1,4-Bis(2,2-dimethyl-3-oxobutyl)benzene | 162659-15-6

• 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: 1,4-Bis(2,2-dimethyl-3-oxobutyl)benzene
• 英文别名: 4-[4-(2,2-Dimethyl-3-oxobutyl)phenyl]-3,3-dimethylbutan-2-one
• CAS: 162659-15-6
• 化学式: C₁₈H₂₆O₂
• 分子量: 274.403
• InChiKey: KZKTYKNCSRQBDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,4-Bis(2,2-dimethyl-3-oxobutyl)benzene 在 selenium(IV) oxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 3.0h， 生成 1,4-bis(2-methyl-2-quinoxalin-2-ylpropyl)benzene
  参考文献：
  名称：

  环邻双（四酮）和福尔蒙的结构研究

  摘要：

  2,5-双(1,1-二甲基-2-苯乙基)-2,4-二羟基呋喃-3(2H)-one (17)、苯甲酰甲醛 (18)、对甲苯甲酰甲醛 (19) 等简单甲醛的研究、新戊酰福尔默 (20) 和 2,4-二羟基-2,5-双（杂环-2-基）呋喃-3-酮 21-23（杂环 = 呋喃、噻吩、硒吩）通过 DMSO 中的 NMR 光谱显示二羟基呋喃酮骨架而不是烯二醇结构。甲醛 17 被氧化成相应的四酮 10。 1,4-双 (2,2 二甲基-3,4-二氧丁基) 苯 (27) 的分子间双安息香缩合以低收率提供了双 (甲醛) 29,这可以被氧化以提供 2,2,2',2',7,7,7',7'-octamethyl[8.8]paracyclophan-3,3',4,4'5,5'6,6' -辛酮 (9)。报告了 17 和 29 的分子结构、10 的一水合物 (30) 以及 9 (31) 的二水合物。(© Wiley-VCH

  DOI：

  10.1002/ejoc.200400157
• 作为产物：
  描述：

  1,4-二(溴甲基)苯 在 盐酸 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 4.17h， 生成 1,4-Bis(2,2-dimethyl-3-oxobutyl)benzene
  参考文献：
  名称：

  Synthesis and Conformational Analysis of 3,3,12,12-Tetramethyl[4.4]paracyclophane-2,13-dione

  摘要：

  Three [4.4]paracyclophanes (2-4) were synthesized by radical cyclization using the photoinduced S(RN)1 reaction. The structure of the most stable conformer of 4 was ascertained by means of X-ray crystallographic analysis, molecular mechanics calculations, and variable-temperature NMR spectra. The energy barriers to rotation of the two benzene rings in these compounds were obtained from an analysis of the temperature-dependent signals due to the 1,3-dioxolene and aromatic ring protons. Molecular mechanics calculations predicted three stable conformers for 4. Actually, three sets of signals were observed in its low-temperature H-1 NMR spectrum. An experimental technique was used in which crystals were dissolved in precooled solvent. In this manner, NMR signals were recorded due to the single conformer found in its crystalline state, which are identical to the major set of signals present in the original spectrum. The structures due to the other two sets of signals of 4 can;be successfully assigned by comparison of the low temperature H-1 NMR spectra of the two compounds (2 and 3). The interconversion pathways among these conformers were characterized.

  DOI：

  10.1021/jo00111a030

文献信息

• A Cyclic Vicinal Bis(tetraketone) and Structural Investigations of Formoins
  作者：Matthias Peter、Rolf Gleiter、Frank Rominger、Thomas Oeser

  DOI：10.1002/ejoc.200400157

  日期：2004.8

  Investigations of simple formoins such as 2,5-bis(1,1-dimethyl-2-phenylethyl)-2,4-dihydroxyfuran-3(2H)-one (17), benzoylformoin (18), p-toluoylformoin (19), pivaloylformoin (20), and the 2,4-dihydroxy-2,5-bis(heterocycl-2-yl)furan-3-ones 21−23 (heterocycle = furan, thiophene, selenophene) by NMR spectroscopy in DMSO showed the dihydroxyfuranone skeleton and not an enediol structure. The formoin 17 was oxidized

  2,5-双(1,1-二甲基-2-苯乙基)-2,4-二羟基呋喃-3(2H)-one (17)、苯甲酰甲醛 (18)、对甲苯甲酰甲醛 (19) 等简单甲醛的研究、新戊酰福尔默 (20) 和 2,4-二羟基-2,5-双（杂环-2-基）呋喃-3-酮 21-23（杂环 = 呋喃、噻吩、硒吩）通过 DMSO 中的 NMR 光谱显示二羟基呋喃酮骨架而不是烯二醇结构。甲醛 17 被氧化成相应的四酮 10。 1,4-双 (2,2 二甲基-3,4-二氧丁基) 苯 (27) 的分子间双安息香缩合以低收率提供了双 (甲醛) 29,这可以被氧化以提供 2,2,2',2',7,7,7',7'-octamethyl[8.8]paracyclophan-3,3',4,4'5,5'6,6' -辛酮 (9)。报告了 17 和 29 的分子结构、10 的一水合物 (30) 以及 9 (31) 的二水合物。(© Wiley-VCH
• Synthesis and Conformational Analysis of 3,3,12,12-Tetramethyl[4.4]paracyclophane-2,13-dione
  作者：Yoshimasa Fukazawa、Hiroaki Kitayama、Kazu Yasuhara、Kousaku Yoshimura、Shuji Usui

  DOI：10.1021/jo00111a030

  日期：1995.3

  Three [4.4]paracyclophanes (2-4) were synthesized by radical cyclization using the photoinduced S(RN)1 reaction. The structure of the most stable conformer of 4 was ascertained by means of X-ray crystallographic analysis, molecular mechanics calculations, and variable-temperature NMR spectra. The energy barriers to rotation of the two benzene rings in these compounds were obtained from an analysis of the temperature-dependent signals due to the 1,3-dioxolene and aromatic ring protons. Molecular mechanics calculations predicted three stable conformers for 4. Actually, three sets of signals were observed in its low-temperature H-1 NMR spectrum. An experimental technique was used in which crystals were dissolved in precooled solvent. In this manner, NMR signals were recorded due to the single conformer found in its crystalline state, which are identical to the major set of signals present in the original spectrum. The structures due to the other two sets of signals of 4 can;be successfully assigned by comparison of the low temperature H-1 NMR spectra of the two compounds (2 and 3). The interconversion pathways among these conformers were characterized.