ethyl 2-phenylselanylbutanoate | 89113-94-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 2-phenylselanylbutanoate
• 英文别名: Butanoic acid, 2-(phenylseleno)-, ethyl ester
• CAS: 89113-94-0
• 化学式: C₁₂H₁₆O₂Se
• 分子量: 271.218
• InChiKey: WHWYFESJATUPQE-UHFFFAOYSA-N

物化性质

• 沸点：
  320.8±34.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.78
• 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：

  ethyl 2-phenylselanylbutanoate 在 N-氯代丁二酰亚胺 作用下， 以 四氯化碳 为溶剂， 反应 4.0h， 以84%的产率得到(Z)-ethyl 2-chlorobut-2-enoate
  参考文献：
  名称：

  Synthesis and Reactivity of α- and β-Chloro-α-phenylselanyl Esters

  摘要：

  Thermal decomposition of the dichloro-adducts derived from alpha-phenylselanylesters 1, 2 and 4 has been studied. N-Chloro-succinimide treatment of esters 2 was an efficient preparative method for alpha-chloro-alpha-phenylselanylesters 10 and alpha-chloro-alpha,beta-unsaturated esters 11. Some transformations of esters 10 were achieved. alpha,beta-Dichloro-alpha-phenylselanylesters 22 were prepared from beta-chloro-alpha-phenyl selanylesters 5 or by decomposition of the dichloroselenuranes 21 derived from esters 4. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00648-7
• 作为产物：
  描述：

  环己烯 在 zinc dibromide 作用下， 以 二氯甲烷 为溶剂， 生成 ethyl 2-phenylselanylbutanoate
  参考文献：
  名称：

  Alkene carbosulphenylation and carboselenylation: The use of allyltrimethylsilane and o-silylated enolates.

  摘要：

  DOI：

  10.1016/s0040-4039(00)94236-9

文献信息

• Preparation and Oxidation of α-Phenylselanyl Esters
  作者：Loic Lebarillier、Francis Outurquin、Claude Paulmier

  DOI：10.1016/s0040-4020(00)00647-5

  日期：2000.9

  and selenenylation of selenium-stabilized ester enolates have allowed the preparation of α-phenylselanyl esters 5, 7, 8 and of α,α-bis(phenylselanyl)esters 6, respectively. The competitive selenophilic reaction, leading to an allylic phenylselenide 9, was avoided in the presence of HMPA. α-phenylselanyl α,β-unsaturated esters 15 were prepared by oxidation of compounds 6 and dehydrohalogenation of β-chloroesters

  烷基化和硒稳定酯烯醇化物的selenenylation已经允许α-phenylselanyl酯的制备5，7，8 α的和，α -双（phenylselanyl）酯6分别。在HMPA存在下，避免了竞争性的亲脂性反应，导致烯丙基苯基硒化物9。通过化合物6的氧化和β-氯代酯17的脱卤化氢制备α-苯基硒基α，β-不饱和酯15。还研究了其他一些转化：氧化，酯交换和格氏反应。Z酯的H 2 O 2氧化15导致产生稳定的E -α-硒烯酸酯20。
• ALEXANDER, R. P.;PATERSON, I., TETRAHEDRON LETT., 1983, 24, N 52, 5911-5914
  作者：ALEXANDER, R. P.、PATERSON, I.

  DOI：——

  日期：——
• Synthesis and Reactivity of α- and β-Chloro-α-phenylselanyl Esters
  作者：Loic Lebarillier、Francis Outurquin、Claude Paulmier

  DOI：10.1016/s0040-4020(00)00648-7

  日期：2000.9

  Thermal decomposition of the dichloro-adducts derived from alpha-phenylselanylesters 1, 2 and 4 has been studied. N-Chloro-succinimide treatment of esters 2 was an efficient preparative method for alpha-chloro-alpha-phenylselanylesters 10 and alpha-chloro-alpha,beta-unsaturated esters 11. Some transformations of esters 10 were achieved. alpha,beta-Dichloro-alpha-phenylselanylesters 22 were prepared from beta-chloro-alpha-phenyl selanylesters 5 or by decomposition of the dichloroselenuranes 21 derived from esters 4. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Alkene carbosulphenylation and carboselenylation: The use of allyltrimethylsilane and o-silylated enolates.
  作者：Rikki P Alexander、Ian Paterson

  DOI：10.1016/s0040-4039(00)94236-9

  日期：1983.1