(7-溴-2,3-二氢-1,4-苯并二噁英-6-基)(苯基)甲酮 | 159175-58-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (7-溴-2,3-二氢-1,4-苯并二噁英-6-基)(苯基)甲酮
• 英文名称: (7-Bromo-2,3-dihydro-1,4-benzodioxin-6-yl)(phenyl)methanone
• 英文别名: (6-bromo-2,3-dihydro-1,4-benzodioxin-7-yl)-phenylmethanone
• CAS: 159175-58-3
• 化学式: C₁₅H₁₁BrO₃
• mdl: MFCD00218836
• 分子量: 319.155
• InChiKey: FODLURNKDTZRPK-UHFFFAOYSA-N

物化性质

• 沸点：
  436.1±45.0 °C(Predicted)
• 密度：
  1.500±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.133
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (7-溴-2,3-二氢-1,4-苯并二噁英-6-基)(苯基)甲酮 在 硫酸 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 5,6-ethylenedioxy-3-hydroxy-3-phenylphthalimidine
  参考文献：
  名称：

  o-Acylbenzonitriles: Synthesis and Heterocyclization under Acid Hydrolysis of the Cyano Group

  摘要：

  2-Cyanobenzophenones were synthesized by reaction of 2-bromobenzophenones with copper(I) cyanide in DMF, and their transformations involving acid hydrolysis of the cyano group were studied. Reactions of o-benzoylbenzonitriles with trifluoroacetic acid in the presence or in the absence of sulfuric acid afforded 3-hydroxyphthalimidines in high yields. Under analogous conditions, benzonitriles having no acyl group in the ortho position were converted to the corresponding benzamides. 2-Cyanobenzophenones reacted with sulfuric acid in the absence of trifluoroacetic acid to give only substituted anthraquinones.

  DOI：

  10.1134/s1070428018030065
• 作为产物：
  描述：

  苯甲酰氯 、 6-溴-1,4-苯并恶烷 在 三氯化铝 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 以93%的产率得到(7-溴-2,3-二氢-1,4-苯并二噁英-6-基)(苯基)甲酮
  参考文献：
  名称：

  Synthesis and antiinflammatory activity of some new derivatives of 6-benzoyl-1,4-benzodioxane

  摘要：

  DOI：

  10.1007/bf02510046

文献信息

• Palladium catalyzed intramolecular nucleophilic addition of allylic species, generated from allene, to aryl aldehydes and ketones
  作者：Xinjie Gai、Ronald Grigg、Simon Collard、Jayne E. Muir

  DOI：10.1039/b005740l

  日期：——

  2-Haloaryl aldehydes and ketones react with allene (1 atm) in the presence of 2 mol% of a non-phosphine cyclopalladated catalyst to afford cyclopentenols and cyclohexenols via nucleophilic cyclisation of intermediate π-allylpalladium species. A possible mechanism for this unusual reactivity is suggested.

  2-卤代芳基醛和酮在 2 mol% 的非膦环钯催化剂存在下与丙二烯 (1 atm) 反应，通过中间体 π-烯丙基钯物质的亲核环化得到环戊烯醇和环己烯醇。提出了这种不寻常反应性的可能机制。
• Hydrochloric acid as an efficient catalyst for intermolecular condensation of alcohols. A simple and highly efficient synthesis of unsymmetrical ethers from benzylic alcohols and alkanols
  作者：S. S. Mochalov、A. N. Fedotov、E. V. Trofimova、N. S. Zefirov

  DOI：10.1134/s107042801509002x

  日期：2015.9

  Benzylic alcohols and diarylmethanols with electron-donating substituents in the aromatic ring reacted with aliphatic alcohols in the presence of a catalytic amount of HCl to give the corresponding alkyl arylmethyl ethers. The reactivity of diarylmethanols in the intermolecular dehydration depended on the nature of substituents in the aromatic rings and structure of aliphatic alcohol.
• Reductive Heterocyclization of 2-Cyanobenzophenones by the Action of NaBH4. New Efficient Synthesis of 3-Arylphthalides
  作者：S. S. Mochalov、A. N. Fedotov、E. V. Trofimova、N. S. Zefirov

  DOI：10.1134/s1070428018040085

  日期：2018.4

  The reduction of 2-cyclopropylcarbonyl-, 2-(thiophen-2-yl)carbonyl-, and 2-arylcarbonylbenzonitriles with sodium tetrahydridoborate afforded 3-cyclopropyl-, 3-(2-thiophen-2-yl)-, and 3-arylphthalides, respectively, in high yields. Under analogous conditions, 3-cyanobenzophenones were converted to the corresponding 3-cyanobenzhydrols.
• o-Acylbenzonitriles: Synthesis and Heterocyclization under Acid Hydrolysis of the Cyano Group
  作者：S. S. Mochalov、A. N. Fedotov、E. V. Trofimova、N. S. Zefirov

  DOI：10.1134/s1070428018030065

  日期：2018.3

  2-Cyanobenzophenones were synthesized by reaction of 2-bromobenzophenones with copper(I) cyanide in DMF, and their transformations involving acid hydrolysis of the cyano group were studied. Reactions of o-benzoylbenzonitriles with trifluoroacetic acid in the presence or in the absence of sulfuric acid afforded 3-hydroxyphthalimidines in high yields. Under analogous conditions, benzonitriles having no acyl group in the ortho position were converted to the corresponding benzamides. 2-Cyanobenzophenones reacted with sulfuric acid in the absence of trifluoroacetic acid to give only substituted anthraquinones.
• Synthesis and antiinflammatory activity of some new derivatives of 6-benzoyl-1,4-benzodioxane
  作者：L. K. Labanauskas、A. B. Brukshtus、P. G. Gaidelis、É. B. Udrenaite、V. K. Daukshas

  DOI：10.1007/bf02510046

  日期：1999.5