1-iodo-5-isopropyl-4-methoxy-2-methylbenzene

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 1-iodo-5-isopropyl-4-methoxy-2-methylbenzene
• 英文别名: 1-Iodo-4-methoxy-2-methyl-5-propan-2-ylbenzene；1-iodo-4-methoxy-2-methyl-5-propan-2-ylbenzene
• 化学式: C₁₁H₁₅IO
• 分子量: 290.144
• InChiKey: JKKFIFSQRFCVTG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-异丙基-5-甲基茴香醚 在 ammonium cerium (IV) nitrate 、 碘 作用下， 以 乙腈 为溶剂， 反应 8.0h， 以64%的产率得到1-iodo-5-isopropyl-4-methoxy-2-methylbenzene
  参考文献：
  名称：

  Synthesis of halogenated derivatives of thymol and their antimicrobial activities

  摘要：

  In order to test the antibacterial and antifungal activities of different halogenated thymol derivatives, thymol has been converted into chlorothymol, dichlorothymol with N-chlorosuccinimide; monobromothymol, dibromothymol with N-bromosuccinimide; O-methylated iodothymol with ceric ammonium nitrate and iodine from methylated thymol. Among the different derivatives tested, 4-chlorothymol was found to be most active against Staphylococcus aureus and Staphylococcus epidermis at a concentration of 12.5 and 25 ppm, respectively. Also it was tested to be active against Candida albicans (AI).

  DOI：

  10.1007/s00044-013-0809-8

文献信息

• Structural revision of aristol: a fresh look at the oxidative coupling of thymol under iodination conditions
  作者：Niko S. Radulović、Miljana R. Đorđević、Polina D. Blagojević

  DOI：10.1039/c6ra11296j

  日期：——

  Aristol, an antiseptic drug prepared by iodination of thymol under alkaline conditions, has been on the market since the 1880s. Up until 1951, a myriad of (unlikely) structures were put forward, but none of them were in full agreement with the observed chemical and physical properties of aristol. Today, according to most pharmacopoeias and commercial sources, aristol represents an iodooxybiphenyl derivative;

  自1880年代以来，通过在碱性条件下将百里酚加碘制得的抗菌药物亚里斯多德（Aristol）一直在市场上销售。直到1951年，人们提出了无数（不太可能）的结构，但是它们都与所观察到的亚里斯多德的化学和物理性质不完全一致。今天，根据大多数药典和商业来源，亚里斯多德代表一种碘代氧联苯衍生物。这种结构的起源是未知的。基于这些事实，我们决定使用现代色谱和广泛的光谱分析技术（NMR / FTIR / MS / UV），结合化学转化和量子力学计算，阐明亚里士多德的结构。根据我们的发现，揭示了亚里斯多德不代表单个化学实体，而是大量结构上密切相关的碘化脱氢二百里香酚分子与（二）碘代百里香酚和未反应的百里香酚的复杂混合物。氧化偶联的五种产物（CAr–CAr，CAr–O–CAr和CAr–CH2 –CAr）在纯状态下成功分离，并完全光谱表征：3,3'-二碘-5,5'-二异丙基-2,2'-二甲基-[1,1'-联苯]
• Synthesis of halogenated derivatives of thymol and their antimicrobial activities
  作者：Ranjeet Kaur、Mahendra P. Darokar、Sunil Kumar Chattopadhyay、Vinay Krishna、Ateeque Ahmad

  DOI：10.1007/s00044-013-0809-8

  日期：2014.5

  In order to test the antibacterial and antifungal activities of different halogenated thymol derivatives, thymol has been converted into chlorothymol, dichlorothymol with N-chlorosuccinimide; monobromothymol, dibromothymol with N-bromosuccinimide; O-methylated iodothymol with ceric ammonium nitrate and iodine from methylated thymol. Among the different derivatives tested, 4-chlorothymol was found to be most active against Staphylococcus aureus and Staphylococcus epidermis at a concentration of 12.5 and 25 ppm, respectively. Also it was tested to be active against Candida albicans (AI).