2-chloro-9-methylanthracene | 27532-77-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2-chloro-9-methylanthracene
• 英文别名: 2-chloro-9-methyl-anthracene；2-Chlor-9-methyl-anthracen
• CAS: 27532-77-0
• 化学式: C₁₅H₁₁Cl
• 分子量: 226.705
• InChiKey: DRMYNNSOSYRICA-UHFFFAOYSA-N

物化性质

• 熔点：
  84 °C
• 沸点：
  385.0±11.0 °C(Predicted)
• 密度：
  1.219±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2-chloro-9-methylanthracene 在 copper dichloride 作用下， 以 氯苯 为溶剂， 反应 2.0h， 生成 2,10-dichloro-9-methylanthracene
  参考文献：
  名称：

  Alcorn, William C.; Cromarty, Fiona M.; Flood, James, Journal of Chemical Research, Miniprint, 1980, # 3, p. 1620 - 1642

  摘要：

  DOI：
• 作为产物：
  描述：

  (2-bromophenyl)(4-chlorophenyl)methanol 在 bismuth(lll) trifluoromethanesulfonate 、 三乙基硅烷 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 potassium carbonate 、 N,N-二异丙基乙胺 、 三苯基膦 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 、 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 10.5h， 生成 2-chloro-9-methylanthracene
  参考文献：
  名称：

  邻炔基二芳基甲烷的环异构化反应铋催化蒽的合成

  摘要：

  在这项研究中，蒽利用一种新颖的方法从邻-炔基二芳基甲烷中高效合成，该方法利用了Bi（OTf）3作为催化剂与三氟乙酸（TFA）的协同作用。通过该反应，我们在温和条件下实现了快速高效合成具有各种官能团的蒽。

  DOI：

  10.1016/j.tetlet.2015.10.111

文献信息

• 비스무트 촉매를 이용한 안트라센 유도체의 제조방법
  申请人：KNU-Industry Cooperation Foundation 강원대학교산학협력단(220040088571) BRN ▼221-82-10213

  公开号：KR101546374B1

  公开（公告）日：2015-08-24

  본 발명은 비스무트 촉매를 이용한 안트라센 유도체의 제조방법에 관한 것으로, 비스무트 촉매 및 산 첨가제를 이용하여 간단하고 효율적으로 안트라센 유도체를 제조방법에 관한 것이다. 상기 제조방법은 비스무트 촉매 및 산 첨가제를 사용함에 따라 짧은 시간에 고수율로 목적물질을 얻을 수 있고, 이때 제조된 안트라센 유도체는 의약품 및 농약을 포함하는 정밀화학 중간체 및 광학 성질을 가지는 다양한 고분자 물질의 합성에 이용될 수 있다.

  This invention relates to a method for producing anthracene derivatives using bismuth catalysts, wherein the method utilizes bismuth catalysts and acid additives to efficiently produce anthracene derivatives. The production method allows for obtaining the target material at a high yield in a short time by using bismuth catalysts and acid additives. The anthracene derivatives produced by this method can be used in the synthesis of various high molecular substances with precise chemical properties, including pharmaceuticals, pesticides, and optical properties.
• Reactions of copper(II) halides with aromatic compounds—XI
  作者：J.M. Mancilla、D.C. Nonhebel、J.A. Russell

  DOI：10.1016/0040-4020(75)80155-4

  日期：1975.1

  9-Alkyl and 9-arylanthracenes react with copper(II) bromide in methanol to give 10-alkyl (or aryl)-10-methoxyanthrones as the major product. 9-Methylanthracene additionally affords 10-methoxy-10-methoxymethylanthrone. The formation of all these products can be interpreted in terms of an initial electron-transfer oxidation of the aromatic moiety to the radical cation.

  9-烷基和9-芳基蒽与甲醇中的溴化铜（II）反应生成主要产物10-烷基（或芳基）-10-甲氧基蒽。9-甲基蒽另外提供10-甲氧基-10-甲氧基甲基蒽。所有这些产物的形成可以根据芳族部分向自由基阳离子的初始电子转移氧化来解释。
• Barnett; Wiltshire, Journal of the Chemical Society, 1928, p. 1823
  作者：Barnett、Wiltshire

  DOI：——

  日期：——
• Synthesis and photophysical properties of a 2,2′-bianthracene-based receptor bearing two aza-15-crown-5 ethers for naked-eye detection of barium ion
  作者：Shin-ichi Kondo、Takuya Takahashi、Yuji Takiguchi、Masafumi Unno

  DOI：10.1016/j.tetlet.2010.11.091

  日期：2011.1

  As a novel chromofluorophore, 9,9'-dimethyl-2,2'-bianthracene 3 has been successfully synthesized by reductive coupling of 2-chloro-9-methylanthracene. Absorbance and fluorescence maxima of 3 can be shifted to visible-region comparing to the former 2,2'-binaphthyl-based receptors. Receptor 2 bearing aza-15-crown-5 moieties via methylene spacer provides selective UV-vis and fluorescence responses for Ba2+ due to the restriction of the conformational change through the formation of an intramolecular sandwich-complex by two azacrown ethers, resulting in the presence of Ba2+ that can be detected by naked eye in aqueous acetonitrile. (c) 2010 Elsevier Ltd. All rights reserved.