(E)-undec-5-enoic acid | 67270-85-3

• 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: (E)-undec-5-enoic acid
• 英文别名: (E)-5-undecenoic acid；5-undecenoic acid；undec-5-enoic acid；Undec-5-ensaeure；5E-undecenoic acid
• CAS: 67270-85-3
• 化学式: C₁₁H₂₀O₂
• 分子量: 184.279
• InChiKey: JFQMKACNTNIVEM-VOTSOKGWSA-N

物化性质

• LogP：
  3.802 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-undec-5-enoic acid 、 甲醇 生成 methyl (E)-5-undecenoate
  参考文献：
  名称：

  EWEISS, N. F., J. UNIV. KUWEIT(SCI.), 1982, 9, N 2, 229-235

  摘要：

  DOI：
• 作为产物：
  描述：

  n-溴代已基三苯基膦 在 chromium(VI) oxide 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 丙酮 为溶剂， 反应 3.75h， 生成 (E)-undec-5-enoic acid
  参考文献：
  名称：

  Harada, Hironori; Mori, Kenji, Agricultural and Biological Chemistry, 1989, vol. 53, # 5, p. 1439 - 1440

  摘要：

  DOI：

文献信息

• PROCESS FOR PRODUCING AMINOALKYLSULFONIC ACID AND METHOD OF SALT EXCHANGE FOR SALT THEREOF
  申请人：Wako Pure Chemical Industries, Ltd.

  公开号：EP1548002A1

  公开（公告）日：2005-06-29

  The present invention relates to a method for efficiently producing an aminoalkylsulfonic acid in an industrial scale, and provides    "a process for producing an aminoalkylsulfonic acid represented by the general formula [2]:    wherein R1 and R2 are each independently a hydrogen atom, an alkyl group, an aryl group or an aralkyl group; and R3 and R4 are each independently a hydrogen atom or an alkyl group, comprising reacting an aminoalkylsulfonate salt represented by the general formula [1]:    wherein M is an alkali metal atom, an organic ammonium ion or an ammonium ion; and R1 to R4 are the same as described above,    an aqueous solution thereof, or a solution dissolving any one of them in a water-soluble organic solvent, selected from alcohols having 1 to 3 carbon atoms, carboxylic acids having 2 to 12 carbon atoms and dimethylformamide, with an organic acid; and    a method of salt exchange for an aminoalkylsulfonate salt represented by the general formula [1']:    wherein M' is an alkali metal atom, an organic ammonium ion or an ammonium ion; and R1 and R4 are the same as described above, comprising reacting an aminoalkylsulfonate salt represented by the above general formula [2] with a hydroxide represented by the general formula [6]:         M'OH     [6]    wherein M' is the same as described above, in an alcohol or water".

  本发明涉及一种在工业规模上高效生产氨基磺酸的方法，并提供“一种生产由通式[2]表示的氨基磺酸的方法：其中R1和R2分别是氢原子、烷基、芳基或芳基烷基；R3和R4分别是氢原子或烷基的氨基磺酸盐发生反应所得的方法，通式[1]表示如下：其中M是碱金属原子、有机铵离子或铵离子；R1至R4与上述相同，其水溶液或将任何一种溶解于水溶性有机溶剂中的溶液，所选的有1至3个碳原子的醇、有2至12个碳原子的羧酸和二甲基甲酰胺，与有机酸反应；以及氨基磺酸盐交换的方法，通式[1']表示如下：其中M'是碱金属原子、有机铵离子或铵离子；R1和R4与上述相同，包括将上述通式[2]表示的氨基磺酸盐与通式[6]表示的氢氧化物发生反应：M'OH [6]其中M'与上述相同，在醇或水中”。
• Regio- and Stereoselective Ring Opening of ω-Alkenyllactones Using Organocopper Reagents
  作者：Masatoshi Kawashima、Toshio Sato、Tamotsu Fujisawa

