4-methylcyclohexa-1,4-diene-1-carboxylic acid | 53312-53-1

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 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
• 英文名称: 4-methylcyclohexa-1,4-diene-1-carboxylic acid
• 英文别名: 4-Methyl-1,4-cyclohexadiencarbonsaeure；4-Methyl-1,4-cyclohexadien-1-carbonsaeure；4-methylcyclohexa-1,4-dienecarboxylic acid；4-Methyl-cyclohexa-1,4-diencarbonsaeure
• CAS: 53312-53-1
• 化学式: C₈H₁₀O₂
• 分子量: 138.166
• InChiKey: XLCSLJJQJLQYLO-UHFFFAOYSA-N

物化性质

• 熔点：
  180-181 °C
• 沸点：
  261.9±39.0 °C(Predicted)
• 密度：
  1.139±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 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

安全信息

• 储存条件：
  2-8°C

反应信息

• 作为反应物：
  描述：

  4-methylcyclohexa-1,4-diene-1-carboxylic acid 以 乙醚 为溶剂， 生成 p-mentha-1,4-dien-8-ol
  参考文献：
  名称：

  Hoppmann,A.; Weyerstahl,P., Chemische Berichte, 1974, vol. 107, p. 1102 - 1107

  摘要：

  DOI：
• 作为产物：
  描述：

  丙炔酸 、 天然橡胶 在 对苯二酚 作用下， 以 甲苯 为溶剂， 生成 4-methylcyclohexa-1,4-diene-1-carboxylic acid
  参考文献：
  名称：

  Hoppmann,A.; Weyerstahl,P., Chemische Berichte, 1974, vol. 107, p. 1102 - 1107

  摘要：

  DOI：

文献信息

• Synthesis of (+)-(4<i>S</i>, 8<i>R</i>)hyphen;8hyphen;Epi- and (−)-(4<i>R</i>, 8<i>S</i>)-4-Epi-β-bisabolol
  作者：Georg Fráter、Urs Müller

  DOI：10.1002/hlca.19890720405

  日期：1989.6.14

  total enantioselective synthesis of (+)-(4S, 8R)-8-epi-β-bisabolol(+)-1 and of (−)-(4R, 8S)-4-epi-β-bisabolol ((−))−1) is reported. The key step in the synthesis is the kinetic resolution of (±)−5 by means of the Sharpless epoxidation yielding (−)- and (+}−6, respectively. Reduction of the epoxides with LiAlH4 gave the diols (+)-and(−)−7 which were transformed into (+)- and (−)−8, respectively, via

  （+）-（4 S，8 R）-8-epi-β-bisabolol（+）- 1和（-）-（4 R，8 S）-4-epi-β-的第一个全对映选择性合成报告了比沙波洛（（-））- 1）。合成中的关键步骤是通过（Sharpless）环氧化反应分别产生（-）-和（+}- 6的动力学拆分（±）-5，用LiAlH 4还原环氧化物得到二醇（+）-和（−）− 7分别通过相应的甲磺酸盐转化为（+）-和（−）− 8。这些环氧化物与格氏试剂的反应在Li 2 CuCl 4的辅助下，由异戊烯基溴化物衍生的H2O3试剂完成了高非对映和对映选择性的目标化合物1的合成。
• Improved procedure for the tungstate-catalyzed epoxidation of .alpha.,.beta.-unsaturated acids
  作者：Kenneth S. Kirshenbaum、K. Barry Sharpless

  DOI：10.1021/jo00211a040

  日期：1985.5
• 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.
• Synthesis of the Tricyclic Core of Aldingenin B by Oxidative Cyclo-Ketalization of an Alkyne-Diol
  作者：Jingyue Yang、Jumreang Tummatorn、Rimantas Slegeris、Sami F. Tlais、Gregory B. Dudley

  DOI：10.1021/ol200421s

  日期：2011.4.15

  The preparation and selenium-mediated cyclo-ketalization of an alkyne-diol is described as a model study for the synthesis of aldingenin B. The oxidative cyclization is a simplifying transformation for aldingenin B, as it provides a convenient method for generating the tricylic core of the natural product from a functionalized cyclohexane.
• FRATER, GEORG;MULLER, URS, HELV. CHIM. ACTA, 72,(1989) N, C. 653-658
  作者：FRATER, GEORG、MULLER, URS

  DOI：——

  日期：——