1-(4-bromophenyl)-3-methoxy-1-propanone | 137039-83-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-bromophenyl)-3-methoxy-1-propanone
• 英文别名: 1-(4-Bromophenyl)-3-methoxypropan-1-one
• CAS: 137039-83-9
• 化学式: C₁₀H₁₁BrO₂
• 分子量: 243.1
• InChiKey: RJJQKNYAALDLSU-UHFFFAOYSA-N

物化性质

• 沸点：
  317.9±27.0 °C(Predicted)
• 密度：
  1.377±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-bromophenyl)-3-methoxy-1-propanone 在 盐酸 、 溶剂黄146 、 zinc(II) iodide 作用下， 以 二氯甲烷 为溶剂， 反应 96.0h， 生成 2-(4-Bromophenyl)-2-hydroxy-4-methoxybutanamide
  参考文献：
  名称：

  Synthesis and muscarinic cholinergic receptor affinities of 3-quinuclidinyl .alpha.-(alkoxyalkyl)-.alpha.-aryl-.alpha.-hydroxyacetates

  摘要：

  Seven analogues of 3-quinuclidinyl benzilate (QNB) in which one phenyl ring was replaced by an alkoxyalkyl moiety were synthesized and their affinities for the muscarinic cholinergic receptor determined. An oxygen in the beta-position of the moiety was not well-tolerated. By contrast, an oxygen in the gamma-position did not change the affinity for the muscarinic receptor. However, when a bromine was placed on the remaining phenyl ring, the affinity was significantly reduced in striking contrast to results obtained on halogenation of QNB.

  DOI：

  10.1021/jm00114a006
• 作为产物：
  描述：

  1-(4-Bromophenyl)-3-methoxypropan-1-ol 在 铬酸 作用下， 生成 1-(4-bromophenyl)-3-methoxy-1-propanone
  参考文献：
  名称：

  Synthesis and muscarinic cholinergic receptor affinities of 3-quinuclidinyl .alpha.-(alkoxyalkyl)-.alpha.-aryl-.alpha.-hydroxyacetates

  摘要：

  Seven analogues of 3-quinuclidinyl benzilate (QNB) in which one phenyl ring was replaced by an alkoxyalkyl moiety were synthesized and their affinities for the muscarinic cholinergic receptor determined. An oxygen in the beta-position of the moiety was not well-tolerated. By contrast, an oxygen in the gamma-position did not change the affinity for the muscarinic receptor. However, when a bromine was placed on the remaining phenyl ring, the affinity was significantly reduced in striking contrast to results obtained on halogenation of QNB.

  DOI：

  10.1021/jm00114a006

文献信息

• Unveiling the Reactivity of Propargylic Hydroperoxides under Gold Catalysis
  作者：Benito Alcaide、Pedro Almendros、M. Teresa Quirós、Ramón López、María I. Menéndez、Aleksandra Sochacka-Ćwikła

  DOI：10.1021/ja3108966

  日期：2013.1.16

  Controlled gold-catalyzed reactions of primary and secondary propargylic hydroperoxides with a variety of nucleophiles including alcohols, phenols, 2-hydroxynaphthalene-1,4-dione, and indoles allow the direct and efficient synthesis of β-functionalized ketones. Moreover, the utility of some of the resulting products for the selective preparation of fused polycycles has been demonstrated. In addition

  伯和仲炔丙基氢过氧化物与各种亲核试剂（包括醇、酚、2-羟基萘-1,4-二酮和吲哚）的受控金催化反应允许直接有效地合成 β-官能化酮。此外，已经证明了一些所得产物用于选择性制备稠合多环的效用。此外，还进行了密度泛函理论 (DFT) 计算和 (18) O 标记实验，以深入了解炔丙基氢过氧化物与外部亲核试剂在金催化下的受控反应性的各个方面。
• Oxa-Michael addition promoted by the aqueous sodium carbonate
  作者：Shi-Huan Guo、Sheng-Zhu Xing、Shuai Mao、Ya-Ru Gao、Wen-Liang Chen、Yong-Qiang Wang

  DOI：10.1016/j.tetlet.2014.10.019

  日期：2014.12

  An efficient Michael addition of alcohols to activated alkenes promoted by sodium carbonate with water as reaction medium has been developed. The reaction provides a general, economical and environmentally friendly approach for the synthesis of beta-alkoxycarbonyl compounds. (C) 2014 Elsevier Ltd. All rights reserved.
• METHOD OF FLUORESCENT DETECTION OF NUCLEIC ACIDS AND CYTOSKELETON ELEMENTS USING BIS-DICATIONIC ARYL FURANS
  申请人：THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL

  公开号：EP0758453A1

  公开（公告）日：1997-02-19
• [EN] METHOD OF FLUORESCENT DETECTION OF NUCLEIC ACIDS AND CYTOSKELETON ELEMENTS USING BIS-DICATIONIC ARYL FURANS<br/>[FR] PROCEDE DE DETECTION FLUORESCENTE D'ACIDES NUCLEIQUES ET D'ELEMENTS DE CYTOSQUELETTES, AU MOYEN DE FURANNES ARYLIQUES BIS-DICATIONIQUES
  申请人：THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL

  公开号：WO1995030901A1

  公开（公告）日：1995-11-16

  (EN) Disclosed is a method of fluorescent detection of a nucleic acid. The method comprises contacting to the nucleic acid a bis-dicationic aryl furan compound, such as 2,5-bis[4-(4, 5, 6, 7-tetrahydro-1H-1,3-diazepin-2-yl)phenyl]furan; 2,5-bis[4-(N-isopropyl)amidino]phenyl}furan; and physiologically acceptable salts thereof, and exposing the nucleic acid to light at a frequency to induce fluorescence of the compound. A method for fluorescent detection of cytoskeleton elements, and novel bis-dicationic aryl furan compounds are also disclosed.(FR) Cette invention se rapporte à un procédé de détection fluorescente d'un acide nucléique. Ce procédé consiste à mettre en contact avec l'acide nucléique un composé de furanne arylique bis-dicationique, tel que 2,5-bis[4-(4,5,6,7-tétrahydro-1H-1,3-diazépine-2-yl)phényl]furanne; 2,5-bis[4-(N-isopropyl)amidino]phényl}furanne; et des sels physiologiquement acceptables de ce composé; puis à exposer cet acide nucléique à de la lumière à une fréquence propre à induire la fluorescence dudit composé. Un procédé de détection fluorescente d'éléments de cytosquelettes ainsi que de nouveaux composés de furannes aryliques bis-dicationiques sont également décrits.
• Synthesis and muscarinic cholinergic receptor affinities of 3-quinuclidinyl .alpha.-(alkoxyalkyl)-.alpha.-aryl-.alpha.-hydroxyacetates
  作者：Victor I. Cohen、Raymond E. Gibson、Linda H. Fan、Rosanna De la Cruz、Miriam S. Gitler、Erin Hariman、Richard C. Reba

  DOI：10.1021/jm00114a006

  日期：1991.10

  Seven analogues of 3-quinuclidinyl benzilate (QNB) in which one phenyl ring was replaced by an alkoxyalkyl moiety were synthesized and their affinities for the muscarinic cholinergic receptor determined. An oxygen in the beta-position of the moiety was not well-tolerated. By contrast, an oxygen in the gamma-position did not change the affinity for the muscarinic receptor. However, when a bromine was placed on the remaining phenyl ring, the affinity was significantly reduced in striking contrast to results obtained on halogenation of QNB.