2,3,4-Tri-tert-butyl-2,4-cyclopentadien-1-on | 36319-94-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3,4-Tri-tert-butyl-2,4-cyclopentadien-1-on
• 英文别名: 2,3,4-tri-t-butyl-2,4-cyclopentadien-1-one；2,3,4-tri-t-butylcyclopenta-2,4-dien-1-one；2,3,4-tri-t-butyl-2,4-cyclopentadienone；2,3,4-tri-t-butylcyclopenta-2,4-dione；2,3,4-tri-tert-butylcyclopentadienone；2,3,4-Tri-tert-butylcyclopentadienon；2,3,4-Tri-tert-butylcyclopenta-2,4-dien-1-one；2,3,4-tritert-butylcyclopenta-2,4-dien-1-one
• CAS: 36319-94-5
• 化学式: C₁₇H₂₈O
• 分子量: 248.409
• InChiKey: NQQDBWQYTYZMSB-UHFFFAOYSA-N

物化性质

• 沸点：
  321.4±9.0 °C(Predicted)
• 密度：
  0.939±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 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：

  2,3,4-Tri-tert-butyl-2,4-cyclopentadien-1-on 在 氢氧化钾 、 溴 作用下， 生成 2-Brom-3,4,5-tri-tert-butyl-2,4-cyclopentadien-1-on
  参考文献：
  名称：

  Maier, Guenther; Pfriem, Stephan; Schaefer, Ulrich, Chemische Berichte, 1981, vol. 114, p. 3965 - 3987

  摘要：

  DOI：
• 作为产物：
  描述：

  2,3,5-Tri-tert-butyl-2,4-cyclopentadien-1-on 生成 2,3,4-Tri-tert-butyl-2,4-cyclopentadien-1-on
  参考文献：
  名称：

  Maier, Guenther; Kalinowski, Hans-Otto; Euler, Klaus, Angewandte Chemie, 1982, vol. 94, # 9, p. 706 - 707

  摘要：

  DOI：

文献信息

• Synthesis of 1,2,3-tri-t-butyl-6,13- and 8,9,10-tri-t-butyl-5,14-pentacenequinones and their photochromic behaviors: New photochromic molecules
  作者：Sadao Miki、Jun Ito、Ryuki Noda、Nariaki Nishijima、Koushi Fukunishi

  DOI：10.1016/0040-4020(96)00087-7

  日期：1996.3

  1,2,3-Tri-t-butyl-6,13-pentacenequinone (1a) and 8,9,10-tri-t-butyl-5,14-pentacenequinone (1b) were synthesized. The lowest excited singlet states of both 1a,b bear ππ∗ nature strongly. Correspondingly 1a and 1b undergo photovalence isomerization to give the corresponding valene type isomers. The interconversion between the naphtacenequinones and their valene isomers were reversible photochemically

  合成了1,2,3-三叔丁基-6,13-​​并五苯醌（1a）和8,9,10-三叔丁基-5,14-并五苯醌（1b）。1a，b的最低激发单重态都具有ππ *性质。相应地，1a和1b经历光价异构化，得到相应的戊烯型异构体。萘并醌和它们的戊烯异构体之间的相互转化在光化学上是可逆的。
• Novel napthacenequinone derivatives undergoing photovalence isomerization: a new photochromic molecule
  作者：Sadao Miki、Hiroyuki Kagawa、Kohji Matsuo、Osamu Kobayashi、Masahiro Yoshida、Zen-ichi Yoshida

  DOI：10.1016/s0040-4020(01)88714-7

  日期：1992.2

  both 1 and 2 possess ππ* nature strongly. Correspondingly, upon irradiation, 1 and 2 undergo photovalence isomerization to give the valene isomer of 1 and the Dewar isomer of 2, respectively. The interconversions between the naphthacenequinones and their valence isomers were reversible photochemically.

  合成了7、8、9-三叔丁基-5,12-萘并苯醌（1）和1,2,3-三叔丁基-5,12-萘并苯醌（2）。1和2的最低激发单重态都强烈具有ππ*性质。相应地，在辐照下，1和2进行光价异构化，分别得到1的戊烯异构体和2的杜瓦异构体。萘并醌和它们的价异构体之间的相互转化在光化学上是可逆的。
• Chemiexcitation of Naphthacenequinone Derivative via the Thermal Cycloreversion of the Corresponding hemi-Dewar-naphthacenequinone.
  作者：Sadao Miki、Osamu Kobayashi、Hiroyuki Kagawa、Zen-ichi Yoshida、Hiroshi Nakatsuji

  DOI：10.1246/cl.1992.65

  日期：——

  was synthesized. Upon thermolysis of 1 the formation of the detectable amount of naphthacene-quinovalene (3) was observed. Singlet excited state of 7,8,9-tri-t-butyl-5,12-naphthacenequinone produced via the thermal cycloreversion of 1 is responsible for the formation of 3

  合成了 7,8,9-三叔丁基-1,4-杜瓦-5,12-萘醌 (1)。在 1 热解时，观察到可检测量的并四苯-喹啉 (3) 的形成。通过 1 的热环转化产生的 7,8,9-三叔丁基-5,12-萘醌的单线激发态负责形成 3
• A Novel Isobenzofuran Derivative Undergoing Photovalence Isomerization
  作者：Sadao Miki、Masahiro Yoshida、Zen-ichi Yoshida

  DOI：10.1246/bcsj.65.932

  日期：1992.3

  4,5,6-Tri-t-butylisobenzofuran (1) and 4,5,7-tri-t-butylisobenzofuran have been synthesized. They were stable infinitely in solutions at room temperature. Upon irradiation, 1 undergoes photovalence isomerization to afford 2,3,4-tri-t-butyl-8-oxatetracyclo [4.3.0.02,4.03,5]nona-1(9),6-diene.

  合成了4,5,6-三叔丁基异苯并呋喃(1)和4,5,7-三叔丁基异苯并呋喃。它们在室温下在溶液中无限稳定。照射后，1发生光价异构化，得到2,3,4-三叔丁基-8-氧杂四环[4.3.0.02,4.03,5]nona-1(9),6-二烯。
• Novel Naphthalene Derivatives Undergoing Thermal Valence Isomerization to hemi-Dewar-naphthalene.
  作者：Sadao Miki、Tatsuo Katayama、Zen-ichi Yoshida

  DOI：10.1246/cl.1992.41

  日期：——

  3-Tri-t-butyl-8-methyl- (1a), 1,2,3-tri-t-butyl-6-methyl-8-bromo- (1b), and 1,2,3-tri-t-butyl-8-bromo-naphthalene (1c) were synthesized. They underwent thermally forbidden electrocyclic reaction to give hemi-Dewar-naphthalenes (2a,b,c). Interconversion between 1 and 2 was thermally reversible. Energy profiles for the reactions were determined

  1,2,3-三叔丁基-8-甲基-(1a)、1,2,3-三叔丁基-6-甲基-8-溴-(1b)和1,2,3合成了-三叔丁基-8-溴-萘(1c)。他们经历了热禁止的电循环反应，得到半杜瓦萘 (2a,b,c)。1 和 2 之间的相互转化是热可逆的。确定反应的能量分布

表征谱图