2-methoxy-6-(Z)-propenylphenol | 29275-82-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-methoxy-6-(Z)-propenylphenol
• 英文别名: cis-o-Isoeugenol；2-Methoxy-6-propenyl-phenol；2-methoxy-6-[(Z)-prop-1-enyl]phenol
• CAS: 29275-82-9
• 化学式: C₁₀H₁₂O₂
• 分子量: 164.204
• InChiKey: GRZNDCXMPLQWIH-HYXAFXHYSA-N

物化性质

• 沸点：
  268.1±20.0 °C(Predicted)
• 密度：
  1.074±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-烯丙基苯甲醚 在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 反应 5.0h， 生成 2-methoxy-6-(Z)-propenylphenol 、 2-methoxy-6-[(E)-1-propenyl]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

• A concise synthesis of carpanone using solid-supported reagents and scavengers
  作者：Ian R. Baxendale、Ai-Lan Lee、Steven V. Ley

  DOI：10.1039/b203388g

  日期：2002.8.8

  Polymer-supported reagents have been applied to the synthesis of the natural product carpanone resulting in a clean and efficient synthesis without the requirement for conventional purification techniques. A new polymer-supported transition metal isomerisation catalyst is also reported.

  聚合物辅助试剂已用于天然产物的合成 甲酮 无需常规操作即可进行清洁高效的合成 纯化技术。一个新的聚合物支持的过渡金属异构化 催化剂 也有报道。
• BIO-OIL PRESERVATIVES
  申请人：Ensyn Technologies Inc.

  公开号：EP1124671B1

  公开（公告）日：2007-07-25
• Method of extracting qualitative and quantitative information from mixtures
  申请人：Chau Foo-tim

  公开号：US20080319681A1

  公开（公告）日：2008-12-25

  The present invention relates to methods for extracting qualitative and quantitative information from natural ingredient mixtures, utilizing two or more data sets and newly developed chemometric method known as improved alternative moving window factor analysis (IAMWFA).
• [EN] IMPROVER FOR VISBREAKING AND PROCESS FOR CO-VISBREAKING TO COAL TAR OR BIO-OIL CONTAINING THE SAME AND HEAVY OIL<br/>[FR] AMÉLIORANT POUR LA RÉDUCTION DE VISCOSITÉ ET PROCÉDÉ POUR LA CO-RÉDUCTION DE VISCOSITÉ DE GOUDRON DE HOUILLE OU D'HUILES BIOLOGIQUES EN CONTENANT ET D'HUILE LOURDE
  申请人：SHENHUA GROUP CORP LTD

  公开号：WO2013091451A1

  公开（公告）日：2013-06-27

  Disclosed is an improver for vis - breaking processing containing organic oxygen functional groups, such as carbonyl group [-C(O)-]; ether group [R-O-R']; aldehyde group [-CHO]; ketone group [R-C(O)-R']; quinine group [C6H4O2]; furan group [C4H4O] and/or any substituted derivative of furan and quinine, wherein R and R' independently are alkyl radicals or other organic groups respectively, as well as a process for co-vis breaking to coal tar or bio-oil containing the above organic oxygen functional groups and heavy oil.
• Boosting effect of ortho- propenyl substituent on the antioxidant activity of natural phenols
  作者：Clémentine Marteau、Romain Guitard、Christophe Penverne、Dominique Favier、Véronique Nardello-Rataj、Jean-Marie Aubry

  DOI：10.1016/j.foodchem.2015.09.007

  日期：2016.4

  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.