9-氧杂双环[6.1.0]壬烷-4-酮 | 28399-88-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 9-氧杂双环[6.1.0]壬烷-4-酮
• 英文名称: 4,5-Epoxycyclooctanon
• 英文别名: 9-Oxabicyclo[6.1.0]nonan-4-one
• CAS: 28399-88-4
• 化学式: C₈H₁₂O₂
• mdl: MFCD00183568
• 分子量: 140.182
• InChiKey: IUCLHDTXBOXKPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.875
• 拓扑面积：
  29.6
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  9-氧杂双环[6.1.0]壬烷-4-酮 在 selenium(IV) oxide 、 sodium acetate 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 36.75h， 生成 4,5,6,7-Tetrahydrocycloocta<1,2-d><1,2,3>selenadiazol-7-ol
  参考文献：
  名称：

  Meier, Herbert; Mayer, Winfried; Kolshorn, Heinz, Chemische Berichte, 1987, vol. 120, p. 685 - 690

  摘要：

  DOI：
• 作为产物：
  描述：

  (Z)-cyclooct-4-enol 在 Jones-reagent 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 5.0h， 生成 9-氧杂双环[6.1.0]壬烷-4-酮
  参考文献：
  名称：

  Meier, Herbert; Mayer, Winfried; Kolshorn, Heinz, Chemische Berichte, 1987, vol. 120, p. 685 - 690

  摘要：

  DOI：

文献信息

• Photochemical Reactions. Part 67. photochemistry of saturated aliphatic and cyclic ?-keto sulfoxides (C??S)- and ?-cleavage - A new case of photostereomutation
  作者：C. Ganter、J.-F. Moser

  DOI：10.1002/hlca.19710540761

  日期：1971.11.1

  The photochemical behaviour of saturated aliphatic (2, 4, and 5) and bicyclic (18 and 19) β-keto sulfoxides has been studied. Photostereomutation of the sulfoxide group was observed on irradiation of 4a, 4b, 18, and 19. Most likely an internal energy transfer from the excited carbonyl to the sulfoxide group is operating on direct irradiation of such compounds.

  研究了饱和脂肪族（2、4和5）和双环（18和19）β-酮亚砜的光化学行为。在4a，4b，18和19的照射下观察到亚砜基的光立体位错。从激发的羰基到亚砜基团的内部能量转移很可能是在这类化合物的直接辐照下进行的。
• Selectivity Control in Alkylidene Carbene-Mediated C−H Insertion and Allene Formation
  作者：Jun-Cheng Zheng、Sang Young Yun、Chunrui Sun、Nam-Kyu Lee、Daesung Lee

  DOI：10.1021/jo102180f

  日期：2011.2.18

  Regioselectivity of alkylidene carbene-mediated C-H insertion was explored utilizing electronic, conformational, steric, and stereoelectronic effects. Relying on these factors, highly regio- and chemoselective carbene insertion reaction of C-H bonds in different environments could be obtained. The observed selectivity clearly indicates that an electronic effect plays a more important role than steric effect. In general, C-H bonds in conformationally rigid cyclic environments are less reactive than those in acyclic systems toward carbene insertion, and in this situation, a competing intermolecular reaction between alkylidene carbene and trimethylsilyldiazomethane led to the formation of allenylsilanes. The formation of allenylsilane becomes more favorable as the concentration of reaction becomes higher, as well as the C-H bonds undergoing insertion becomes electronically and conformationally deactivated.
• BEST, STEPHEN P.;BLOODWORTH, A. J.;SPENCER, MICHAEL D., J. CHEM. SOC. CHEM. COMMUN.,(1990) N, C. 416-418
  作者：BEST, STEPHEN P.、BLOODWORTH, A. J.、SPENCER, MICHAEL D.

  DOI：——

  日期：——
• MEIER H.; MAYER W.; KOLSHORN H., CHEM. BER., 120,(1987) N 5, 685-689
  作者：MEIER H.、 MAYER W.、 KOLSHORN H.

  DOI：——

  日期：——
• Meier, Herbert; Mayer, Winfried; Kolshorn, Heinz, Chemische Berichte, 1987, vol. 120, p. 685 - 690
  作者：Meier, Herbert、Mayer, Winfried、Kolshorn, Heinz

  DOI：——

  日期：——