6-(Chloromethyl)-6-hydroxycyclohexa-2,4-dien-1-one | 122897-97-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-(Chloromethyl)-6-hydroxycyclohexa-2,4-dien-1-one
• CAS: 122897-97-6
• 化学式: C₇H₇ClO₂
• mdl: MFCD19233109
• 分子量: 158.584
• InChiKey: RMUZXQGCNBEWTD-UHFFFAOYSA-N

物化性质

• 沸点：
  328.2±37.0 °C(Predicted)
• 密度：
  1.350±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.285
• 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：

  环庚三烯 、 6-(Chloromethyl)-6-hydroxycyclohexa-2,4-dien-1-one 以82.5%的产率得到3-hydroxy-3-chloromethyl endo tricyclo<6.3.2.0^2,7> tridec-5,9,12-triene-4-one
  参考文献：
  名称：

  A novel periselective cycloaddition of cycloheptatriene with cyclohexa-2,4-dienones

  摘要：

  A highly periselective cycloaddition of cycloheptatriene and cyclohexa-2,4-dienones(2a-c) to endo tricyclic systems (6a-c) and their photo conversion to cage compunds (7a-c ) has been reported. It has been shown that the adduct 6c arise via Cope rearrangement of the initially formed pi4s(dienone) + pi2s(CHT) adduct 5c.

  DOI：

  10.1016/s0040-4039(00)73570-2
• 作为产物：
  描述：

  3,10-Bis(chloromethyl)-3,10-dihydroxytricyclo[6.2.2.02,7]dodeca-5,11-diene-4,9-dione 以 邻二氯苯 为溶剂， 生成 6-(Chloromethyl)-6-hydroxycyclohexa-2,4-dien-1-one
  参考文献：
  名称：

  Studies on Cycloaddition of Cyclohexa-2,4-dienones and Transformation of Adducts: A General, Stereoselective Route to Multifunctional Bicyclo[2.2.2]octanes and Diquinanes

  摘要：

  已经研究了原位生成的环己-2,4-二酮与乙烯基醚、乙酸乙烯酯和苯基乙烯基砜的环加成反应，产生各种官能化的双环[2.2.2]辛烷。在所得加合物中进行官能团操作得到赋予β,γ-烯酮发色团的双环[2.2.2]辛烷。双环辛烯酮的三线态敏化照射和随后的还原裂解提供了具有不同功能的二奎烷骨架的立体选择性途径。

  DOI：

  10.1055/s-2008-1067203

文献信息

• Pericyclic reaction of cyclohexa-2,4-dienones with cyclohexa-1,3-diene and cycloheptatriene: The role of cyclohexadienones as π4 and π2 component, cope rearrangement and photoreaction of the adducts
  作者：Vishwakarma Singh、Uday Sharma、Vani Prasanna、Mini Porinchu

  DOI：10.1016/0040-4020(95)00261-6

  日期：1995.5

  Pericyclic reaction of cyclohexa-2,4-dienones 8a-c with cycohexa-1,3-diene 2b and cycloheptatriene 5 has been reported. Cyclohexadienones react with 2b and 5 to give cycloadducts 9a-c, 10a-c and 13a-c, 15b,c respectively. Cope rearrangement of the adducts 10a-c and 15b,c to 9a-c and 13b,c, respectively has been described. It has been shown that cyclohexa 2-4-dienones behave as 4π component (diene)

  已经报道了环己-2,4-二烯酮8a-c与环己-1,3-二烯2b和环庚三烯5的周环反应。环己二酮与2b和5反应，分别得到环加合物9a-c，10a-c和13a-c，15b，c。已经描述了加合物10a-c和15b，c至9a-c和13b，c的应对重排。它已经表明，环己2-4二烯酮表现为4π成分（二烯）和它们在主逆需求的方式通过反应π 4小号（二烯酮）+ π 2s（二烯/三烯）模式。
• Studies on Cycloaddition of Cyclohexa-2,4-dienones and Transformation of Adducts: A General, Stereoselective Route to Multifunctional Bicyclo[2.2.2]octanes and Diquinanes
  作者：Vishwakarma Singh、Girish Chandra、Shaikh Mobin

  DOI：10.1055/s-2008-1067203

  日期：2008.9

  The cycloaddition of in situ generated cyclohexa-2,4-dienones with vinyl ethers, vinyl acetate, and phenyl vinyl sulfone leading to variously functionalized bicyclo[2.2.2]octanes has been examined. Functional group manipulation in the resulting adducts gave bicyclo[2.2.2]octanes endowed with a β,γ-enone chromophore. Triplet-sensitized irradiation of bicyclooctenones followed by reductive cleavage provided a stereoselective route to diquinane frameworks having diverse functionalities.

  已经研究了原位生成的环己-2,4-二酮与乙烯基醚、乙酸乙烯酯和苯基乙烯基砜的环加成反应，产生各种官能化的双环[2.2.2]辛烷。在所得加合物中进行官能团操作得到赋予β,γ-烯酮发色团的双环[2.2.2]辛烷。双环辛烯酮的三线态敏化照射和随后的还原裂解提供了具有不同功能的二奎烷骨架的立体选择性途径。
• A novel periselective cycloaddition of cycloheptatriene with cyclohexa-2,4-dienones
  作者：Vishwakarma Singh、Mini Porinchu

  DOI：10.1016/s0040-4039(00)73570-2

  日期：1993.4

  A highly periselective cycloaddition of cycloheptatriene and cyclohexa-2,4-dienones(2a-c) to endo tricyclic systems (6a-c) and their photo conversion to cage compunds (7a-c ) has been reported. It has been shown that the adduct 6c arise via Cope rearrangement of the initially formed pi4s(dienone) + pi2s(CHT) adduct 5c.