1-(chloromethyl)-2-hydroxyethyl acetate | 20618-90-0

• 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-(chloromethyl)-2-hydroxyethyl acetate
• 英文别名: Mono-O-acetyl-3-chlorpropandiol-(1,2)；1-Chlor-2-acetoxy-propanol-(3)；3-Chlor-2-acetoxy-propanol；acetic acid-(β-chloro-β'-hydroxy-isopropyl ester)；Essigsaeure-(β-chlor-β'-hydroxy-isopropylester)；2-Acetyloxy-3-chloropropan-1-ol；(1-chloro-3-hydroxypropan-2-yl) acetate
• CAS: 20618-90-0
• 化学式: C₅H₉ClO₃
• mdl: MFCD19232202
• 分子量: 152.578
• InChiKey: QPCNCKCFJLHLQL-UHFFFAOYSA-N

物化性质

• 沸点：
  108 °C(Press: 12 Torr)
• 密度：
  1.232±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-羟基吲哚 、 1-(chloromethyl)-2-hydroxyethyl acetate 生成 吲哚洛尔
  参考文献：
  名称：

  MASIKO, TEHTSUITI

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 五氯化磷 作用下， 生成 1-(chloromethyl)-2-hydroxyethyl acetate
  参考文献：
  名称：

  Wegscheider; Zmerzlikar, Monatshefte fur Chemie, 1913, vol. 34, p. 1066

  摘要：

  DOI：

文献信息

• Distannoxane-Catalyzed Selective Acetylation of 3-Chloropropane-1,2-diol: A Convenient Synthesis of Enantiopure Epichlorohydrin
  作者：Akihiro Orita、Toshihide Ito、Yutaka Yasui、Junzo Otera

  DOI：10.1055/s-1999-2991

  日期：1999.12

  A distannoxane catalyst effects exclusive acetylation of the primary alcohol of 3-chloropropane-1,2-diol. This reaction provides a convenient access to enantiopure epichlorohydrin.

  一种二硝氧烷催化剂能够选择性地对3-氯丙烷-1,2-二醇的初级醇进行乙酰化。这一反应为获得对映体纯的环氧氯丙烷提供了便捷的途径。
• A Convenient Synthesis of Glycidyl Esters (2,3-Epoxypropyl Alkanoates)
  作者：Junzo Otera、Shinjiro Matsuzaki

  DOI：10.1055/s-1986-31856

  日期：——

  A novel method for synthesizing glycidyl esters (2,3-epoxypropyl alkanoates) 1 has been achieved by the sequence of the organotin phosphate catalyzed reaction of epichlorohydrin 2 with carboxylic acids and dehydrochlorination of the resulting mixture of ester chlorohydrins 3 + 4 followed by separation.

  一种合成缩水甘油酯（2,3-环氧丙基烷酸酯）1 的新方法是通过有机锡磷酸盐催化环氧氯丙烷 2 与羧酸的反应，以及对生成的酯氯醇混合物 3 + 4 进行脱氢氯化，然后进行分离。
• Reactivity of Some Carboxylic Acids in Reactions with Some Epoxides in the Presence Chromium (III) Ethanoate
  作者：Agnieszka Bukowska、Wiktor Bukowski

  DOI：10.1021/op010112q

  日期：2002.5.1

  Reactivities have been compared of acetic, acrylic, and methacrylic acid in reactions with epichlorohydrin, phenylglycidyl ether, glycidyl acetate, and glycidyl methacrylate carried in the presence of chromium (III) ethanoate. The acid reactivities changed differently with respect to the oxirane series. The effect of solvents on the reactions of acids with epichlorohydrin has also been observed.

  在乙酸铬 (III) 存在下，比较了乙酸、丙烯酸和甲基丙烯酸在与环氧氯丙烷、苯基缩水甘油醚、乙酸缩水甘油酯和甲基丙烯酸缩水甘油酯的反应中的反应性。相对于环氧乙烷系列，酸反应性变化不同。还观察到溶剂对酸与表氯醇反应的影响。
• The Effect of Diglyme on the Kinetics of Chromium(III) Ethanoate-Catalyzed Reactions of Carboxylic Acids with Epichlorohydrin
  作者：Wiktor Bukowski

  DOI：10.1021/op010057l

  日期：2002.1.1

  The kinetics of reaction between acetic, acrylic, or methacrylic acid and epichlorohydrin in diglyme solution are studied with chromium(III) ethanoate as catalyst. The reaction has been found to be of first-order with respect to both epichlorohydrin and catalyst and zeroth order with respect to acid. Relative reactivities of the acids in reaction with epichlorohydrin and regioselectivity of the addition

  以乙酸铬（III）为催化剂，研究了乙酸、丙烯酸或甲基丙烯酸与环氧氯丙烷在二甘醇二甲醚溶液中的反应动力学。已经发现该反应对于表氯醇和催化剂都是一级反应，而对于酸是零级反应。将酸与环氧氯丙烷反应的相对反应性和在二甘醇二甲醚中添加的区域选择性与没有溶剂的系统进行比较。
• The solvent effects in the reactions of carboxylic acids with oxiranes. 1. Kinetics of the reaction of acetic acid with epichlorohydrin in butan-1-ol
  作者：Wiktor Bukowski

  DOI：10.1002/(sici)1097-4601(2000)32:6<378::aid-kin4>3.0.co;2-3

  日期：——

  Kinetics of the reaction of acetic acid with epichlorohydrin in the presence of chromium(III) acetate in butan-1-ol solution have been studied. The partial reaction orders with respect to reagents were found. The reactions were of first-order with respect to both epichlorohydrin and catalyst and zeroth order with respect to acetic acid. A kinetic model for the overall process has been proposed. The

  已经研究了乙酸与表氯醇在乙酸铬 (III) 存在下在 1-丁醇溶液中的反应动力学。找到了关于试剂的部分反应顺序。这些反应对于表氯醇和催化剂都是一级反应，对于乙酸是零级反应。已经提出了整个过程的动力学模型。已计算反应常数和活化参数。讨论了稀释对添加速率的影响。在乙酸和环氧氯丙烷的等摩尔混合物中，添加的表观速率常数 k1 最初会在 1-丁醇浓度超过 3 M 时降低，然后再次增加。 © 2000 John Wiley & Sons, Inc. Int J Chem Kinet 32​​： 378–387, 2000