methyl α-bromo-2-phenoxyacetate | 86728-16-7

• 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: methyl α-bromo-2-phenoxyacetate
• 英文别名: methyl 2-bromo-2-phenoxyacetate
• CAS: 86728-16-7
• 化学式: C₉H₉BrO₃
• 分子量: 245.073
• InChiKey: YRXYWMPSRYVPMG-UHFFFAOYSA-N

物化性质

• 沸点：
  85-87 °C(Press: 0.35 Torr)
• 密度：
  1.498±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl α-bromo-2-phenoxyacetate 在 四丁基溴化铵 sodium hydroxide 作用下， 以 苯 为溶剂， 反应 4.0h， 生成 美地沙明酸代谢物
  参考文献：
  名称：

  Synthesis of New Aryloxyacetic Acid Derivatives

  摘要：

  DOI：

  10.1055/s-1983-30429
• 作为产物：
  描述：

  苯氧乙酸甲酯 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 生成 methyl α-bromo-2-phenoxyacetate
  参考文献：
  名称：

  Herbicidal 2-(phenoxy or phenylthio)-2-(pyrimidinyloxy or

  摘要：

  2-(苯氧基或苯硫基)-2-(嘧啶氧基或1,3,5-三嗪氧基)脂肪酸化合物，例如乙酸乙酯2-(2-氟苯氧基)-2-(4,6-二甲基嘧啶-2-氧基)的制备是通过苯酚或硫代苯酚化合物与2-氯-2-(嘧啶氧基或1,3,5-三嗪氧基)脂肪酸酯化合物反应或通过嘧啶醇或1,3,5-三嗪醇与2-溴-2-(苯氧基或苯硫基)脂肪酸酯反应而成。这些化合物，特别是这些化合物的农业可接受的盐、酯和酰胺，被发现具有除草作用。

  公开号：

  US05151113A1

文献信息

• Photochemical α-carboxyalkylation of tryptophols and tryptamines <i>via</i> C–H functionalization
  作者：Zhiqiang Pan、Yuchang Liu、Fengchi Hu、Qinglong Liu、Wenbin Shang、Chengfeng Xia

  DOI：10.1039/d0cc00847h

  日期：——

  strategy activated the C-Br bonds of α-bromo-alkylcarboxylic esters to provide carbon-centered radicals under the catalysis of Ir(iii) photocatalyst and coupled with indole derivatives. This methodology displayed wide functional group tolerance and excellent regioselectivity, and was applied to the late-stage functionalization and preparation of indole-containing hybrids.

  已经开发了在可见光照射下通过CH键的官能化使色酚和色胺的α-羧烷基化的方法。该光化学策略在Ir（iii）光催化剂的催化下并与吲哚衍生物偶联，活化了α-溴代烷基羧酸酯的C-Br键以提供以碳为中心的自由基。该方法显示出宽泛的官能团耐受性和优异的区域选择性，并应用于后期功能化和含吲哚杂种的制备。
• Herbicidal 2-(phenoxy or phenylthio)-2-(,3,5-triazinyloxy) alkanoic acids
  申请人：DowElanco

  公开号：US05232896A1

  公开（公告）日：1993-08-03

  2-(Phenoxy or phenylthio)-2-(pyrimidinyloxy or 1,3,5-triazinyloxy)alkanoic acid compounds, such as ethyl 2-(2-fluorophenoxy)-2-(4,6-dimethylpyrimidin-2-yloxy)-acetate, were prepared by the reaction of a phenol or thiophenol compound with a 2-chloro-2-(pyrimidinyloxy or 1,3,5-triazinyloxy)alkanoate ester compound or by the reaction of a pyrimidinol or 1,3,5-triazinol with a 2-bromo-2-(phenoxy or phenylthio)alkanoate ester. These compounds, and, especially, agriculturally acceptable salts, esters, and amides of these compounds, were found to have herbicidal utility.

  2-(苯氧基或苯硫基)-2-(嘧啶氧基或1,3,5-三嗪氧基)脂肪酸化合物，如乙酸乙酯2-(2-氟苯氧基)-2-(4,6-二甲基嘧啶-2-氧基)-乙酸乙酯，可通过苯酚或硫代苯酚化合物与2-氯-2-(嘧啶氧基或1,3,5-三嗪氧基)脂肪酸酯化合物反应或通过嘧啶醇或1,3,5-三嗪醇与2-溴-2-(苯氧基或苯硫基)脂肪酸酯反应制备。这些化合物，特别是这些化合物的农业可接受的盐、酯和酰胺，被发现具有除草作用。
• Stereoselective alkenylation of aldehydes with phosphorus carbanions: Preparation of E- and Z-2-alkoxy- and 2-aryloxy-2-alkenoates
  作者：Pierfausto Seneci、Isabelle Leger、Michel Souchet、Guy Nadler

  DOI：10.1016/s0040-4020(97)10149-1

  日期：1997.12

  Eighteen phosphorus-based alkerrylation reagents 1a-6c were synthesized and condensed with n-butyraldehyde 7a and benzaldehyde 7f. They were condensed with the aldehydes 7b-e,g-n to produce 2-methoxy-2-alkenoates 8a-n and 2-phenoxy-2-alkenoates 9a-n. A discussion on different selectivities for the alkerrylation reagents under different experimental conditions (base, soh em, temperature), the influence of the aldehydes on the geometrical outcome (electron rich or poor substituents steric hindrance) and the selection of the most E-and Z-selective reaction conditions for each class of aldehydes are reported Namely, triphenyl phosphonium salt la at RT in THF with DBU was better for Z-selectivity while trifluoroethylphosphonates 5b, 6b and 6c at -78 degrees in THF with KN(SiMe3)(2) were better for E-selectivity. (C) 1997 Elsevier Science Ltd.
• Synthetic applications of heteroatom-directed photoarylation. Benzo[b]furan ring construction
  作者：Arthur G. Schultz、James J. Napier、Ramanathan Ravichandran

  DOI：10.1021/jo00168a008

  日期：1983.10
• Hartmann, Werner; Steinke, Walter; Gloede, Joerg, Zeitschrift fur Chemie, 1986, vol. 26, # 4, p. 131 - 132
  作者：Hartmann, Werner、Steinke, Walter、Gloede, Joerg、Gross, Hans

  DOI：——

  日期：——