2,4-di-p-tolyl-2,4-dimethyl-3-pentanone | 824984-64-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2,4-di-p-tolyl-2,4-dimethyl-3-pentanone
• 英文别名: 3-Pentanone, 2,4-dimethyl-2,4-bis(4-methylphenyl)-；2,4-dimethyl-2,4-bis(4-methylphenyl)pentan-3-one
• CAS: 824984-64-7
• 化学式: C₂₁H₂₆O
• 分子量: 294.437
• InChiKey: GXFDIJOWXWWBEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 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-di-p-tolyl-2,4-dimethyl-3-pentanone 生成 2,3-dimethyl-2,3-di-p-tolyl-butane
  参考文献：
  名称：

  Hammett Analysis of Photodecarbonylation in Crystalline 1,3-Diarylacetones

  摘要：

  The relative quantum yields and chemical efficiencies of crystalline p,p'-disubstituted 1,3-diphenyl-2-propanones with 4-MeO2 4Me(2) 4-F-2 4-CF3, and 3,4-diMeO groups were determined by parallel irradiation of polycrystalline samples. Variations in quantum yields that span a factor of 4 are analyzed in terms of the effects of substituents on the stability of the benzylic radical. All solid-state reactions proceeded with 100% chemoselectivity and in >95% chemical yield.

  DOI：

  10.1021/ol0480527
• 作为产物：
  描述：

  1,3-bis(4-methylphenyl)-2-propanone 、 碘甲烷 在 potassium hydride 作用下， 以 四氢呋喃 为溶剂， 以70%的产率得到2,4-di-p-tolyl-2,4-dimethyl-3-pentanone
  参考文献：
  名称：

  Hammett Analysis of Photodecarbonylation in Crystalline 1,3-Diarylacetones

  摘要：

  The relative quantum yields and chemical efficiencies of crystalline p,p'-disubstituted 1,3-diphenyl-2-propanones with 4-MeO2 4Me(2) 4-F-2 4-CF3, and 3,4-diMeO groups were determined by parallel irradiation of polycrystalline samples. Variations in quantum yields that span a factor of 4 are analyzed in terms of the effects of substituents on the stability of the benzylic radical. All solid-state reactions proceeded with 100% chemoselectivity and in >95% chemical yield.

  DOI：

  10.1021/ol0480527

文献信息

• Photodecarbonylation of Ketodiacids as Ammonium Salts: Efficient Formation of C−C Bonds Between Adjacent Quaternary Centers in the Crystalline State
  作者：Farnosh Family、Miguel A. Garcia-Garibay

  DOI：10.1021/jo802761t

  日期：2009.3.20

  Here we report the crystallization and solid photochemistry of six quaternary ammonium salts of 2,4-di-p-carboxyphenyl-2,4-dimethyl pentanone. While salt formation resulted in solids with different melting temperatures and crystallinities, photochemical excitation in the solid state resulted in the chemoselective formation of a single product arising from the homolytic loss of CO followed by combination

  在这里我们报告了2,4-二-对-羧基苯基-2,4-二甲基戊酮的六种季铵盐的结晶和固体光化学。形成盐会导致固体具有不同的熔融温度和结晶度，而固态的光化学激发会导致化学选择性形成单一产物，这是由CO的均质流失引起，然后是中间自由基对的结合。溶液中的光化学实验导致产物混合物通过相应的自由基中间体的结合和歧化形成。DSC，13 C CP-MAS NMR和XRPD记录了所有盐的结晶度。
• US4352748A
  申请人：——

  公开号：US4352748A

  公开（公告）日：1982-10-05
• Hammett Analysis of Photodecarbonylation in Crystalline 1,3-Diarylacetones
  作者：Marino J. E. Resendiz、Miguel A. Garcia-Garibay

  DOI：10.1021/ol0480527

  日期：2005.2.1

  The relative quantum yields and chemical efficiencies of crystalline p,p'-disubstituted 1,3-diphenyl-2-propanones with 4-MeO2 4Me(2) 4-F-2 4-CF3, and 3,4-diMeO groups were determined by parallel irradiation of polycrystalline samples. Variations in quantum yields that span a factor of 4 are analyzed in terms of the effects of substituents on the stability of the benzylic radical. All solid-state reactions proceeded with 100% chemoselectivity and in >95% chemical yield.