2-bromo-2-methyl-1-(4-nitrophenyl)propan-1-one | 42009-04-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-bromo-2-methyl-1-(4-nitrophenyl)propan-1-one
• 英文别名: α-bromo-p-nitroisobutyrophenone
• CAS: 42009-04-1
• 化学式: C₁₀H₁₀BrNO₃
• 分子量: 272.098
• InChiKey: LKHOUSMDPKFMMF-UHFFFAOYSA-N

物化性质

• 熔点：
  59-60 °C
• 沸点：
  335.9±17.0 °C(Predicted)
• 密度：
  1.519±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4-甲氧基苯基)-二甲胺 、 2-bromo-2-methyl-1-(4-nitrophenyl)propan-1-one 在 tris-(2,2'-bipyridine)ruthenium(II) chloride 、 sodium acetate 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以92%的产率得到2-(2-(dimethylamino)-5-methoxyphenyl)-2-methyl-1-(4-nitrophenyl)propan-1-one
  参考文献：
  名称：

  可见光光氧化还原催化诱导的苯胺衍生物分子间CH键季烷基化反应

  摘要：

  用可见光催化方法报道了苯胺衍生物与α-溴代酮的分子间直接CH烷基化反应，以建立一个季碳中心。该反应以良好或优异的产率覆盖了各种官能团。观察到有利于胺基邻位的区域选择性，并用Fukui指数和光谱法研究。

  DOI：

  10.1021/acs.orglett.6b02179
• 作为产物：
  描述：

  2-甲基-1-(4-硝基苯基)丙烷-1-酮 在 溴 作用下， 以 四氯化碳 为溶剂， 以95%的产率得到2-bromo-2-methyl-1-(4-nitrophenyl)propan-1-one
  参考文献：
  名称：

  电子转移过程。34. α-卤代酮与亲核试剂的反应

  摘要：

  关于对硝基苯甲酰氯苯甲酰氯苯甲酰苯甲酰氯的研究反应，衍生二甲基-1,1 avec divers 亲核试剂

  DOI：

  10.1021/ja00294a050

文献信息

• Alkylation of Nitrile Anions by Tertiary .alpha.-Halo Ketones and Nitriles
  作者：Francisco Ros、Jose de la Rosa、Juan Enfedaque

  DOI：10.1021/jo00122a018

  日期：1995.9

  Potassium salts of nitriles bearing carbethoxy, cyano, or phenyl groups at the alpha carbon [(RR'CCN)K:R' = CO(2)Et, CN, Ph] react with tertiary alpha-halo ketones and nitriles (1-5) in DMSO or HMPA to provide the alkylated beta-keto- or beta-cyano-beta,beta-dialkyl nitriles 6-10 in useful yields. (PhCHCN)(-) undergoes cyclization with p-XC(6)H(4)COCCl(CH3)(2) to produce 2(5H)-furanone 11. Reaction of (Ph(2)CCN)(-) with PhCOCCl(CH3)(2) affords the hydrolyzed ketone 12a and recovered carbon acid, while the anion undergoes oxidative dimerization to NCCPh(2)CPh(2)CN with p-O2NC6H4COCCl(CH3)(2) with concomitant formation of the reduced ketone p-O2NC6H4COCH(CH3)(2) and the hydrolyzed ketone 12b. The alkylations of [NCC(CH3)CO(2)Et](-) and [NCC(CH3)CN](-) with p-O(2)NC(6)H(4)COCX(CH3)(2) take place by the S(RN)1-process.
• Effects of anti-ecdysteroid azole analogues of metyrapone on the larval development of the fleshfly,<i>Neobellieria bullata</i>
  作者：Iván Bélai、Béla Darvas、Krisztina Bauer、Mahmoud H. Tag El-Din

  DOI：10.1002/ps.2780440304

  日期：1995.7

  AbstractBased on our previous finding that PIM (phenyl‐imidazolyl‐metyra‐pon; 2‐(1‐imidazolyl)‐2‐methyl‐1‐phenylpropan‐1‐one, 1) is a strong inhibitor of ecdysone 20‐monooxygenase (IC50 = 7.89 × 10−7 M) from the fleshfly, Neobellieria bullata (Parker) and has also a good toxic action in vivo against this insect, 17 imidazole and 1,2,4‐triazole analogues of metyrapone were synthesized and evaluated for their action against N. bullata larvae in terms of toxicity, length of larval development, weight of the puparium as well as special symptoms, i.e. malformations of the anterior and posterior spiracles, and of the mandibles. The introduction of p‐methoxy (LC50 = 49 mg kg−1 in diet) or p‐chloro (LC50 = 97 mg kg−1) substituents on the benzene ring of PIM resulted in a significant increase in toxicity compared to that of metyrapone (LC50 = 561 mg kg−1) and PIM (LC50 = 148 mg kg−1). The hybridization state of the carbon atom adjacent to the benzene ring was not an important factor for toxicity because the acetoxy derivative (13) was almost as toxic as PIM. At least one methyl group was required on the carbon atom adjacent to the azole ring to maintain activity, while an ethyl group (4) enhanced the toxic effect. At the applied doses some compounds including metyrapone itself, extended the duration of the larval development. Only metyrapone and PIM decreased the puparium weight. Several derivatives induced lethal malformations of mandibles as well as the anterior and posterior spiracles.
• Reactions of nucleophiles with α-halo ketones
  作者：Glen A. Russell、Francisco Ros

  DOI：10.1021/ja00389a091

  日期：1982.12
• RUSSELL, G. A.;ROS, F., J. AMER. CHEM. SOC., 1982, 104, N 25, 7349-7351
  作者：RUSSELL, G. A.、ROS, F.

  DOI：——

  日期：——
• RUSSELL, G. A.;ROS, F., J. AMER. CHEM. SOC., 1985, 107, N 8, 2506-2511
  作者：RUSSELL, G. A.、ROS, F.

  DOI：——

  日期：——