。

  DOI：

  10.1246/cl.2007.676

文献信息

• A highly efficient protocol for regioselective ring-opening of epoxides with alcohols, water, acetic acid, and acetic anhydride catalyzed by SbF₃
  作者：Behzad Zeynizadeh、Masumeh Gilanizadeh、Farkhondeh Mohammad Aminzadeh

  DOI：10.1080/10426507.2015.1135439

  日期：2016.7.2

  the corresponding β-alkoxy, β-acetoxy alcohols, and 1,2-diols in high to excellent yields. This study also represents a convenient synthesis of vic-diacetates from ring-opening of epoxides with acetic anhydride.

  图形摘要摘要 SbF3 作为一种有效的催化剂已用于区域选择性醇解、乙酰解和环氧化物水解成相应的 β-烷氧基、β-乙酰氧基醇和 1,2-二醇，收率很高。该研究还代表了从环氧化物与乙酸酐的开环方便地合成vic-diacetates。
• ALKOXYSILANE COMPOUNDS HAVING FLUOROALKYL GROUP AND METHOD OF PREPARING THE SAME
  申请人：Honma Takayuki

  公开号：US20120264964A1

  公开（公告）日：2012-10-18

  Alkoxysilane compounds having two fluoroalkyl groups and represented by the formula (1): wherein R f and R f ′ are each a fluoroalkyl group of 1 to 10 carbon atoms, R 1 is a hydrogen atom or an aliphatic monovalent hydrocarbon group of 1 to 6 carbon atoms, R 2 and R 3 are each methyl group or ethyl group, X and Y are each an ether linkage or an ester linkage, a and b are each 0 or 1, m, n and p are each an integer of 0 to 6, q is an integer of 1 to 6, and r is an integer of 0 to 2. By treating an inorganic material with the alkoxysilane compound having ether linkage and two fluoroalkyl groups, high water and oil repellency and high sliding properties are imparted to the inorganic material. The alkoxysilane compounds are easily purified, owing to enhanced volatility by the branched structure.

  具有两个氟烷基团的烷氧基硅烷化合物，其化学式表示为（1）：其中Rf和Rf'均为1至10个碳原子的氟烷基团，R1为氢原子或1至6个碳原子的脂肪族一价碳氢基团，R2和R3均为甲基基团或乙基基团，X和Y均为醚键或酯键，a和b均为0或1，m、n和p均为0至6的整数，q为1至6的整数，r为0至2的整数。通过用具有醚键和两个氟烷基团的烷氧基硅烷化合物处理无机材料，可以赋予无机材料高水和油抗性以及高滑动性能。由于分支结构提高了挥发性，这些烷氧基硅烷化合物易于纯化。
• A Green Protocol for Catalytic Conversion of Epoxides to 1,2-Diacetoxy Esters with Phosphomolybdic Acid Alone or Its Supported on Silica Gel
  作者：Behzad Zeynizadeh、Leila Sadighnia

  DOI：10.5012/bkcs.2010.31.9.2644

  日期：2010.9.20

  The preparation of epoxi-des is easy and because of their ring strain they are capable of reacting with various nucleophiles to afford 1,2-difunctional products. Among these, 1,2-diols and 1,2-diacetoxy esters (1,2- diacetates) possess valuable synthetic utilities. Ordinarily, nu-cleophilic ring opening of epoxides with water in the presence of Lewis or Bronested acids leads to 1,2-diol products, and

  环氧化物的制备很容易，并且由于它们的环应变，它们能够与各种亲核试剂反应以提供 1,2-双功能产物。其中，1,2-二醇和1,2-二乙酰氧基酯（1,2-二乙酸酯）具有有价值的合成用途。通常，在路易斯酸或布朗斯台德酸存在下，环氧化物与水的亲核开环会产生 1,2-二醇产物，随后通过乙酰氯的乙酰化产生 1,2-二乙酰氧基酯。在一种简单的方法中，环氧化物可以在促进剂存在下与乙酸酐直接转化为 1,2-二乙酸酯。由于 1,2-二乙酰氧基酯的合成用途，特别是用于保护 1,2-二醇，
• Efficient Preparation of<i>vic</i>-Diacetates from Epoxides and Acetic Anhydride in the Presence of Iron(III)-substituted Polyoxometalate as Catalyst
  作者：Bahram Yadollahi、Farhad Kabiri Esfahani

  DOI：10.1246/cl.2007.676

  日期：2007.5.5

  Iron(III)-substituted polyoxometalate (TBA)4PFeW11O39·3H2O, has been demonstrated as an efficient catalyst in the ring opening of 1,2-epoxides with acetic anhydride for the one-pot synthesis of 1,2-diol esters in high to excellent yields under solvent-free condition.

  铁(III)替代的多金属氧酸盐(TBA)4PFeW11O39·3H2O已被证明在无溶剂条件下，能够高效催化环氧化物与醋酸酐的开环反应，进行一锅法合成1,2-二醇酯，获得高至优异的产率。
• One-Pot Catalytic Conversion of Epoxides to 1,2-Diacetates with Hydride Transferring Agents in Acetic Anhydride
  作者：Behzad Zeynizadeh、Leila Sadighnia

  DOI：10.1080/00397911003629515

  日期：2011.2.7

  Direct transformation of structurally different epoxides to the corresponding 1,2-diacetates was studied with catalytic amounts of NaBH4, LiAlH4, CaH2, and NaH. The reactions were carried out in refluxing acetic anhydride within 1.5–2.5 h to give vic-diacetates in good to excellent yields. Conversion of R-(+)-styrene oxide to S-(+)-1,2-diacetoxy-1-phenylethane was carried out with good yield and stereospecificity

  摘要 用催化量的 NaBH4、LiAlH4、CaH2 和 NaH 研究了结构不同的环氧化物直接转化为相应的 1,2-二乙酸酯。反应在回流的乙酸酐中进行 1.5-2.5 小时，以良好到极好的产率得到 vic-二乙酸盐。R-(+)-氧化苯乙烯向 S-(+)-1,2-二乙酰氧基-1-苯基乙烷的转化在 0°C 下使用 NaBH4/Ac2O 系统以良好的产率和立体定向性进行。