Ethyl 2-(ethoxycarbonyl)-4-(phenylseleno)decanoate | 131751-36-5

• 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-(ethoxycarbonyl)-4-(phenylseleno)decanoate
• 英文别名: Diethyl 2-(2-phenylselanyloctyl)propanedioate
• CAS: 131751-36-5
• 化学式: C₂₁H₃₂O₄Se
• 分子量: 427.443
• InChiKey: OQKLGOTUESHBSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.91
• 重原子数：
  26
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  辛烯 、 diethyl 2-(phenylselanyl)malonate 以 苯 为溶剂， 以95%的产率得到Ethyl 2-(ethoxycarbonyl)-4-(phenylseleno)decanoate
  参考文献：
  名称：

  将（2-苯基硒代）丙二酸二乙酯自由基加成到烯烃中

  摘要：

  可以通过（2-苯基硒代）丙二酸二乙酯的光解产生二乙基丙二酰基。该自由基继而加成烯烃，自由基链过程通过苯基硒化物的转移而传播，导致产物是由（2-苯基硒代）丙二酸二乙酯的正式加入而产生的。

  DOI：

  10.1016/s0040-4039(00)97935-8

文献信息

• Group Transfer Carbonylations:  Photoinduced Alkylative Carbonylation of Alkenes Accompanied by Phenylselenenyl Transfer
  作者：Ilhyong Ryu、Hideo Muraoka、Nobuaki Kambe、Mitsuo Komatsu、Noboru Sonoda

  DOI：10.1021/jo960349y

  日期：1996.1.1

  The photolysis of methyl alpha-(phenylseleno)acetate (1b) and related compounds in the presence of an alkene and CO leads to acyl selenides 2 via group transfer carbonylation. The mechanism of this three-component coupling reaction involves the addition of a (methoxycarbonyl)methyl radical to an alkene, the trapping of the produced alkyl free radical by CO, and termination of the reaction by a phenylselenenyl

  α-（苯基硒代）乙酸甲酯（1b）和相关化合物在烯烃和CO存在下的光解反应通过基团转移羰基化反应生成酰基硒化物2。这种三组分偶联反应的机理包括向烯烃添加（甲氧基羰基）甲基，通过CO捕获所产生的烷基自由基，以及通过从起始原料转移的苯基硒烯基来终止反应。
• Radical addition of diethyl (2-phenylseleno)propanedioate to olefins
  作者：Jeffrey H. Byers、Gregory C. Lane

  DOI：10.1016/s0040-4039(00)97935-8

  日期：1990.1

  The diethyl malonyl radical can be generated via the photolysis of diethyl (2-phenylseleno)propanedioate. This radical, in turn adds to olefins, and the radical chain process is propagated by phenyl selenide transfer, leading to products arising from formal addition of diethyl (2-phenylseleno)propanedioate.

  可以通过（2-苯基硒代）丙二酸二乙酯的光解产生二乙基丙二酰基。该自由基继而加成烯烃，自由基链过程通过苯基硒化物的转移而传播，导致产物是由（2-苯基硒代）丙二酸二乙酯的正式加入而产生的。
• BYERS, JEFFREY H.;LANE, GREGORY C., TETRAHEDRON LETT., 31,(1990) N0, C. 5697-5700
  作者：BYERS, JEFFREY H.、LANE, GREGORY C.

  DOI：——

  日期：——
• Radical addition reactions of 2-(phenylseleno)propanedioates to alkenes and alkynes
  作者：Jeffrey H. Byers、Gregory C. Lane

  DOI：10.1021/jo00064a023

  日期：1993.6

  Sunlamp photolysis of methyl or ethyl 2-(phenylseleno)propanedioate with a variety of alkenes and alkynes in benzene yielded addition products in good to excellent yields. The proposed mechanism involves a radical chain process in which addition of a malonate ester radical is followed by phenylseleno transfer. Monosubstituted alkenes,l,l-and l,2-disubstituted alkenes, terminal alkynes, and internal alkynes were shown to undergo this reaction. Addition to diallyl ether led to substituted tetrahydrofurans, characteristic of a process involving initial addition, followed by cyclization prior to phenylseleno transfer. Vinyl arenes, conjugated dienes, and unsaturated carbonyl compounds proved unreactive.