3,4-diphenylhexane-2,5-dione | 63806-50-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 3,4-diphenylhexane-2,5-dione
• 英文别名: d,l-3,4-diphenyl-2,5-hexanedione；3,4-Diphenylhexan-2,5-dion；meso-3,4-Diphenyl-2,5-hexandion；dl-3,4-Diphenyl-2,5-hexandion；2,5-Dioxo-1,4-diphenyl-hexane；3,4-Diphenyl-2,5-hexandion
• CAS: 63806-50-8
• 化学式: C₁₈H₁₈O₂
• 分子量: 266.34
• InChiKey: TVMZQYFUTLZKIG-UHFFFAOYSA-N

物化性质

• 沸点：
  369.8±37.0 °C(Predicted)
• 密度：
  1.088±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 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：

  3,4-diphenylhexane-2,5-dione 、 苯胺 在 溶剂黄146 作用下， 生成 2,5-dimethyl-1,3,4-triphenyl-1H-pyrrole
  参考文献：
  名称：

  Kharasch; McBay; Urry, Journal of the American Chemical Society, 1948, vol. 70, p. 1271

  摘要：

  DOI：
• 作为产物：
  描述：

  苯基丙酮 在 lithium diethylamide 、 三氯化铁 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 3,4-diphenylhexane-2,5-dione
  参考文献：
  名称：

  The central region of meso-3,4-diphenylhexane-2,5-dione

  摘要：

  As with 1,2-diphenylethane (dpe), X-ray crystallographic methods measure the central bond in meso-3,4-diphenylhexane-2,5-done (dphd) as significantly shorter than normal for an sp(3)-sp(3) bond. The same methods measure the benzylic (ethane C-Ph) bonds in dphd as unusually long for sp(3)-sp(2) liaisons. Torsional motions of the phenyl rings about the C-Ph bonds have been proposed as the artifacts behind the result of a 'short' central bond in dpe. While a similar explanation can, presumably, hold for the even 'shorter' central bond in dphd, it cannot account for the 'long' C-Ph bonds. The phenyl groups, departing much from regular hexagonal shape, adopt highly skewed conformations with respect to the plane constituted by the four central atoms. It is thought that-the thermal motions of the phenyl rings, conditioned by the potential wells in which they are ensconced in the unit cell, are largely libratory around their normal axes. In what appears to be a straightforward explanation under the 'rigid-body' concept, it appears that these libratory motions of the phenyl rings, that account, at the same time, for the 'short' central bond, are the artifacts behind the 'long' measurement of the C-Ph bonds. These motions could be superimposed on torsional motions analogous to those proposed in the case of dpe. An inspection of the ORTEP diagram from the 298 K data on dphd clearly suggests these possibilities. Supportive evidence for these qualitative explanations from an analysis of the differences between the mean square displacements of C(1) and C(7)/C(1a) and C(7a) based on the 'rigid-body model' is discussed. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-2860(02)00537-9

文献信息

• Diimines and secondary diamines
  申请人：Lee Y. John

  公开号：US20060217567A1

  公开（公告）日：2006-09-28

  This invention provides aromatic diimines which have imino hydrocarbylidene groups with at least two carbon atoms, and aromatic secondary diamines which have amino hydrocarbyl groups with at least two carbon atoms. Both the aromatic diimines and the aromatic secondary diamines either are in the form of one phenyl ring, or are in the form of two phenyl rings connected by an alkylene bridge; each position ortho to an imino group or an amino group bears a hydrocarbyl group. When in the form of one phenyl ring, there are two imino groups on the ring or two amino groups on the ring; the imino groups or amino groups are meta or para relative to each other. When in the form of two phenyl rings connected by an alkylene bridge, there is either one imino group or one amino group on each phenyl ring. Also provided are processes for forming diimines and secondary diamines.

  这项发明提供了具有至少两个碳原子的亚烷基亚胺基团的芳香二亚胺和具有至少两个碳原子的氨基亚烷基团的芳香二胺。这些芳香二亚胺和芳香二胺可以是一个苯环的形式，也可以是由烷基桥连接的两个苯环的形式；每个邻位对着亚烷基基团或氨基基团。当以一个苯环的形式时，环上有两个亚胺基团或两个氨基团；亚胺基团或氨基团互为间位或对位。当以由烷基桥连接的两个苯环的形式时，每个苯环上要么有一个亚胺基团，要么有一个氨基基团。还提供了形成二亚胺和二胺的方法。
• Copper-mediated oxygenation of aldehydes and internal Cannizzaro-like rearrangement of phenylglyoxal
  作者：Shiow Jen Jin、Pramod K. Arora、Lawrence M. Sayre

  DOI：10.1021/jo00297a013

  日期：1990.5
• Stereoisomer effects on the Paal-Knorr synthesis of pyrroles
  作者：Gyongyi Szakal-Quin、Doyle G. Graham、David S. Millington、David A. Maltby、Andrew T. McPhail

  DOI：10.1021/jo00355a010

  日期：1986.3
• Laurent, E.; Marquet, B; Tardivel, R., Bulletin de la Societe Chimique de France, 1986, # 6, p. 955 - 964
  作者：Laurent, E.、Marquet, B、Tardivel, R.、Thiebault, H.

  DOI：——

  日期：——
• LAURENT E.; MARQUET B.; TARDIVEL R.; THIEBAULT H., BULL. SOC. CHIM. FR.,(1986) N 6, 955-964
  作者：LAURENT E.、 MARQUET B.、 TARDIVEL R.、 THIEBAULT H.

  DOI：——

  日期：——