2-isopropyl-5-methylphenyl 4-bromobenzenesulfonate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-isopropyl-5-methylphenyl 4-bromobenzenesulfonate
• 英文别名: 4-bromo-benzenesulfonic acid-(2-isopropyl-5-methyl-phenyl ester)；O-(4-Bromo-benzol-sulfonyl-(1))-thymol；3-(4-Brom-benzol-sulfonyl-(1)-oxy)-p-cymol；4-Brom-benzolsulfonsaeure-(2-isopropyl-5-methyl-phenylester)；(5-Methyl-2-propan-2-ylphenyl) 4-bromobenzenesulfonate
• 化学式: C₁₆H₁₇BrO₃S
• 分子量: 369.279
• InChiKey: ZPSFOSWMUGLISF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  百里酚 、 4-溴苯磺酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以71%的产率得到2-isopropyl-5-methylphenyl 4-bromobenzenesulfonate
  参考文献：
  名称：

  Synthesis of sulfonate derivatives of carvacrol and thymol as anti-oomycetes agents

  摘要：

  Two series of sulfonate derivatives of carvacrol and thymol were synthesized and screened in vitro for their anti-oomycete activity against Phytophthora capsici, respectively. Among all of 32 derivatives, five compounds 3a, 4a, 4k, 3n, and 4n exhibited more potent anti-oomycete activity against P. capsici with EC50 values of 66.66, 62.94, 68.65, 61.24, and 52.91 mg/L, respectively. This suggested that introduction of different substitutions at the hydroxyl position of 1/2 could have remarkable effect on anti-oomycete activity. Overall, when R-1 = isopropyl and R-2 = methyl, the anti-oomycete activities of the compounds were higher than that of the corresponding compounds of R-1 = methyl and R-2 = isopropyl.

  DOI：

  10.1080/10286020.2020.1758675

文献信息

• Aryl p-Bromobenzenesulfonates as Derivatives for the Identification of Phenols
  作者：Vladimir C. Sekera

  DOI：10.1021/ja01328a503

  日期：1933.1
• Synthesis of sulfonate derivatives of carvacrol and thymol as anti-oomycetes agents
  作者：Gen-Qiang Chen、Di Sun、Jin-Ming Yang、Song Zhang、Yue-E Tian、Zhi-Ping Che、Sheng-Ming Liu、Jia Jiang、Xiao-Min Lin

  DOI：10.1080/10286020.2020.1758675

  日期：2021.7.3

  Two series of sulfonate derivatives of carvacrol and thymol were synthesized and screened in vitro for their anti-oomycete activity against Phytophthora capsici, respectively. Among all of 32 derivatives, five compounds 3a, 4a, 4k, 3n, and 4n exhibited more potent anti-oomycete activity against P. capsici with EC50 values of 66.66, 62.94, 68.65, 61.24, and 52.91 mg/L, respectively. This suggested that introduction of different substitutions at the hydroxyl position of 1/2 could have remarkable effect on anti-oomycete activity. Overall, when R-1 = isopropyl and R-2 = methyl, the anti-oomycete activities of the compounds were higher than that of the corresponding compounds of R-1 = methyl and R-2 = isopropyl.