n-heptylfulvene | 70339-63-8

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: n-heptylfulvene
• 英文别名: 5-octylidenecyclopenta-1,3-diene；6-heptylfulvene
• CAS: 70339-63-8
• 化学式: C₁₃H₂₀
• 分子量: 176.302
• InChiKey: DBDVSOUCWPOUNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  n-heptylfulvene 在 奎宁环 、 sodium periodate 、 甲基磺酰胺 、 K₂Os(OH)4 、 potassium carbonate 、 对甲苯磺酸 、 氢化奎尼定 1,4-(2,3-二氮杂萘)二醚 、 sodium sulfite 、 potassium hexacyanoferrate(III) 作用下， 以 二氯甲烷 为溶剂， 反应 25.25h， 生成 (+/-)-2,2-dimethyl-3αβ,6αβ-dihydro-4H-cyclopenta-1,3-dioxol-4-one
  参考文献：
  名称：

  Concise synthesis of (4S,5S)-4,5-(isopropylidenedioxy)-2-cyclopentenone and a novel C2-symmetric ketone

  摘要：

  A new and concise synthesis of the useful synthetic intermediate 1 is described which also allows access to a novel C-2-symmetric ketone 2. The route relies on the Sharpless asymmetric dihydroxylation of fulvenes. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00153-5
• 作为产物：
  描述：

  正辛醛 、 环戊二烯 在 四氢吡咯 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以77%的产率得到n-heptylfulvene
  参考文献：
  名称：

  Concise synthesis of (4S,5S)-4,5-(isopropylidenedioxy)-2-cyclopentenone and a novel C2-symmetric ketone

  摘要：

  A new and concise synthesis of the useful synthetic intermediate 1 is described which also allows access to a novel C-2-symmetric ketone 2. The route relies on the Sharpless asymmetric dihydroxylation of fulvenes. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00153-5

文献信息

• Unveiling the Role of Molecule-Assisted Homolysis: A Mechanistic Probe into the Chemistry of a Bicyclic Peroxide
  作者：Randi K. Gbur、R. Daniel Little

  DOI：10.1021/jo300297u

  日期：2012.3.2

  Unlike the reaction of aryl-substituted diazenes, pyrolysis of alkyl-substituted diazenes in the presence of molecular oxygen generates an unexpectedly complex product mixture. Using deuterium labeling studies, in conjunction with quantum calculations, a reasonable mechanistic hypothesis for the decomposition of the resultant [3.3.0] peroxide, and subsequent formation of the keto-alcohol and Z-configured alpha,beta-unsaturated keto-aldehyde, is proposed. Surprisingly, molecule-assisted homolysis plays a key role in this transformation, the details of which are discussed herein.
• Osmium-Catalyzed Asymmetric Dihydroxylation of Cyclic Cis-Disubstituted Olefins
  作者：Zhi-Min Wang、Kiyomi Kakiuchi、K. Barry Sharpless

  DOI：10.1021/jo00102a008

  日期：1994.11

  A new class of cis-disubstituted olefins has been found to give good enantioselectivities in the asymmetric dihydroxylation reaction using the standard PHAL and PYR ligands, all the olefins are conjugated, and the reacting double bond is endocyclic in a 5-, 6-, 7-, or 8-membered ring.
• SAKAI, KUNIKADZU;YAMASITA, MITSUO;SIBATA, JOSIKO;YAMADA, ISAO;TSUDZITA, N+
  作者：SAKAI, KUNIKADZU、YAMASITA, MITSUO、SIBATA, JOSIKO、YAMADA, ISAO、TSUDZITA, N+

  DOI：——

  日期：——