butyl 2-(2-bromophenyl)acetate | 93579-02-3

• 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: butyl 2-(2-bromophenyl)acetate
• CAS: 93579-02-3
• 化学式: C₁₂H₁₅BrO₂
• 分子量: 271.154
• InChiKey: HJROJHMYAPQYBG-UHFFFAOYSA-N

物化性质

• 沸点：
  313.6±17.0 °C(Predicted)
• 密度：
  1.303±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  butyl 2-(2-bromophenyl)acetate 在 对甲苯磺酰叠氮 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 生成 butyl 2-(3-bromophenyl)-2-diazoacetate
  参考文献：
  名称：

  Regioselectivity of Intramolecular Rhodium-Catalyzed C–H Insertion Reactions of α-Aryl-α-diazocarboxylates: Influence of the Aryl Substituent

  摘要：

  It was found that alpha-aryl-alpha-diazocarboxylates react with variable regioselectivity in intramolecular rhodium-catalyzed C-H insertion reactions. 3-(Trialkoxysilyl)propyl esters underwent a clean cis-gamma-lactone formation (62-69%) if the aryl rest was a phenyl group while the analogous alpha-(2-bromophenyl)-alpha-diazocarboxylates produced the respective beta-lactones. In general beta-lactone formation was shown to be the only detectable C-H insertion pathway for the latter substrate class irrespective of the ester substituent. The beta-lactone products (eight examples) were obtained in yields of 41-68% with a diastereomeric ratio (dr) of 75:25 to 96:4 in favor of the trans diastereoisomer. The 2-bromo substituent could be displaced by an aryl group in a subsequent Suzuki cross-coupling reaction.

  DOI：

  10.1055/s-0033-1341062
• 作为产物：
  描述：

  氯丁烷 、 2-溴苯基乙酸钾 在 四正丁基溴化膦 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 17.0h， 以66%的产率得到butyl 2-(2-bromophenyl)acetate
  参考文献：
  名称：

  Regioselectivity of Intramolecular Rhodium-Catalyzed C–H Insertion Reactions of α-Aryl-α-diazocarboxylates: Influence of the Aryl Substituent

  摘要：

  It was found that alpha-aryl-alpha-diazocarboxylates react with variable regioselectivity in intramolecular rhodium-catalyzed C-H insertion reactions. 3-(Trialkoxysilyl)propyl esters underwent a clean cis-gamma-lactone formation (62-69%) if the aryl rest was a phenyl group while the analogous alpha-(2-bromophenyl)-alpha-diazocarboxylates produced the respective beta-lactones. In general beta-lactone formation was shown to be the only detectable C-H insertion pathway for the latter substrate class irrespective of the ester substituent. The beta-lactone products (eight examples) were obtained in yields of 41-68% with a diastereomeric ratio (dr) of 75:25 to 96:4 in favor of the trans diastereoisomer. The 2-bromo substituent could be displaced by an aryl group in a subsequent Suzuki cross-coupling reaction.

  DOI：

  10.1055/s-0033-1341062

文献信息

• Synthesis of esters by rhodium(i) catalyzed borate ester-benzylic bromide carbonylation reactions
  作者：James B. Woell、Howard Alper

  DOI：10.1016/s0040-4039(01)91168-2

  日期：1984.1

  Benzyl halides react with trialkylborates and carbon monoxide, in the presence of 1,5-hexadienerhodium chloride dimer, to give esters In excellent yields. The reaction is applicable to the synthesis of primary, secondary and even tertiary esters.

  在1，5-己二氯化二氯合二聚体的存在下，卤化苄与三烷基硼酸酯和一氧化碳反应，以优异的收率得到酯。该反应适用于伯，仲，甚至叔酯的合成。
• Process for the preparation of copolymers of ethylene with at least one other 1-alkene
  申请人：STAMICARBON B.V.

