1-bromo-3-(p-nitrophenoxy)-2-propanol | 145733-79-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-bromo-3-(p-nitrophenoxy)-2-propanol
• 英文别名: 1-bromo-3-(4-nitrophenoxy)propan-2-ol
• CAS: 145733-79-5
• 化学式: C₉H₁₀BrNO₄
• 分子量: 276.087
• InChiKey: GYOVPRRQEIIYRG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  75.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[(4-硝基苯氧基)甲基]环氧乙烷 、 1-bromo-3-(p-nitrophenoxy)-2-propanol 、 异丙胺 以60%的产率得到
  参考文献：
  名称：

  PILICHOWSKI J.-F.; GODENECHE D., J. LABELLED COMPOUNDS AND RADIOPHARM., 1979, 16, NO 6, 861-875

  摘要：

  DOI：
• 作为产物：
  描述：

  2-[(4-硝基苯氧基)甲基]环氧乙烷 在 2,3,5,7-四苯基-21H,23H-卟吩锰(2+)盐(1:1) 、 溴 作用下， 以 二氯甲烷 为溶剂， 反应 1.25h， 以94%的产率得到1-bromo-3-(p-nitrophenoxy)-2-propanol
  参考文献：
  名称：

  Sharghi, Hashem; Naeimi, Hossein, Journal of Chemical Research, Miniprint, 1999, # 5, p. 1357 - 1372

  摘要：

  DOI：

文献信息

• Monobromoborane - Dimethyl Sulfide—a Highly Promising Reagent for the Regio- and Chemoselective Brominative Cleavage of Terminal Epoxides into Vicinal Bromohydrins
  作者：Chandra D. Roy、Herbert C. Brown

  DOI：10.1071/ch06408

  日期：——

  Monobromoborane–dimethyl sulfide (BH2Br–SMe2) is a highly regio- and chemoselective reagent useful for the brominative cleavage of the epoxy moiety into bromohydrins in the presence of alkenes, alkynes, ethers, acetals, ketals, and acetonides at 0°C, besides being an excellent hydroborating reagent. Several reactive functional groups, such as chloride, ketones, esters, nitriles, nitros, and thioethers, have been accommodated during such transformations. Although the reduction of acetophenone was completely suppressed at –25°C, 4-chlorobenzaldehyde still underwent 12–13% reduction of an aldehydic group.

  单溴硼烷二甲基硫醚（BH2Br-SMe2）是一种具有高度区域性和化学选择性的试剂，除了是一种出色的氢硼酸化试剂外，还可在 0°C 温度下，在烯、炔、醚、乙缩醛、酮和丙酮的存在下，将环氧分子溴化裂解成溴水酐。在这种转化过程中，可以容纳多种活性官能团，如氯化物、酮、酯、腈、亚硝基和硫醚。虽然苯乙酮的还原反应在零下 25 摄氏度时被完全抑制，但 4-氯苯甲醛仍能还原 12-13% 的醛基。
• Complex catalyst, process for producing the complex catalyst, and process for producing alchohol derivative with the complex catalyst
  申请人：——

  公开号：US20040077487A1

  公开（公告）日：2004-04-22

  There are provided (asymmetric) complex catalysts comprising metal complexes and Lewis acids as components, the metal complex being of formula (1): 1 wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 are the same or different and are independently hydrogen, halogen, alkyl or the like; one of R 9 and R 10 is hydrogen and the other is alkyl of 1 to 4 carbon atoms or the like; Q is a single bond or alkylene of 1 to 4 carbon atoms; M is a metal ion; and A is a balancing counter ion or ligand; processes for the production of these complex catalysts; processes for the production of (optically active) alcohol derivatives, characterized in that cyclic ether compounds are reacted with phenol derivatives in the presence of these complex catalysts; and further processes for producing (optically active) nitrogen-containing heterocyclic compounds by reacting these alcohol derivatives with halogenated nitrogen-containing heterocyclic compounds in the presence of a base.

  提供了由金属配合物和路易斯酸组成的（不对称的）复杂催化剂，其中金属配合物的化学式为（1）：1其中R1、R2、R3、R4、R5、R6、R7和R8相同或不同，独立地是氢、卤素、烷基或类似物；R9和R10中的一个是氢，另一个是1至4个碳原子的烷基或类似物；Q是单键或1至4个碳原子的烷基；M是金属离子；A是平衡的反离子或配体；制备这些复杂催化剂的方法；制备（光学活性的）醇衍生物的方法，其特征在于在这些复杂催化剂的存在下，环氧化合物与酚衍生物反应；以及在碱的存在下，通过将这些醇衍生物与卤素化的含氮杂环化合物反应，制备（光学活性的）含氮杂环化合物的进一步方法。
• METHOD FOR PRODUCING OPTICALLY ACTIVE ALCOHOL COMPOUND
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP1982972A1

  公开（公告）日：2008-10-22

  A method for producing an optically active alcohol compound comprising reacting a cyclic ether compound with a phenol compound in the presence of an asymmetric complex obtained by reacting an optically active metal complex represented by the formula (1): wherein R1, R2, R3, R4, R5, R6, R7 and R8 are the same or different and each independently represent a hydrogen atom, an alkyl group or the like; one of R9 and R10 is a hydrogen group and the other is a substituted or unsubstituted phenyl group or the like; Q represents a single bond, a C1-C4 alkylene group or the like; M represents a metal ion; and when an ionic valency of the metal ion is same as a coordination number of a ligand, A is nonexistent, and when the above-mentioned ionic valency is different from the coordination number, and A represents a counter ion or a ligand, with a zirconium alkoxide or a hafnium alkoxide.

  一种生产光学活性醇化合物的方法，包括在由式（1）表示的光学活性金属络合物反应得到的不对称络合物存在下，使环醚化合物与苯酚化合物反应： 其中 R1、R2、R3、R4、R5、R6、R7 和 R8 相同或不同，且各自独立地代表氢原子、烷基或类似基团； R9 和 R10 中的一个是氢基，另一个是取代或未取代的苯基或类似基团； Q 代表单键、C1-C4 亚烷基或类似物； M 代表金属离子；当金属离子的离子价与配体的配位数相同时，A 不存在，当上述离子价与配位数不同时，A 代表金属离子。 当上述离子价与配位数不同，且 A 代表反离子或配体时，用氧化锆或氧化铪。
• COMPLEX CATALYST, PROCESS FOR PRODUCING THE COMPLEX CATALYST, AND PROCESS FOR PRODUCING ALCOHOL DERIVATIVE WITH THE COMPLEX CATALYST
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP1380342B1

  公开（公告）日：2009-07-01
• Halogenation reactions of epoxides
  作者：Monica I. Konaklieva、Michele L. Dahl、Edward Turos

  DOI：10.1016/s0040-4039(00)60844-4

  日期：1992.11

  The halogenation of aryl and alkyl epoxides using elemental bromine or iodine has been studied.