2-(4-Bromobutyl)-2-cyclohexen-1-one | 74056-05-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(4-Bromobutyl)-2-cyclohexen-1-one
• 英文别名: 2-(4-Bromobutyl)cyclohex-2-en-1-one
• CAS: 74056-05-6
• 化学式: C₁₀H₁₅BrO
• 分子量: 231.132
• InChiKey: HSGDMNCXHBHTIF-UHFFFAOYSA-N

物化性质

• 沸点：
  311.0±31.0 °C(Predicted)
• 密度：
  1.298±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(4-Bromobutyl)-2-cyclohexen-1-one 生成 1-萘烷酮
  参考文献：
  名称：

  OZAKI, SHIGEKO;NAKANISHI, TOSHIKAZU;SUGIYAMA, MARI;MIYAMOTO, CHIE;OHMORI,+, CHEM. AND PHARM. BULL., 39,(1991) N, C. 31-35

  摘要：

  DOI：

文献信息

• Electroreductive synthesis of bicyclic ketones mediated by cobalt or nickel complexes.
  作者：Shigeko OZAKI、Toshikazu NAKANISHI、Mari SUGIYAMA、Chie MIYAMOTO、Hidenobu OHMORI

  DOI：10.1248/cpb.39.31

  日期：——

  Fused and spiro carbocyclic compounds were synthesized by electrochemical reductions of bromoalkylcyclo-hexenones using cobalt or nickel complexes as mediators.

  以钴或镍络合物为媒介，通过电化学还原溴烷基环己烯酮，合成了融合和螺环碳环化合物。
• Carbon−Carbon Bond Formation by Electrochemical Catalysis in Conductive Microemulsions
  作者：Jianxin Gao、James F. Rusling、De-ling Zhou

  DOI：10.1021/jo9608477

  日期：1996.1.1

  Bicontinuous microemulsions made from oil, water, and surfactants were examined as substitutes for organic solvents in carbon-carbon bond-forming reactions. Conjugated additions of primary alkyl iodides 3a-c to 2-cyclohexen-1-one (4) to give 3-alkyl cyclohexanones 5a-c and cyclization of 2-(4-bromobutyl)-2-cyclohexen-1-one (9) to 1-decalone (10) were mediated by the Co(I)L complex vitamin B-12s generated at carbon cloth electrodes under mild conditions. Reaction of the Co(I)L nucleophile with the alkyl halides gives a Co-alkyl complex. Cleavage of the Co-alkyl complexes by using an electrode potential of -0.85 V (all vs SCE) and irradiation with visible light, or a potential of -1.45 V in the dark, were compared. Addition of the resulting alkyl radicals to the activated double bonds gave comparable yields of 3-alkylcyclohexanone 5a-c (70-80% using -0.85 V + light) and 1-decalone (90%, both cleavage modes) 10 in microemulsions and in DMF. Microemulsions containing hexadecyltrimethylammonium bromide (CTAB) gave remarkable stereoselectivity for the trans isomer of 10, while homogeneous DMF and a sodium dodecylsulfate (SDS) microemulsion gave little stereoselectivity.
• Synthesis and reactions of porphine-type metal complexes. 8. Carbon-carbon bond formation catalyzed by vitamin B12 and a vitamin B12 model compound. Electrosynthesis of bicyclic ketones by 1,4 addition
  作者：Rolf Scheffold、Meera Dike、Suneel Dike、Thomas Herold、Lorenz Walder

  DOI：10.1021/ja00530a064

  日期：1980.5
• OZAKI, SHIGEKO;NAKANISHI, TOSHIKAZU;SUGIYAMA, MARI;MIYAMOTO, CHIE;OHMORI,+, CHEM. AND PHARM. BULL., 39,(1991) N, C. 31-35
  作者：OZAKI, SHIGEKO、NAKANISHI, TOSHIKAZU、SUGIYAMA, MARI、MIYAMOTO, CHIE、OHMORI,+

  DOI：——

  日期：——