  公开号：EP0044119A2

  公开（公告）日：1982-01-20

  Process for the preparation of copolymers consisting of 25-85% by wt. of ethylene, 15-75% by wt. of at least one other 1-alkene and optionally up to 20% by wt. of a polyunsaturated compound with application of a catalyst system containing a compound of a metal from sub-groups IV-VI of the periodic system and a compound of a metal from groups I-III of the periodic system, in which at least one hydrocarbon group is bound directly to the metal atom via a carbon atom, the polymerization being carried out in the presence of a halogen-containing compound of the general formula where A is a phenyl group which may contain one or two substituent halogen atoms or alkyl groups, or is a thienyl, furyl, pyrollyl, N-alkylpyrollyl or pyridyl group, which group is bound to the carbon atom directly or via a carbonyl group, X is a chlorine or bromine atom, Y is a chlorine, bromine or hydrogen atom or a hydrocarbon group with 1-8 carbon atoms, and Z is a nitrile group, a carboxyl group, an ester group, a hydrocarbyloxyalkylcarboxyl group, an carboxylic acid halide group, an amide group, a benzoyl group, a carboxyphenyl group or a carboxylhydrocarbylphenyl group.

  制备由 25-85%（重量百分比）乙烯、15-75%（重量百分比）至少一种其他 1-烯烃和（任选）最多 20%（重量百分比）多不饱和化合物组成的共聚物的工艺，其中催化剂体系含有周期系第Ⅳ-Ⅵ亚族金属化合物和周期系第Ⅰ-Ⅲ族金属化合物。聚合反应是在通式如下的含卤素化合物存在下进行的 其中 A 是苯基，可含有一个或两个取代卤素原子或烷基，或者是噻吩基、呋喃基、吡咯基、 N-烷基吡咯基或吡啶基，该基团直接或通过羰基与碳原子结合；X 是氯原子或溴原子；Y 是氯、Z 为腈基、羧基、酯基、烃基羧基、羧酸卤化基、酰胺基、苯甲酰基、羧基苯基或羧基氢羧基苯基。
• Process for producing copolymer
  申请人：Kawashima Jun

  公开号：US20050014914A1

  公开（公告）日：2005-01-20

  There are provided (I) a process for producing a copolymer of ethylene, an α-olefin having from 3 to 20 carbon atoms and optionally a polyene, which comprises the step of copolymerizing those monomers in a polymerization reactor by feeding the following components (A), (B), (C1) and (D) to the polymerization reactor: (A) a transition metal complex, (B) an organic aluminum compound, (C1) a halogen-containing compound, and (D) a Lewis base, wherein those components are fed to the polymerization reactor without a preliminary contact of (1) the component (A) with the component (B), (2) the component (A) with the component (C1), (3) the component (B) with the component (C1), and (4) the component (B) with the component (D); and (II) a process for producing said copolymer, which comprises the step of copolymerizing those monomers in a polymerization reactor (i) by feeding to the polymerization reactor the components (A), (B), (D), (C2) a halogen-containing compound, which is a derivative of an aryl group-containing carboxylic acid, and (C3) a halogen-containing compound, which is not a derivative of a carboxylic acid, or (ii) by feeding thereto the components (A), (B), (D), (C3), and (C4) a halogen-containing compound, which is a derivative of a carboxylic acid containing an unsaturated bond-carrying linear organic group.

  提供了(I)一种生产乙烯、具有 3 至 20 个碳原子的α-烯烃和任选的一种聚烯的共聚物的工艺，该工艺包括在聚合反应器中通过向聚合反应器加入下列组分(A)、(B)、(C1)和(D)使这些单体共聚的步骤：(A)过渡金属络合物，(B)有机铝化合物，(C1)含卤素化合物，和(D)路易斯碱，其中这些组分在送入聚合反应器时不需要(1)组分(A)与组分(B)，(2)组分(A)与组分(C1)，(3)组分(B)与组分(C1)，和(4)组分(B)与组分(D)的初步接触；和(II) 生产所述共聚物的工艺，该工艺包括在聚合反应器(i)中通过向聚合反应器加入组分(A)、(B)、(D)、(C2)含卤素化合物（含芳基羧酸的衍生物）来共聚这些单体的步骤、和 (C3) 含卤化合物，它不是羧酸的衍生物，或 (ii) 向反应器中加入组分 (A)、(B)、(D)、(C3) 和 (C4) 含卤化合物，它是含有不饱和键载线性有机基团的羧酸的衍生物。
• WOELL, J. B.;ALPER, H., TETRAHEDRON LETT., 1984, 25, N 35, 3791-3794
  作者：WOELL, J. B.、ALPER, H.

  DOI：——

  日期：——
• PROCESS FOR THE PREPARATION OF LOW MOLECULAR WEIGHT COPOLYMERS OF ETHYLENE WITH AT LEAST ONE OTHER 1-ALKENE
  申请人：DSM N.V.

  公开号：EP0705284A1

  公开（公告）日：1996-04-10