  DOI：10.1246/bcsj.61.3255

  日期：1988.9

  by the regio- and stereoselective ring opening of β, γ, and δ-lactones with unsaturated substituents at the ω-position using organocopper reagents such as halomagnesium diorganocuprates or Grignard reagents in the presence of copper(I) iodide. Both the organocopper reagents with primary, secondary, tertiary alkyl, and phenyl groups gave the corresponding carbon homologated alkenoic acids in good yields

  描述了通过 β、γ 和 δ-内酯的区域和立体选择性开环来制备 (E)-3-、(E)-4- 和 (E)-5- 烯酸的新合成方法在碘化铜 (I) 存在下，使用有机铜试剂如卤化二有机铜酸盐或格氏试剂在 ω 位去除不饱和取代基。具有伯、仲、叔烷基和苯基的有机铜试剂均以良好的产率得到相应的碳同系链烯酸。通过 ω-烯基内酯与二乙烯基-和二烯丙基铜酸盐的反应，也以良好的产率获得链二烯酸。利用β-异丙烯基-β-丙内酯的开环，很容易以良好的收率获得高萜类羧酸。
• Preparation of stereochemically pure E- and Z-alkenoic acids and their methyl esters from bicyclo[n.1.0]alkan-1-ols. Application in the synthesis of insect pheromones
  作者：D. M. Zubrytski、D. G. Kananovich、E. A. Matiushenkov

  DOI：10.1134/s107042801706001x

  日期：2017.6

  endo-alkyl- and hydroxyalkyl-substituted bicyclo[n.1.0]alkan-1-ols with (diacetoxy-λ3-iodanyl)benzene gave the corresponding methyl alkenoates exclusively with E or Z configuration of the double bond. This reaction was used as the key stage in the syntheses of stereoisomerically pure components of pest insect pheromones: (E)-dodec-9-en-1-yl acetate (European pine shoot moth Rhyacionia buoliana), (Z)-tetradec-11-en-1-yl

  的氧化裂解外-和内-烷基-和羟烷基取代的双环[ Ñ .1.0]的烷-1-醇与（乙酰氧基λ 3 -iodanyl）苯，得到相应的甲基烯酸酯只与Ë或Ž双键的构型。该反应被用作害虫昆虫信息素的立体异构纯组分合成的关键阶段：（E）-dodec-9-en-1-yl乙酸酯（欧洲松枝蛾Rhyacionia buoliana），（Z）-tetradec -11 -en-1-yl醋酸盐（欧洲橡木卷叶草Tortrix viridana）和（3 E，8 Z，11 Z）-十四烷基-3,8,11-三烯-1-基乙酸酯（番茄切叶机Tuta absoluta）。
• Process for producing of an aminoalkylsulfonic acid and a method of salt exchange for a salt thereof
  申请人：Kimura Takuhiro

  公开号：US20050261370A1

  公开（公告）日：2005-11-24

  A process for producing an aminoalkylsulfonic acid of formula [2]: wherein R 1 and R 2 are each independently hydrogen, alkyl, aryl or aralkyl; and R 3 and R 4 are each independently hydrogen or alkyl, comprising reacting an aminoalkylsulfonate salt of formula [1]: wherein M is alkali metal, organic ammonium or ammonium ion; and R 1 to R 4 are as described above, an aqueous solution thereof, or a solution dissolving any one of them in a water-soluble organic solvent, selected from alcohols having 1 to 3 carbon, carboxylic acids having 2 to 12 carbon and dimethylformamide, with an organic acid; and a method of salt exchange for an aminoalkylsulfonate salt of formula [1′]: wherein M′ is alkali metal, organic ammonium or ammonium ion; and R 1 and R 4 are as described above, comprising reacting the aminoalkylsulfonate salt formula [2] with a hydroxide of formula [6]: M′OH  [6] wherein M′ is as described above, in alcohol or water.

