1-chloro-3-iodopropan-2-ol | 26484-95-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: 1-chloro-3-iodopropan-2-ol
• 英文别名: 1-chloro-3-iodo-2-propanol
• CAS: 26484-95-7
• 化学式: C₃H₆ClIO
• 分子量: 220.438
• InChiKey: NNKLXTNMYBPXIB-UHFFFAOYSA-N

物化性质

• 熔点：
  53-55 °C
• 沸点：
  53-55 °C(Press: 0.2 Torr)
• 密度：
  2.076±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-chloro-3-iodopropan-2-ol 、 二乙胺 生成 1,3-bis(diethylamino)propan-2-ol
  参考文献：
  名称：

  Problem-Based Inquiry on World Water Problems in Large Undergraduate Classes

  摘要：

  This paper reports on the design and implementation of a project-based course - World Water Problems - that was introduced within the framework of introductory undergraduate geography education. The aims of the course were twofold: (1) to cultivate in students a world geographic perspective on water problems; and (2) to conduct an original research project on the search for detailed appraisals, or ex-post evaluations, of completed water projects and programs. The project involved problem-based inquiry and learning through several interrelated tasks including: hypothesis testing, systematic electronic library and database searching, corresponding with water resources experts; and synthesizing of results. Evaluation of the project, and the course more generally, was achieved through a questionnaire administered to the students and a focused in-class discussion. Overall, the students' comments about the course project demonstrate learning in the form of greater knowledge of world geographic regions and water sec tors as well as enhancement of database search skills and critical thinking.

  DOI：

  10.1080/00221340208978480
• 作为产物：
  描述：

  环氧氯丙烷 在 甲基碘化镁 作用下， 生成 1-chloro-3-iodopropan-2-ol
  参考文献：
  名称：

  映射多巴胺受体。1.特征来自抗精神病药丁那醇E环的修饰。

  摘要：

  已经合成了在分子的环E区域具有修饰的抗精神病药丁康酚的几种类似物。药理学评估确定了与丁香酚同等的两个类似物，即脱水丁香酚（8）和脱氧丁香酚（9a）。分析了有活性和无活性类似物的分子结构，并将结果用于绘制中央多巴胺受体的图谱。已经证实在受体大分子上存在先前提出的亲脂性辅助结合位点。已经定义了它的最小尺寸，以及相对于主要结合位点的基因座。提出了具有上述特征的受体模型。

  DOI：

  10.1021/jm00193a003

文献信息

• Unexpected Highly Efficient Ring-Opening of Aziridines or Epoxides with Iodine Promoted by Thiophenol
  作者：Jie Wu、Xiaoyu Sun、Wei Sun、Shengqing Ye

  DOI：10.1055/s-2006-950417

  日期：2006.9

  Ring-opening of aziridines or epoxides with iodine ­promoted by thiophenol afforded β-iodo amines or β-iodo alcohols in good to excellent yields under mild reaction conditions with ­extremely high efficiency.

  噻吩酚促进的环氧氮烷或环氧化物的开环反应，在温和的反应条件下以极高的效率得到β-碘胺或β-碘醇，产率良好到优异。
• o-Phenylenediamine as a New Catalyst in the Highly Regioselective Conversion of Epoxides to Halohydrins with Elemental Halogens – A Reinvestigation
  作者：Miroslaw Soroka、Waldemar Goldeman

  DOI：10.1007/s00706-005-0421-9

  日期：2006.2

  -phenylenediamine is not a catalyst in the ring opening reaction of epoxides by means of bromine or iodine. The o -phenylenediamine is just a reactant which reacts with iodine to give phenazine-2,3-diamine and hydrogen iodide, or with bromine to give a mixture of brominated and polymerized products as well as hydrogen bromide. The hydrogen halogenides are in fact the real epoxide ring opening reactants.

  与先前的报告相反， 邻 苯二胺不是通过溴或碘进行环氧化物开环反应的催化剂。所述 Ô 苯二胺仅仅是一个反应物，其与碘反应，得到吩嗪-2,3-二胺和碘化氢，或用溴，得到溴化和聚合产物的混合物，以及溴化氢。卤化氢实际上是真正的环氧化物开环反应物。
• Iron(III) Trifluoroacetate as an Efficient Catalyst for Solvolytic and Nonsolvolytic Nucleophilic Ring Opening of Epoxides
  作者：Nasser Iranpoor、Hadi Adibi

  DOI：10.1246/bcsj.73.675

  日期：2000.3

  Iron(III) trifluoroacetate was used as an efficient and nonhygroscopic catalyst for the alcoholysis, hydrolysis, and acetolysis of epoxides. The addition of chloride, bromide, iodide, and nitrate ions to epoxides to produce the corresponding 2-halo and 2-nitratoalkanols and also the conversion of epoxides to acetonides and thiiranes were also performed efficiently in the presence of this catalyst.

  三氟乙酸铁（III）被用作一种高效且不吸湿的催化剂，用于环氧化物的醇解、水解和乙酰分解。在该催化剂的作用下，氯离子、溴离子、碘离子和硝酸根离子与环氧化物的加成反应可生成相应的 2-卤代烷醇和 2-硝基烷醇，环氧化物与丙酮和硫代烷烃的转化反应也可高效进行。
• Cleavage of epoxides into halohydrins with elemental iodine and bromine in the presence of 2,6-bis[2-(o-aminophenoxy)methyl]-4-bromo-1-methoxybenzene (BABMB) as catalyst
  作者：Khodabakhsh Niknam、Taibeh Nasehi

  DOI：10.1016/s0040-4020(02)01349-2

  日期：2002.12

  The ring opening of epoxides with elemental iodine and bromine in the presence of 2,6-bis[2-(o-aminophenoxy)methyl]-4-bromo-1-methoxybenzene as a new catalyst affords vicinal iodo alcohols and bromo alcohols in high yields. This new procedure occurs regioselectively under neutral and mild conditions in various aprotic solvents even when sensitive functional groups are present.

  在2,6-双[2-（邻氨基苯氧基）甲基] -4-溴-1-甲氧基苯作为新催化剂的存在下，环氧化物与元素碘和溴的开环提供了邻位碘醇和溴代醇产量。即使存在敏感的官能团，该新方法也可在中性和温和条件下于各种非质子传递溶剂中进行区域选择性反应。
• A facile conversion of epoxides to β-halohydrins with silica gel-supported lithium halides
  作者：Hiyoshizo Kotsuki、Tomoyasu Shimanouchi

  DOI：10.1016/0040-4039(96)00159-1

  日期：1996.3

  A variety of epoxides are efficiently converted to the corresponding β-halohydrins with lithium halides supported on silica gel in dry media.

  在干燥介质中，负载在硅胶上的卤化锂可将多种环氧化物有效地转化为相应的β-卤代醇。