6-甲基环己-1,4-二烯羧酸 | 106949-92-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 6-甲基环己-1,4-二烯羧酸
• 英文名称: 6-methylcyclohexa-1,4-dienecarboxylic acid
• 英文别名: 6-methyl-cyclohexa-1,4-dienecarboxylic acid；6-Methyl-cyclohexa-1,4-diencarbonsaeure；6-Methylcyclohexa-1,4-diene-1-carboxylic acid
• CAS: 106949-92-2
• 化学式: C₈H₁₀O₂
• 分子量: 138.166
• InChiKey: URZSNRHFIFXQSA-UHFFFAOYSA-N

物化性质

• 熔点：
  85-86 °C
• 沸点：
  256.1±39.0 °C(Predicted)
• 密度：
  1.120±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-甲基环己-1,4-二烯羧酸 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 对甲苯甲酸
  参考文献：
  名称：

  Mild and efficient boronic acid catalysis of Diels–Alder cycloadditions to 2-alkynoic acids

  摘要：

  The concept of boronic acid catalysis (BAC) for the activation of unsaturated carboxylic acids is applied to the Diels-Alder cycloaddition between 2-alkynoic acids as dienophiles and various dienes. These [4+2] cycloadditions produce cyclohexadienyl carboxylic acids, which can be oxidized in situ to produce polysubstituted aromatic carboxylic acids. The boronic acid catalyst is suspected to provide activation by a LUMO-lowering effect of the unsaturated carboxylic acid likely via a covalent, monoacylated hemiboronic ester intermediate. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.04.132
• 作为产物：
  描述：

  间戊二烯 、 丙炔酸 在 2-溴苯基硼酸 作用下， 以 二氯甲烷 为溶剂， 反应 48.17h， 以83%的产率得到6-甲基环己-1,4-二烯羧酸
  参考文献：
  名称：

  Mild and efficient boronic acid catalysis of Diels–Alder cycloadditions to 2-alkynoic acids

  摘要：

  The concept of boronic acid catalysis (BAC) for the activation of unsaturated carboxylic acids is applied to the Diels-Alder cycloaddition between 2-alkynoic acids as dienophiles and various dienes. These [4+2] cycloadditions produce cyclohexadienyl carboxylic acids, which can be oxidized in situ to produce polysubstituted aromatic carboxylic acids. The boronic acid catalyst is suspected to provide activation by a LUMO-lowering effect of the unsaturated carboxylic acid likely via a covalent, monoacylated hemiboronic ester intermediate. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.04.132

文献信息

• Aluminum Tris(2,6-diphenylphenoxide)-ArCOCl Complex for Nucleophilic Dearomatic Functionalization
  作者：Susumu Saito、Toshihiko Sone、Masaaki Murase、Hisashi Yamamoto

  DOI：10.1021/ja0014382

  日期：2000.10.1
• Small amounts of venous gas embolism cause delayed impairment of endothelial function and increase polymorphonuclear neutrophil infiltration
  作者：Vibeke Nossum、Astrid Hjelde、Alf O. Brubakk

  DOI：10.1007/s00421-001-0531-y

  日期：2002.1

  Gas bubbles from decompression and gas embolization lead to endothelial dysfunction and mechanical injury in the pig. rabbit and lamb. In the study presented here, 0.01 ml air/min/kg was infused through a catheter into the jugular vein in 12 rabbits for 60 min. The endothelial response was measured using tension measurements in the blood vessel wall, and morphological changes where quantified using light microscopy and image processing. Percent lung water content was calculated and used to estimate the severity of pulmonary oedema. The infusion led to a significant decrease in the acetylcholine-mediated endothelial-dependent vasodilatation in the pulmonary artery 6 h after the infusion (6-h group, n = 6). A decrease in substance-P-mediated endothelial-dependent vasodilatation was also detected. No changes where seen in a group of rabbits examined I h after infusion (1-h group, n=6). The impaired endothelial-dependent vasodilatation caused by the bubbles is probably biochemical in origin, since no visible changes were seen in the endothelial layer. A significant increase in polymorphonuclear neutrophils was observed in the 6-h group compared to the 1-h group. This study demonstrates that small numbers of bubbles, corresponding to ''silent bubbles'', lead to an impairment of the endothelial-dependent vasoactive response.