  一种生产化学式[2]的氨基烷基磺酸的方法：其中R1和R2各自独立地表示氢、烷基、芳香基或芳基烷基；R3和R4各自独立地表示氢或烷基，包括反应化学式[1]的氨基烷基磺酸盐：其中M为碱金属、有机铵或铵离子；R1至R4如上所述，其水溶性有机溶剂中的水溶性溶液或溶解其中任何一种的溶液，所选的有机酸；以及化学式[1']的氨基烷基磺酸盐的盐交换方法：其中M'为碱金属、有机铵或铵离子；R1和R4如上所述，包括将氨基烷基磺酸盐化学式[2]与化学式[6]的氢氧化物反应：M'OH [6]，其中M'如上所述，在醇或水中。
• Hybrid onium salt
  申请人：Ishihara Masami

  公开号：US20050020710A1

  公开（公告）日：2005-01-27

  The present invention relates to a hybrid type onium salt having an iodonium salt and a sulfonium salt in the molecule, useful, for example, as a cationic type photopolymerization initiator and an acid generator for a chemically amplified resist and provides a hybrid type onium salt shown by the general formula [1]: [wherein R 1 to R 3 are each independently a halogen atom, an alkyl group, a haloalkyl group, an aryl group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group or an amino group which maybe substituted; Q 1 is a direct-linkage, an oxygen atom, a sulfur atom or a lower alkylene chain; T 1 is an alkylene group or an arylene group, which may have a substituent selected from the group consisting of a halogen atom, an alkyl group, a haloalkyl group, an aryl group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group and an amino group which may be substituted; and R 4 is an alkyl group, an alkenyl group, an aryl group or an aralkyl group, which may have a substituent selected from the group consisting of a halogen atom, an alkyl group, a haloalkyl group, an aryl group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group and an amino group which may be substituted or a group shown by the general formula [2]: (wherein R 5 to R 7 are each independently a halogen atom, an alkyl group, a haloalkyl group, an aryl group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group or an amino group which maybe substituted; Q 2 is a direct-linkage, an oxygen atom, a sulfur atom or a lower alkylene chain; T 2 an alkylene group or an arylene group, which may have a substituent selected from the group consisting of a halogen atom, an alkyl group, a haloalkyl group, an aryl group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group and an amino group which may be substituted; A 3 is a counter anion; m is an integer of 0 to 4; and two ns are each independently an integer of 0 to 5); A 1 and A 2 are each independently a counter anion; and m and n are the same as described above], and a polymerization initiator or an acid generator, comprising said onium salt.

  本发明涉及一种杂化型离子盐，其分子中具有碘化离子盐和亚砜盐，例如，作为阳离子型光聚合引发剂和化学放大型抗蚀剂的酸发生剂有用，并提供由通式[1]所示的杂化型离子盐：[其中R1至R3分别独立地是卤素原子、烷基、卤代烷基、芳基、烷氧基、芳氧基、烷硫基、芳硫基或氨基，可被取代；Q1是直链、氧原子、硫原子或较低的烷基链；T1是烷基或芳基，可具有从卤素原子、烷基、卤代烷基、芳基、烷氧基、芳氧基、烷硫基、芳硫基和可被取代的氨基中选择的取代基；R4是烷基、烯丙基、芳基或芳基烷基，可具有从卤素原子、烷基、卤代烷基、芳基、烷氧基、芳氧基、烷硫基、芳硫基和可被取代的氨基中选择的取代基或由通式[2]所示的基：（其中R5至R7分别独立地是卤素原子、烷基、卤代烷基、芳基、烷氧基、芳氧基、烷硫基、芳硫基或氨基，可被取代；Q2是直链、氧原子、硫原子或较低的烷基链；T2是烷基或芳基，可具有从卤素原子、烷基、卤代烷基、芳基、烷氧基、芳氧基、烷硫基、芳硫基和可被取代的氨基中选择的取代基；A3是一个对离子；m是0到4的整数；两个n各自独立地是0到5的整数）；A1和A2各自独立地是一个对离子；m和n与上述描述相同]，以及包含该离子盐的聚合引发剂或酸发生剂。