3-linoleoyloxy-2-cyclohexen-1-one | 96863-93-3

• 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: 3-linoleoyloxy-2-cyclohexen-1-one
• 英文别名: 3-oxocyclohex-1-en-1-yl (9Z,12Z)-octadeca-9-12-dienoate；Cyclohex-2-enone-3-yl linoleate；(3-oxocyclohexen-1-yl) (9Z,12Z)-octadeca-9,12-dienoate
• CAS: 96863-93-3
• 化学式: C₂₄H₃₈O₃
• 分子量: 374.564
• InChiKey: UWEFSPGMBXVPBH-HZJYTTRNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  27
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-linoleoyloxy-2-cyclohexen-1-one 在 4-二甲氨基吡啶 作用下， 以 苯 为溶剂， 反应 6.0h， 以100%的产率得到2-(Z,Z)-octadeca-9',12'-dienoylcyclohexane-1,3-dione
  参考文献：
  名称：

  Synthesis of kairomones and their analogs from 2-acylcyclohexane-1,3-diones with an unsaturated acyl side chain

  摘要：

  Natural 2-[(9Z)-1-oxooctadec-9-en-1-yl]-, 2-[(9Z,12Z)-1-oxooctadeca-9,12-dien-1-yl]-, and 2-[(9Z,12Z,15Z)-1-oxooctadeca-9,12,15-trien-1-yl]cyclohexane-1,3-diones (components of flour moth Ephestia kuehniella kairomones) and some their analogs were synthesized from cyclohexane-1,3-diones and long-chain unsaturated carboxylic acid chlorides.

  DOI：

  10.1134/s1070428008100084
• 作为产物：
  描述：

  5-甲基环己烷-1,3-二酮 、 亚麻酰氯 在 吡啶 作用下， 以 氯仿 为溶剂， 反应 1.5h， 以96%的产率得到3-linoleoyloxy-2-cyclohexen-1-one
  参考文献：
  名称：

  Synthesis of kairomones and their analogs from 2-acylcyclohexane-1,3-diones with an unsaturated acyl side chain

  摘要：

  Natural 2-[(9Z)-1-oxooctadec-9-en-1-yl]-, 2-[(9Z,12Z)-1-oxooctadeca-9,12-dien-1-yl]-, and 2-[(9Z,12Z,15Z)-1-oxooctadeca-9,12,15-trien-1-yl]cyclohexane-1,3-diones (components of flour moth Ephestia kuehniella kairomones) and some their analogs were synthesized from cyclohexane-1,3-diones and long-chain unsaturated carboxylic acid chlorides.

  DOI：

  10.1134/s1070428008100084

文献信息

• Lakhvich, F. A.; Petrusevich, I. I.; Sergeeva, A. N., Doklady Chemistry, 1988, vol. 298, p. 58 - 60
  作者：Lakhvich, F. A.、Petrusevich, I. I.、Sergeeva, A. N.、Buravskaya, T. N.、Polozov, G. I.、Akhrem, A. A.

  DOI：——

  日期：——
• LAXVICH, F. A.;PETRUSEVICH, I. I.;SERGEEVA, A. N.;BURAVSKAYA, T. N.;POLOZ+, DOKL. AN CCCP, 298,(1988) N 6, 1395-1397
  作者：LAXVICH, F. A.、PETRUSEVICH, I. I.、SERGEEVA, A. N.、BURAVSKAYA, T. N.、POLOZ+

  DOI：——

  日期：——
• Synthesis of kairomones and their analogs from 2-acylcyclohexane-1,3-diones with an unsaturated acyl side chain
  作者：F. A. Lakhvich、I. I. Petrusevich、N. G. Ogeiko、A. N. Sergeeva

  DOI：10.1134/s1070428008100084

  日期：2008.10

  Natural 2-[(9Z)-1-oxooctadec-9-en-1-yl]-, 2-[(9Z,12Z)-1-oxooctadeca-9,12-dien-1-yl]-, and 2-[(9Z,12Z,15Z)-1-oxooctadeca-9,12,15-trien-1-yl]cyclohexane-1,3-diones (components of flour moth Ephestia kuehniella kairomones) and some their analogs were synthesized from cyclohexane-1,3-diones and long-chain unsaturated carboxylic acid chlorides.