2-Allyl-6-tert-butyl-4-methoxy-phenol | 131311-36-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-Allyl-6-tert-butyl-4-methoxy-phenol
• 英文别名: 2-allyl-4-methoxy-6-tert-butylphenol；2-Allyl-6-tert-butyl-4-methoxyphenol；2-tert-butyl-4-methoxy-6-prop-2-enylphenol
• CAS: 131311-36-9
• 化学式: C₁₄H₂₀O₂
• 分子量: 220.312
• InChiKey: LKGPJSPLXACFBX-UHFFFAOYSA-N

物化性质

• 沸点：
  305.9±30.0 °C(Predicted)
• 密度：
  0.988±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Allyl-6-tert-butyl-4-methoxy-phenol 在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以80%的产率得到
  参考文献：
  名称：

  Boosting effect of ortho- propenyl substituent on the antioxidant activity of natural phenols

  摘要：

  Seven new antioxidants derived from natural or synthetic phenols have been designed as alternatives to BHT and BHA antioxidants. Influence of various substituents at the ortho, meta and para positions of the aromatic core of phenols on the bond dissociation enthalpy of the ArO-H bond was evaluated using a DFT method B3LYP/6-311++G(2d,2p)//B3LYP/6-311G(d,p). This prediction highlighted the ortho-propenyl group as the best substituent to decrease the bond dissociation enthalpy (BDE) value. The rate constants of hydrogen transfer from these phenols to DPPH. radical in a non-polar and non-protic solvent have been measured and were found to be in agreement with the BDE calculations. For o-propenyl derivatives from 2-tert-butyl-4-methylphenol, BHA, creosol, isoeugenol and di-o-propenyl p-cresol, fewer radicals were trapped by a single phenol molecule, i.e. a lower stoichiometric number. Reaction mechanisms involving the evolution of the primary phenoxyl radical ArO are proposed to rationalise these effects. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.foodchem.2015.09.007
• 作为产物：
  描述：

  叔丁基对羟基茴香醚 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 14.0h， 生成 2-Allyl-6-tert-butyl-4-methoxy-phenol
  参考文献：
  名称：

  Boosting effect of ortho- propenyl substituent on the antioxidant activity of natural phenols

  摘要：

  Seven new antioxidants derived from natural or synthetic phenols have been designed as alternatives to BHT and BHA antioxidants. Influence of various substituents at the ortho, meta and para positions of the aromatic core of phenols on the bond dissociation enthalpy of the ArO-H bond was evaluated using a DFT method B3LYP/6-311++G(2d,2p)//B3LYP/6-311G(d,p). This prediction highlighted the ortho-propenyl group as the best substituent to decrease the bond dissociation enthalpy (BDE) value. The rate constants of hydrogen transfer from these phenols to DPPH. radical in a non-polar and non-protic solvent have been measured and were found to be in agreement with the BDE calculations. For o-propenyl derivatives from 2-tert-butyl-4-methylphenol, BHA, creosol, isoeugenol and di-o-propenyl p-cresol, fewer radicals were trapped by a single phenol molecule, i.e. a lower stoichiometric number. Reaction mechanisms involving the evolution of the primary phenoxyl radical ArO are proposed to rationalise these effects. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.foodchem.2015.09.007

文献信息

• [EN] DIHYDROBENZOFURANYL ALKANAMINE DERIVATIVES AS 5HT2C AGONISTS<br/>[FR] DERIVES DE DIHYDROBENZOFURANYLE ALCANAMINE SERVANT D'AGONISTES DE 5HT2C
  申请人：WYETH CORP

  公开号：WO2005044812A1

  公开（公告）日：2005-05-19

  Compounds of Formula (I) or pharmaceutically acceptable salts thereof are provided: Formula (I) which are agonists or partial agonists of the 2C subtype of brain serotonin receptors. The compounds, and compositions containing the compounds, can be used to treat a variety of central nervous system disorders such as schizophrenia.

  提供了化合物的公式(I)或其药用可接受的盐：公式(I)的化合物，它们是脑血清素受体2C亚型的激动剂或部分激动剂。这些化合物和含有这些化合物的组合物可用于治疗多种中枢神经系统疾病，如精神分裂症。
• Dihydrobenzofuranyl alkanamine derivatives and methods for using same
  申请人：Gross Laird Jonathan

  公开号：US20050261347A1

  公开（公告）日：2005-11-24

  Compounds of formula 2 or pharmaceutically acceptable salts thereof are provided: wherein each of R 1a , R 2a , R 3a , Ar, y, and m are as defined herein, which are agonists or partial agonists of the 2C subtype of brain serotonin receptors. The compounds, and compositions containing the compounds, are used to treat a variety of central nervous system disorders such as schizophrenia.

  提供了公式2或其药用盐的化合物：其中R1a、R2a、R3a、Ar、y和m的定义如下，它们是大脑5-羟色胺受体2C亚型的激动剂或部分激动剂。这些化合物及含有这些化合物的组合物用于治疗多种中枢神经系统疾病，如精神分裂症。
• Dihydrobenzofuranyl Alkanamine Derivatives and Methods for Using Same
  申请人：Gross Jonathan Laird

  公开号：US20090082434A1

  公开（公告）日：2009-03-26

  Compounds of Formula 1 or pharmaceutically acceptable salts thereof are provided: which are agonists or partial agonists of the 2C subtype of brain serotonin receptors. The compounds, and compositions containing the compounds, can be used to treat a variety of central nervous system disorders such as schizophrenia.

  提供了化学式1的化合物或其药学上可接受的盐：这些化合物是大脑血清素2C亚型的激动剂或部分激动剂。这些化合物和含有这些化合物的组合物可用于治疗多种中枢神经系统疾病，如精神分裂症。
• Propenyl derivatives of alkoxyphenols as antioxidants
  申请人：EASTMAN KODAK CO

  公开号：US02682474A1

  公开（公告）日：1954-06-29
• DIHYDROBENZOFURANYL ALKANAMINE DERIVATIVES AS 5HT2C AGONISTS
  申请人：Wyeth a Corporation of the State of Delaware

  公开号：EP1675840A1

  公开（公告）日：2006-07-05