6,8-di-tert-butyl-2,2-dimethyl-3,4-dihydro-2H-chromene | 1365030-70-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 6,8-di-tert-butyl-2,2-dimethyl-3,4-dihydro-2H-chromene
• 英文别名: 6,8-di-tert-butyl-2,2-dimethylchroman；6,8-Ditert-butyl-2,2-dimethyl-3,4-dihydrochromene；6,8-ditert-butyl-2,2-dimethyl-3,4-dihydrochromene
• CAS: 1365030-70-1
• 化学式: C₁₉H₃₀O
• 分子量: 274.447
• InChiKey: HDRUVNBUBVWTSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 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：

  2,4-二叔丁基苯酚 、 异戊烯醇 在 [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I) (2:1) toluene adduct 作用下， 以 甲苯 为溶剂， 反应 42.0h， 以78%的产率得到6,8-di-tert-butyl-2,2-dimethyl-3,4-dihydro-2H-chromene
  参考文献：
  名称：

  使用烯丙醇和酚类金 (I) 催化一锅法合成色满。

  摘要：

  烯丙醇和酚的金 (I) 催化反应通过一锅 Friedel-Crafts 烯丙基化/分子内加氢烷氧基化序列区域选择性地产生色满。该反应温和、实用且可耐受苯酚上的多种取代基。

  DOI：

  10.3762/bjoc.9.209

文献信息

• Redox potentials, laccase oxidation, and antilarval activities of substituted phenols
  作者：Keshar Prasain、Thi D.T. Nguyen、Maureen J. Gorman、Lydia M. Barrigan、Zeyu Peng、Michael R. Kanost、Lateef U. Syed、Jun Li、Kun Yan Zhu、Duy H. Hua

  DOI：10.1016/j.bmc.2012.01.021

  日期：2012.3

  Laccases are copper-containing oxidases that are involved in sclerotization of the cuticle of mosquitoes and other insects. Oxidation of exogenous compounds by insect laccases may have the potential to produce reactive species toxic to insects. We investigated two classes of substituted phenolic compounds, halogenated di- and trihydroxybenzenes and substituted di-tert-butylphenols, on redox potential, oxidation by laccase and effects on mosquito larval growth. An inverse correlation between the oxidation potentials and laccase activity of halogenated hydroxybenzenes was found. Substituted di-tert-butylphenols however were found to impact mosquito larval growth and survival. In particular, 2,4-di-tert-butyl-6-(3-methyl-2-butenyl)phenol (15) caused greater than 98% mortality of Anopheles gambiae larvae in a concentration of 180 nM, whereas 2-(3,5-di-tert-butyl-4-hydroxyphenyl)-2-methylpropanal oxime (13) and 6,8-di-tert-butyl-2,2-dimethyl-3,4-dihydro-2H-chromene (33) caused 93% and 92% mortalities in concentrations of 3.4 and 3.7 mu M, respectively. Larvae treated with di-tert-butylphenolic compounds died just before pupation. (C) 2012 Elsevier Ltd. All rights reserved.
• Gold(I)-catalysed one-pot synthesis of chromans using allylic alcohols and phenols
  作者：Eloi Coutant、Paul C Young、Graeme Barker、Ai-Lan Lee

  DOI：10.3762/bjoc.9.209

  日期：——

  A gold(I)-catalysed reaction of allylic alcohols and phenols produces chromans regioselectively via a one-pot Friedel-Crafts allylation/intramolecular hydroalkoxylation sequence. The reaction is mild, practical and tolerant of a wide variety of substituents on the phenol.

  烯丙醇和酚的金 (I) 催化反应通过一锅 Friedel-Crafts 烯丙基化/分子内加氢烷氧基化序列区域选择性地产生色满。该反应温和、实用且可耐受苯酚上的多种取代基。