2,3-diaza-7-(5'-(hydroxymethyl)hex-5'-enylidene)bicyclo<2.2.1>hept-2-ene | 125877-59-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂环化合物
• 英文名称: 2,3-diaza-7-(5'-(hydroxymethyl)hex-5'-enylidene)bicyclo<2.2.1>hept-2-ene
• 英文别名: 6-(2,3-diazabicyclo[2.2.1]hept-2-en-7-ylidene)-2-methylidenehexan-1-ol
• CAS: 125877-59-0；128701-75-7
• 化学式: C₁₂H₁₈N₂O
• 分子量: 206.288
• InChiKey: MAYCCZMUPZIETC-UHFFFAOYSA-N

物化性质

• 沸点：
  326.7±31.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.63
• 重原子数：
  15.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  44.95
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2,3-diaza-7-(5'-(hydroxymethyl)hex-5'-enylidene)bicyclo<2.2.1>hept-2-ene 在 platinum(IV) oxide 氢气 作用下， 以 乙腈 、 苯 为溶剂， 反应 4.33h， 生成 (3aR^*,4S^*,8S^*,8aR^*)-1,2,3,3a,4,5,6,7,8,8a-decahydro-4,8-methanoazulene-4-methanol
  参考文献：
  名称：

  Linearly fused vs bridged regioselection in the intramolecular 1,3-diyl trapping reaction

  摘要：

  DOI：

  10.1021/jo00296a035
• 作为产物：
  描述：

  1-(benzoyloxy)-2-methylidene-6-(tert-butyldimethylsiloxy)hexane 在 氢氧化钾 、 Celite 、 氢氟酸 、 potassium diazodicarboxylate 、 溶剂黄146 、 二乙胺 、 pyridinium chlorochromate 、 potassium hexacyanoferrate(III) 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 18.5h， 生成 2,3-diaza-7-(5'-(hydroxymethyl)hex-5'-enylidene)bicyclo<2.2.1>hept-2-ene
  参考文献：
  名称：

  Linearly fused vs bridged regioselection in the intramolecular 1,3-diyl trapping reaction

  摘要：

  DOI：

  10.1021/jo00296a035

文献信息

• Direct observation of intermediates involved in the intramolecular diyl trapping reaction
  作者：Mohammad R. Masjedizadeh、Christian Fite、R. Daniel Little

  DOI：10.1016/s0040-4039(00)88772-9

  日期：1990.1

  Triplet diyls capable of being trapped in an intramolecular diyl trapping reaction, have been detected by ESR spectroscopy at low temperatures. Evidence is provided which clearly implicates them as intermediates in the cycloaddition process.

  通过低温下的ESR光谱已经检测到能够被分子内二基捕获反应捕获的三重态二基。提供的证据清楚地表明它们是环加成过程中的中间体。
• Expression of dipolar character in diyl trapping chemistry
  作者：R. Daniel Little、Lynn May Brown、Mohammad R. Masjedizadeh

  DOI：10.1021/ja00034a046

  日期：1992.4

  A set of new reactions is described and illustrated in eqs 1-5. Diazenes which customarily participate in diradical processes, compounds 1a and 9 for example, lead to intermediates which are intercepted by water. Diazene 3 is converted to an intermediate which is intercepted both by water and, when the dielectric constant of the medium is sufficiently high, by n-PrOH. The chemistry is believed to arise through the intermediacy of a "dipolar diradical", which is described by an unequal weighting of the zwitterionic (PSI(alpha) and PSI(beta) and diradical (PSI(delta)) resonance formulations to the overall wave function for the system: PSI = alpha-PSI(alpha) + beta-PSI(beta) + delta-PSI(delta).
• MASJEDIZADEH, MOHAMMAD R.;FITE, CHRISTIAN;LITTLE, R. DANIEL, TETRAHEDRON LETT., 31,(1990) N, C. 1229-1232
  作者：MASJEDIZADEH, MOHAMMAD R.、FITE, CHRISTIAN、LITTLE, R. DANIEL

  DOI：——

  日期：——