3,5-二溴-2,6-二甲基-2,5-庚二烯-4-酮 | 5682-79-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3,5-二溴-2,6-二甲基-2,5-庚二烯-4-酮
• 英文名称: 3,5-dibromo-2,6-dimethylhepta-2,5-dien-4-one
• 英文别名: α,α'-dibromophorone；3,5-dibromo-2,6-dimethyl-hepta-2,5-dien-4-one；3,5-Dibrom-2,6-dimethyl-hepta-2,5-dien-4-on；α.α'-Dibrom-phoron；Dibromphoron；3,5-dibromo-2,6-dimethyl-2,5-heptadiene-4-one；3,5-Dibromo-2,6-dimethyl-2,5-heptadien-4-one
• CAS: 5682-79-1
• 化学式: C₉H₁₂Br₂O
• 分子量: 296.002
• InChiKey: PUEVYUYFTVIIKD-UHFFFAOYSA-N

物化性质

• 熔点：
  30 °C
• 沸点：
  318.1±27.0 °C(Predicted)
• 密度：
  1.582±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.44
• 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：

  3,5-二溴-2,6-二甲基-2,5-庚二烯-4-酮 在 硫酸 、 溴 、 sodium acetate 、 phosphorus pentoxide 作用下， 以 甲醇 、 溶剂黄146 为溶剂， 反应 32.5h， 生成 4,4,5,5-四甲基环戊烷-1,2,3-三酮
  参考文献：
  名称：

  Gill, G. Bryon; Idris, Muhammad S. Hj.; Kirollos, Kirollos S., Journal of the Chemical Society. Perkin transactions I, 1992, # 18, p. 2355 - 2366

  摘要：

  DOI：
• 作为产物：
  描述：

  3,3,5,5-tetrabromo-2,6-dimethyl-heptan-4-one 在 吡啶 作用下， 生成 3,5-二溴-2,6-二甲基-2,5-庚二烯-4-酮
  参考文献：
  名称：

  Shoppee,C.W.; Wang,Y., Journal of the Chemical Society. Perkin transactions I, 1975, p. 1595 - 1600

  摘要：

  DOI：

文献信息

• Intramolecular electrocyclic reactions. Part I. Structure of ‘bromohydroxyphorone’: 3-bromo-5-hydroxy-4,4,5,5-tetramethylcyclopent-2-enone
  作者：C. W. Shoppee、Ruth E. Lack

  DOI：10.1039/j39690001346

  日期：——

  αα′-Dibromophorone (3,5-dibromo-2,6-dimethylhepta-2,5-dien-4-one) as the conjugate acid undergoes intramolecular electrocyclic addition to give 3-bromo-5-hydroxy-4,4,5,5-tetramethylcyclopent-2-enone. The reactions of this substance, its bromine-free analogue and their derivatives, recorded by Ingold and Shoppee in 1928, are clarified and reinterpreted.

  作为共轭酸的αα′-二溴佛尔酮（3,5-dibromo-2,6-二甲基庚2,5-dien-4-one）进行分子内电环加成反应得到3-bromo-5-hydroxy-4,4,5 ，5-四甲基环戊-2-烯酮。澄清并重新解释了Ingold和Shoppee在1928年记录的该物质，其无溴类似物及其衍生物的反应。
• Preparation of 3-bromo-2-hydroxy-4,4,5,5-tetramethylcyclopenta-2-enone
  申请人：Polaroid Corporation

  公开号：US04195038A1

  公开（公告）日：1980-03-25

  Bromination of large batches of 2,6-dimethyl-2,5-heptadiene-4-one below -20.degree. C. followed by dehydrobromination without intermediate isolation and recrystallization to produce 3,5-dibromo-2,6-dimethyl-2,5-heptadiene-4-one which can be cyclized without isolation to high yields of 3-bromo-2-hydroxy-4,4,5,5-tetramethylcyclopenta-2-enone is disclosed.

  本发明揭示了在低于-20°C的条件下对大批量的2,6-二甲基-2,5-庚二烯-4-酮进行溴化，随后进行去溴氢化反应而不进行中间分离和再结晶，从而产生3,5-二溴-2,6-二甲基-2,5-庚二烯-4-酮。该产物可以在不进行中间分离的情况下立即环化，得到高收率的3-溴-2-羟基-4,4,5,5-四甲基环戊-2-烯酮。
• THE DREAM'S NAVEL BETWEEN CHAOS AND THOUGHT
  作者：Franco Scalzone、Gemma Zontini

  DOI：10.1516/0020757011600812

  日期：2001.4.1

  The authors begin by drawing attention to the problem of the transition from the biological to the psychic, noting that Freud himself, with his background in the neurosciences, grappled with it throughout his career. Certain recent paradigms more commonly applied to the natural sciences, such as in particular chaos and complexity theory, can in their view prove fruitful in psychoanalysis too, and it is shown how these notions are inherent in some of Freud's conceptions. The unconscious is stated to operate like a neural network, performing the kind of parallel processing used in the computing of highly complex situations, whereas the conscious mind is sequential. Dreams, in the authors' opinion, are organisers of the mind, imparting order to the turbulence of the underlying wishes and unconscious fantasies and structuring them through the dream work. Through dreams, the structured linearity of conscious thought can emerge out of the non-linear chaos of the drives. The dream's navel can be seen as the chaotic link, or interface, between the unconscious wish, which constitutes an attractor, and the conscious thought. The attractor may be visualised as having an hourglass or clepsydra shape, the narrow section being the dream's navel, and, being the same at any scale of observation, has the property of fractality.
• Ingold; Shoppee, Journal of the Chemical Society, 1928, p. 396
  作者：Ingold、Shoppee

  DOI：——

  日期：——
• Francis; Willson, Journal of the Chemical Society, 1913, vol. 103, p. 2243
  作者：Francis、Willson

  DOI：——

  日期：——