[(E)-(5,6-dibromo-6-methyl-4-oxo-3-propan-2-ylcyclohex-2-en-1-ylidene)amino] 4-methylbenzenesulfonate | 359827-94-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(E)-(5,6-dibromo-6-methyl-4-oxo-3-propan-2-ylcyclohex-2-en-1-ylidene)amino] 4-methylbenzenesulfonate
• CAS: 359827-94-4
• 化学式: C₁₇H₁₉Br₂NO₄S
• 分子量: 493.216
• InChiKey: KUSBRQNQWGHDPO-XSFVSMFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  81.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(E)-(5,6-dibromo-6-methyl-4-oxo-3-propan-2-ylcyclohex-2-en-1-ylidene)amino] 4-methylbenzenesulfonate 在 三乙胺 作用下， 以 氯仿 为溶剂， 以52%的产率得到[(E)-(3-bromo-2-methyl-4-oxo-5-propan-2-ylcyclohexa-2,5-dien-1-ylidene)amino] 4-methylbenzenesulfonate
  参考文献：
  名称：

  摘要：

  The chlorination and bromination of 2,3-dimethyl-, 3-methyl-6-isopropyl-, and 2,6-diisopropyl-4-aroyl(or arylsulfonyl)oxyimino-2,5-cyclohexadienones follow the proposed rules of halogenation of 4-aroyl-(or arylsulfonyl)oxyimino-2,5-cyclohexadienones: the reaction occurs preferentially at the cis-C=C bond of the quinoid ring; simultaneous halogenation at both double bonds is not observed; halogen adds mainly across unsubstituted C=C bond; no halogenation occurs at the double bond already substituted by a halogen; bromination of the C=C bond with an alkyl substituent is more difficult than chlorination; the second halogen molecule adds only after regioselective dehydrohalogenation.

  DOI：

  10.1023/a:1012403708255
• 作为产物：
  描述：

  (4E)-4-(Hydroxyimino)-2-isopropyl-5-methyl-2,5-cyclohexadien-1-on e 在 溴 、 三乙胺 作用下， 以 乙醚 、 溶剂黄146 为溶剂， 生成 [(E)-(5,6-dibromo-6-methyl-4-oxo-3-propan-2-ylcyclohex-2-en-1-ylidene)amino] 4-methylbenzenesulfonate
  参考文献：
  名称：

  摘要：

  The chlorination and bromination of 2,3-dimethyl-, 3-methyl-6-isopropyl-, and 2,6-diisopropyl-4-aroyl(or arylsulfonyl)oxyimino-2,5-cyclohexadienones follow the proposed rules of halogenation of 4-aroyl-(or arylsulfonyl)oxyimino-2,5-cyclohexadienones: the reaction occurs preferentially at the cis-C=C bond of the quinoid ring; simultaneous halogenation at both double bonds is not observed; halogen adds mainly across unsubstituted C=C bond; no halogenation occurs at the double bond already substituted by a halogen; bromination of the C=C bond with an alkyl substituent is more difficult than chlorination; the second halogen molecule adds only after regioselective dehydrohalogenation.

  DOI：

  10.1023/a:1012403708255