2,2-Dibromo-1-(4-fluorophenyl)butan-1-one | 442915-84-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2-Dibromo-1-(4-fluorophenyl)butan-1-one
• CAS: 442915-84-6
• 化学式: C₁₀H₉Br₂FO
• 分子量: 323.987
• InChiKey: HJIYSRPMDCLTCW-UHFFFAOYSA-N

物化性质

• 沸点：
  303.8±27.0 °C(Predicted)
• 密度：
  1.755±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl 3-oxo-3H-benzo[f]chromene-2-carboxylate 、 2,2-Dibromo-1-(4-fluorophenyl)butan-1-one 在 锌 作用下， 以 乙醚 、 乙酸乙酯 、 六甲基磷酰三胺 为溶剂， 反应 0.83h， 以79%的产率得到
  参考文献：
  名称：

  Reactions of Zinc Enolates of Substituted 1-Aryl-2,2-dibromobutanones with Alkyl Esters of 3-Oxo-3H-benzo[f]chromene-2-carboxylic Acid

  摘要：

  Zinc enolates derived from substituted 1-aryl-2,2-dibromobutanones react with alkyl 3-oxo-3H-benzo[f]chromene-2-carboxylates to form alkyl 1-aroyl-1-ethyl-2-oxo-1,9c-dihydro-3-oxacyclopropa[c]phenanthrene-la-carboxylate as a single geometric isomer.

  DOI：

  10.1023/b:rugc.0000042431.01715.29

文献信息

• Cyclopropanation of 3-(2-Oxo-2H-chromen-3-yl-carbonyl)-2H-chromen-2-one with Zinc Enolates Derived from 1-Aryl-2,2-dibromoalkanones
  作者：V. V. Shchepin、N. Yu. Russkikh、D. V. Uzun、P. S. Silaichev

  DOI：10.1007/s11178-005-0135-9

  日期：2005.1

  Zinc enolates derived from 1-aryl-2,2-dibromoalkanones react with 3-(2-oxo-2H-chromen-3-ylcarbonyl)-2H-chromen-2-one to give 1-alkyl-1-aroyl-1a-(2-oxo-2H-chromen-3-ylcarbonyl)-1a, 7b-dihydrocyclopropa[c]-chromen-2(1H)-ones as a single stereoisomer.

  衍生自 1-芳基-2,2-二溴烷酮的烯醇锌与 3-(2-氧代-2H-苯并吡喃-3-基羰基)-2H-苯并吡喃-2-酮反应，得到 1-烷基-1-芳酰基-1a- (2-氧代-2H-苯并-3-基羰基)-1a, 7b-二氢环丙[c]-苯并-2(1H)-酮作为单一立体异构体。
• Cyclopropanation of Alkyl and Aryl 3-Aryl-2-cyanopropenoates with Bromine-containing Zinc Enolates Obtained from 1-Aryl-2,2-dibromoalkanones and Zinc
  作者：V. V. Shchepin、P. S. Silaichev、M. I. Vakhrin

  DOI：10.1007/s11178-006-0004-1

  日期：2005.11

  Zinc enolates prepared from 1-aryl-2,2-dibromoalkanones and zinc react with alkyl and aryl 3-aryl-2-cyanopropenoates affording alkyl and aryl 2-alkyl-3-aryl-2-aroyl-1-cyanocyclopropane-1-carboxylates.

  由1-芳基-2,2-二溴代烷酮和锌制备的锌烯醇化物与烷基和芳基3-芳基-2-氰基丙烯酸酯反应，生成烷基和芳基2-烷基-3-芳基-2-酰基-1-氰基环丙烷-1-羧酸酯。
• Cyclopropanation of N-substituted 3-aryl-2-cyanoprop-2-enamides and derivatives of 5,5-Dimethyl-2-oxo-2,5-dihydrofuran-3-carboxylic acid and 2-oxochromene-3-carboxylic acid with bromine-containing zinc enolates
  作者：V. V. Shchepin、P. S. Silaichev、Yu. G. Stepanyan、M. M. Kalyuzhnyi、N. Yu. Russkikh、M. I. Kodess

  DOI：10.1134/s1070428006070086

  日期：2006.7

  Zinc enolates derived from 1-aryl-2,2-dibromoalkanones react with N-substituted 3-aryl-2-cyanoprop-2-enamides and 5,5-dimethyl-2-oxo-2,5-dihydrofuran-3-carboxylic and 2-oxochromene-3-carboxylic acid derivatives to give, respectively, N-substituted 2-alkyl-3-aryt-2-aroyl-1-cyanocyclopropane-1-carboxamides, 6-(4-bromobenzoyi)-4,4,6-trimethyl-2-oxo-3-oxabicyclo[3.1.0]hexane-1-carboxylic acid ethyl ester and morpholide, and 1-alkyl-1-aroyl-2-oxo-1a,7b-dihydrocyclopropa[c]chromene-1a-carboxylic acids as a single geometric isomer. Treatment of 1-alkyl-1-aroyl-2-oxo-1a,7b-dihydrocyclopropa[c]chromene-la-carboxylic acids with carboxylic acid anhydrides leads to the formation of the corresponding 9c-alkyl-1-aryl-3,4-dioxo-9b,9c-dihydro-2,5-dioxacyclopenta[2,3]cyclopropa[1,2-a]naphthalen-1-yl carboxylates.
• Reactions of Zinc Enolates Derived from 1-Aryl-2,2-dibromoalkanones with 3-Acetyl-6-bromochromen-2-one
  作者：V. V. Shchepin、N. Yu. Russkikh、M. M. Kalyuzhnyi、R. V. Shchepin、M. I. Vakhrin

  DOI：10.1023/b:rujo.0000010220.65145.00

  日期：2003.9

  Zinc enolates derived from substituted 1-aryl-2,2-dibromoalkanones react with 3-acetyl-6-bromo-chromen-2-one to give 1a-acetyl-l-alkyl-l-aroyl-6-bromo-la,7b-dihydro-1H-cyclopropa[c]chromen-2-ones as a single stereoisomer.
• ——
  作者：V. V. Shchepin、M. M. Kalygnii、R. V. Shchepin

  DOI：10.1023/a:1013818115007

  日期：——