methyl-(12-methyl-benz[a]anthracen-5-yl)-ether | 60049-62-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: methyl-(12-methyl-benz[a]anthracen-5-yl)-ether
• 英文别名: Methyl-(12-methyl-benz[a]anthracen-5-yl)-aether；5-Methoxy-12-methyl-benz[a]anthracen；5-Methoxy-12-methylbenzanthracen；5-methoxy-12-methylbenzo[a]anthracene
• CAS: 60049-62-9
• 化学式: C₂₀H₁₆O
• 分子量: 272.346
• InChiKey: JEQQEDPKAASEBO-UHFFFAOYSA-N

物化性质

• 熔点：
  124-125 °C
• 沸点：
  481.5±14.0 °C(Predicted)
• 密度：
  1.173±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.46
• 重原子数：
  21.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

上下游信息

反应信息

• 作为反应物：
  描述：

  methyl-(12-methyl-benz[a]anthracen-5-yl)-ether 在 1,4-二氧六环 、 氢溴酸 作用下， 生成 (12-methyl-benz[a]anthracen-5-yl)-carbamic acid ethyl ester
  参考文献：
  名称：

  Isocyanates of 9-Methyl- and 9,10-Dimethyl-1,2-benzanthracene

  摘要：

  DOI：

  10.1021/ja01145a105
• 作为产物：
  描述：

  2-[1-(4-methoxy-[1]naphthyl)-ethyl]-benzoic acid 生成 methyl-(12-methyl-benz[a]anthracen-5-yl)-ether
  参考文献：
  名称：

  Isocyanates of 9-Methyl- and 9,10-Dimethyl-1,2-benzanthracene

  摘要：

  DOI：

  10.1021/ja01145a105

文献信息

• Human–computer interface design issues for a multi-cultural and multi-lingual English speaking country — Botswana
  作者：E.A Onibere、S Morgan、E.M Busang、D Mpoeleng

  DOI：10.1016/s0953-5438(00)00052-7

  日期：2001.4

  This paper reports on research carried out to determine whether a localised interface is preferred by users in a multi-cultural and multi-lingual country where a non-local language is nationally used,. We attempted to discover whether local symbols are more acceptable to users as icons and also whether the current phrases used in menus and icon descriptions are clearly understood by the various communities.A survey was conducted nation-wide among computer end-users in Botswana. The results indicate an overwhelming desire from users for a localised interface. However, there appears to be little need for localised icons and no agreement as to which language to use for text-based interfaces. (C) 2001 Elsevier Science B.V. All rights reserved.
• Sterically induced methoxyl migration on acid-catalyzed dehydration of K-region trans-dihydrodiol monomethyl ethers
  作者：Nashaat T. Nashed、Tata Venkata S. Rao、Donald M. Jerina

  DOI：10.1021/jo00075a030

  日期：1993.11

  The regioisomers of the trans-dihydrodiol monomethyl ethers (DME) at the K-regions of 4- and 7-methyl- and 7,12-dimethylbenz[a] anthracene, which possess a ring methyl substituent peri to the methoxyl group, react with BF3.etherate to form a single phenol and two regioisomeric phenol methyl ethers, one of which arises by migration of the methoxyl group. In contrast, for DME of benz[a]-anthracene and its 1-, 4-, 7-, 11- and 12-methyl- and 7,12-dimethyl-substituted derivatives where there is no peri methyl group, methoxyl migration does not occur, and thus only the phenol methyl ether resulting from loss of water is formed. These results are consistent with a mechanism in which the initially formed carbocation with a pseudoaxial methoxyl group must undergo either conformational change to align the bond of the leaving proton with the empty p-orbital prior to proton loss or migration of the methoxyl group to the adjacent carbocation via a cyclic oxonium ion. In the absence of a ring substituent peri to the methoxyl group, conformational change is faster than formation of the cyclic oxonium ion, and therefore migration of the methoxyl group does not occur. A methyl substituent peri to the methoxyl group raises the activation energy barrier for conformational isomerization due to adverse steric interaction between the two groups. Consequently, formation of the cyclic oxonium ion becomes competitive with conformational change. The resulting oxonium ion opens to the regioisomeric carbocation resulting in rearrangement. Formation of the cyclic oxonium ion in these reactions is analogous to the rapid internal return of the hydroxy carbocation intermediate to protonated epoxide that is thought to occur in the reactions of peri-methyl-substituted K-region arene oxides.