dodec-11-yn-2-ol | 117949-00-5

• 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: dodec-11-yn-2-ol
• 英文别名: 11-dodecyn-2-ol
• CAS: 117949-00-5
• 化学式: C₁₂H₂₂O
• 分子量: 182.306
• InChiKey: RGLIVQKZMBCDSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  dodec-11-yn-2-ol 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以1.20 g的产率得到dodec-11-yn-2-one
  参考文献：
  名称：

  A microwave-enhanced, solventless Mannich condensation of terminal alkynes and secondary amines with para-formaldehyde on cuprous iodide doped alumina

  摘要：

  A microwave-enhanced, solventless Mannich condensation of terminal alkynes and secondary amines with para-formaidehyde on cuprous iodide doped alumina has been developed. beta-Aminoalkynes are generated in good yields. The reaction can be extended to include a cyclization, which affords 2-substituted benzo[b]furans. The chemoselectivity of the reaction indicates that terminal alkynes are much more reactive than enolizable ketones under the reaction conditions. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.10.049
• 作为产物：
  描述：

  10-十一炔醇 在 pyridinium chlorochromate 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 dodec-11-yn-2-ol
  参考文献：
  名称：

  A microwave-enhanced, solventless Mannich condensation of terminal alkynes and secondary amines with para-formaldehyde on cuprous iodide doped alumina

  摘要：

  A microwave-enhanced, solventless Mannich condensation of terminal alkynes and secondary amines with para-formaidehyde on cuprous iodide doped alumina has been developed. beta-Aminoalkynes are generated in good yields. The reaction can be extended to include a cyclization, which affords 2-substituted benzo[b]furans. The chemoselectivity of the reaction indicates that terminal alkynes are much more reactive than enolizable ketones under the reaction conditions. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.10.049

文献信息

• Oxidation of Hydroxyl-Substituted Organotrifluoroborates
  作者：Gary A. Molander、Daniel E. Petrillo

  DOI：10.1021/ja062974i

  日期：2006.8.1

  Potassium- and tetra-n-butylammonium organotrifluoroborates containing hydroxyl groups have been prepared and oxidized using several common oxidants. Aryl-, alkenyl-, and alkyltrifluoroborates containing both primary and secondary hydroxyl groups were oxidized in moderate to excellent yields with complete retention of the trifluoroborate moiety. The utility of these oxidized products was demonstrated in a Suzuki-Miyaura cross-coupling reaction.
• BIERER, DONALD E.;KABALKA, GEORGE W., ORG. PREP. AND PROCED. INT., 20,(1988) N 1-2, 63-72
  作者：BIERER, DONALD E.、KABALKA, GEORGE W.

  DOI：——

  日期：——
• A microwave-enhanced, solventless Mannich condensation of terminal alkynes and secondary amines with para-formaldehyde on cuprous iodide doped alumina
  作者：George W. Kabalka、Li-Li Zhou、Lei Wang、Richard M. Pagni

  DOI：10.1016/j.tet.2005.10.049

  日期：2006.1

  A microwave-enhanced, solventless Mannich condensation of terminal alkynes and secondary amines with para-formaidehyde on cuprous iodide doped alumina has been developed. beta-Aminoalkynes are generated in good yields. The reaction can be extended to include a cyclization, which affords 2-substituted benzo[b]furans. The chemoselectivity of the reaction indicates that terminal alkynes are much more reactive than enolizable ketones under the reaction conditions. (c) 2005 Elsevier Ltd. All rights reserved.