3-氯-1,2-二乙酰氧基丙烷 | 869-50-1

• 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
• 中文名称: 3-氯-1,2-二乙酰氧基丙烷
• 英文名称: 1,2-diacetoxy-3-chloro-propane
• 英文别名: 1,2-Diacetoxy-3-chlor-propan；1,2-Diacetoxy-3-chloropropane；(2-acetyloxy-3-chloropropyl) acetate
• CAS: 869-50-1
• 化学式: C₇H₁₁ClO₄
• 分子量: 194.615
• InChiKey: GTFUGSXMTMYKRG-UHFFFAOYSA-N

物化性质

• 沸点：
  279.11°C (rough estimate)
• 密度：
  1.1990

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2915390090
• 危险性防范说明：
  P264,P280,P302+P352,P337+P313,P305+P351+P338,P362+P364,P332+P313
• 危险性描述：
  H315,H319
• 储存条件：
  库房应保持低温、通风和干燥的环境。

制备方法与用途

类别：有毒物质
毒性分级：中毒
急性毒性：腹腔-小鼠 LD50: 340 毫克/公斤

可燃性危险特性：该物质可燃，燃烧时会分解产生有毒的氯化物气体。

储运特性：应存放于低温、通风且干燥的地方。

灭火剂：可用水、二氧化碳、干粉或砂土进行灭火。

反应信息

• 作为反应物：
  描述：

  3-氯-1,2-二乙酰氧基丙烷 生成 利奈唑胺杂质A
  参考文献：
  名称：

  Lipase-catalyzed enantiomer selective hydrolysis of 1,2-diol diacetates

  摘要：

  Enantiomer selective hydrolysis of racemic 1,2-diol diacetates (rac-2a-h) was investigated by using the inexpensive commercial porcine pancreatic lipase. The hydrolysis proceeds with variable regioselectivity but with moderate to good enantioselectively yielding a mixture of isomeric monoacetates (3a-h and 4a-h) and unchanged diacetate enantiomers (2a-h). Evidence was found that both monoacetates (3a-h and 4a-h) are formed with the same sense of enantiomer selectivity.

  DOI：

  10.1016/s0957-4166(00)80071-3
• 作为产物：
  描述：

  三醋精 在 盐酸 、 乙醚 、 溶剂黄146 作用下， 生成 3-氯-1,2-二乙酰氧基丙烷
  参考文献：
  名称：

  de la Acena, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1904, vol. 139, p. 868

  摘要：

  DOI：

文献信息

• Alumina-supported Molybdenum (VI) Oxide: An Efficient and Recyclable Heterogeneous Catalyst for Regioselective Ring Opening of Epoxides with Thiols, Acetic Anhydride, and Alcohols under Solvent-free Conditions
  作者：Sweety Singhal、Suman L. Jain、Bir Sain

  DOI：10.1246/cl.2008.620

  日期：2008.6.5

  An efficient and simple protocol for regioselective ring opening of epoxides with thiols, acetic anhydride, and alcohols using 16 wt % MoO3 supported on alumina as a recyclable catalyst is described.

  描述了使用负载在氧化铝上的 16 wt% MoO3 作为可回收催化剂的硫醇、乙酸酐和醇区域选择性开环环氧化物的有效且简单的方案。
• A Cheap, Simple, and Versatile Method for Acetylation of Alcohols and Phenols and Selective Deprotection of Aromatic Acetates Under Solvent‐Free Condition
  作者：Fatemeh Rajabi、Mohammad R. Saidi

  DOI：10.1081/scc-200048988

  日期：2005.1.1

  Abstract Acyclic and cyclic acetates of various alcohols and phenols were obtained in excellent yields under mild reaction conditions in the presence of a catalytic amount of sodium hydroxide under solvent–free conditions and microwave irradiation. Selective deprotection of acetate group from the corresponding phenolic compounds was carried out in the presence of LiClO4.2H2O.

  摘要 在催化量的氢氧化钠存在下，在无溶剂条件和微波照射下，在温和的反应条件下，以优异的收率获得了各种醇和酚的无环和环状乙酸酯。在 LiClO4·2H2O 存在下，从相应的酚类化合物中选择性脱去乙酸酯基团。
• A heterogeneous cobalt(II) Salen complex as an efficient and reusable catalyst for acetylation of alcohols and phenols
  作者：Fatemeh Rajabi

  DOI：10.1016/j.tetlet.2008.11.024

  日期：2009.1

  Acetylation of various alcohols and phenols was performed successfully using an immobilized cobalt(II) catalyst in high yield. The catalyst shows high thermal stability and was also recovered and reused at least 10 times without any considerable loss of activity.

  使用固定化的钴（II）催化剂可以高产率成功地进行各种醇和酚的乙酰化反应。该催化剂显示出高的热稳定性，并且也被回收并重复使用了至少10次，而活性没有任何明显的损失。
• 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。
• Solventless acetylation of alcohols and phenols catalyzed by supported iron oxide nanoparticles
  作者：Fatemeh Rajabi、Rafael Luque

  DOI：10.1016/j.catcom.2013.11.003

  日期：2014.2

  Supported iron oxide nanoparticles on silicate catalysts were found to be efficient and easily recoverable materials in the acetylation of alcohols and phenols to their corresponding acetyl compounds using acetic anhydride under mild and solvent-less conditions. The supported iron oxide nanoparticles could be easily recovered from the reaction mixture and reused ten times without any loss in activity

  发现在温和且无溶剂的条件下，使用乙酸酐将醇和酚乙酰化为相应的乙酰基化合物时，在硅酸盐催化剂上负载的氧化铁纳米颗粒是高效且易于回收的材料。负载的氧化铁纳米粒子可以很容易地从反应混合物中回收并重复使用十次而不会损失任何活性。