2-(3-bromophenyl)propanal | 59452-90-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(3-bromophenyl)propanal
• 英文别名: α-(3-bromophenyl)propionaldehyde
• CAS: 59452-90-3
• 化学式: C₉H₉BrO
• mdl: MFCD18908978
• 分子量: 213.074
• InChiKey: TXYJSKCUTXIIGJ-UHFFFAOYSA-N

物化性质

• 沸点：
  266.7±15.0 °C(Predicted)
• 密度：
  1.392±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2913000090

反应信息

• 作为反应物：
  描述：

  2-(3-bromophenyl)propanal 在 氢氧化钾 、 sodium borohydrid 作用下， 以 甲醇 、 正己烷 为溶剂， 生成 2-(3-bromophenyl)-propanol
  参考文献：
  名称：

  Anti-asthmatic, anti-allergic, anti-cholinergic, bronchodilator and

  摘要：

  1-[(3-或4-苯甲酰苯基)-较低烷基]-[(CH.sub.2).sub.n --N.dbd.B]-取代哌啶类化合物，可用作抗哮喘、抗过敏、抗胆碱能、支气管扩张剂和抗炎药物，通过将合适的取代哌啶与(3-或4-苯甲酰苯基)-较低烷基卤代物或对甲苯磺酸酯烷基化而制备；通过将1-[2-(3-或4-锂苯基)-较低烷基]-[(CH.sub.2).sub.n --N.dbd.B]-取代哌啶与苯甲腈反应，水解得到相应的苯并咪唑化合物；或通过还原1-[.alpha.-(3-或4-苯甲酰苯基)-较低烷酰基]-[(CH.sub.2).sub.n --N.dbd.B]-取代哌啶来制备。类似的羟基甲醇类化合物通过将酮还原为相应的羟基甲醇，使用碱金属硼氢化物来实现。

  公开号：

  US04339576A1
• 作为产物：
  描述：

  1-溴-3-(丙-1-烯-2-基)苯 在 [Pd₂H₂(dippp)₃](TfO)₂ 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 2-(3-bromophenyl)propanal
  参考文献：
  名称：

  Isomerization of Terminal Epoxides by a [Pd–H] Catalyst: A Combined Experimental and Theoretical Mechanistic Study

  摘要：

  An unusual palladium hydride complex has been shown to be a competent catalyst in the isomerization of a variety of terminal and internal epoxides. The reaction displayed broad scope and synthetic utility. Experimental and theoretical evidence are provided for an unprecedented hydride mechanism characterized by two distinct enantio-determining steps. These results hold promise for the development of an enantioselective variant of the reaction.

  DOI：

  10.1021/ja400325w

文献信息

• Vinylamine—XX
  作者：H. Ahlbrecht、W. Funk、M.Th. Reiner

  DOI：10.1016/0040-4020(76)80066-x

  日期：1976.1

  Substituted 2-aryl-propionaldehydes tautomerize in dimethyl sulfoxide to the corresponding enoles. The ratio of the tautomers can be described by Hammett σ-values, as in the case of imin-enamine-tautomeric 2-aryl-propionaldehyde methylimines. This is the first example of a linear free energy relationship between the two forms of tautomerism.

  取代的2-芳基-丙醛在二甲基亚砜中互变异构成相应的烯醇。如在亚胺-烯胺-互变异构体2-芳基-丙醛甲基亚胺的情况下，互变异构体的比率可以由哈米特σ值描述。这是互变异构的两种形式之间线性自由能关系的第一个例子。
• 4-[[3-[.alpha.-Aminobenzyl]phenyl]methyl]morpholine and
  申请人：Sterling Drug Inc.

  公开号：US04308382A1

  公开（公告）日：1981-12-29

  N-2, 3- and 4-[R.sub.1 -(phenyl)-C(=X)]-phenyl-lower-alkyl}amines, useful as anti-inflammatory agents, are prepared either by reduction of 2-, 3- or 4-[R.sub.1 -(phenyl)-CO]-phenyl-lower-alkanoylamines, which are also useful as anti-inflammatory agents; by benzoylating a phenyl-lower-alkylamine; by reaction of a 2-, 3- or 4-lithiophenyl-lower-alkylamine with a R.sub.1 -(phenyl)-carboxaldehyde, a R.sub.1 -(phenyl)-lower-alkyl ketone or a R.sub.1 -(phenyl)-carbonitrile; by reaction of a 2-, 3- or 4-[R.sub.1 -(phenyl)-CO]-phenyl-lower-alkyl tosylate with an appropriate amine; or by transformations involving manipulations of a carbonyl or carbinol group.

  N-2, 3-和4-[R1-(苯基)-C(=X)]-苯基-低碳烷基}胺，作为抗炎药很有用，可以通过还原2-, 3-或4-[R1-(苯基)-CO]-苯基-低碳烷酰胺来制备，这些低碳烷酰胺作为抗炎药也很有效；通过苯甲酰化苯基-低碳烷基胺；通过与R1-(苯基)-甲酰甲醛、R1-(苯基)-低碳烷基酮或R1-(苯基)-腈的2-, 3-或4-锂苯基-低碳烷基胺反应；通过与适当胺的2-, 3-或4-[R1-(苯基)-CO]-苯基-低碳烷基甲磺酸酯反应；或者通过涉及羰基或甲醇基团操纵的转化来制备。
• Synthesis of rac-<mml:math xmlns:mml="http://www.w3.org/1998/Math/MathML" altimg="si1.svg"><mml:mi>α</mml:mi></mml:math>-aryl propionaldehydes via branched-selective hydroformylation of terminal arylalkenes using water-soluble Rh-PNP catalyst
  作者：Peng Gao、Miaolin Ke、Tong Ru、Guanfeng Liang、Fen-Er Chen

  DOI：10.1016/j.cclet.2021.07.068

  日期：2022.2

  the substitute on phenyl ring of ligands. These ligands were incorporated into water-soluble rhodium-PNP complex catalysts that were used to regioselective hydroformylation of a series of terminal arylalkenes, providing efficient access to rac-α-aryl propionaldehydes in good to excellent yield (up to 97%) and branched-regioselectivity (up to 40:1 b/l ratio). Furthermore, gram-scale and diverse synthetic

  这项工作详细介绍了一类水溶性 PNP 配体的制备，这些配体因配体苯环上取代物的性质而异。这些配体被掺入水溶性铑-PNP络合物催化剂中，用于一系列末端芳基烯烃的区域选择性加氢甲酰化，从而以良好至极好的收率（高达 97%）和支链-区域选择性（高达 40:1 b / l比率）。此外，克级和多样化的合成转化证明了该方法在非甾体抗炎药中的合成应用。
• Copper-Catalyzed Vinylogous Aerobic Oxidation of Unsaturated Compounds with Air
  作者：Hai-Jun Zhang、Alexander W. Schuppe、Shi-Tao Pan、Jin-Xiang Chen、Bo-Ran Wang、Timothy R. Newhouse、Liang Yin

  DOI：10.1021/jacs.8b01886

  日期：2018.4.18

  A mild and operationally simple copper-catalyzed vinylogous aerobic oxidation of β,γ- and α,β-unsaturated esters is described. This method features good yields, broad substrate scope, excellent chemo- and regioselectivity, and good functional group tolerance. This method is additionally capable of oxidizing β,γ- and α,β-unsaturated aldehydes, ketones, amides, nitriles, and sulfones. Furthermore, the

  描述了一种温和且操作简单的铜催化乙烯基有氧氧化 β,γ-和 α,β-不饱和酯。该方法具有收率好、底物范围广、化学选择性和区域选择性好、官能团耐受性好等特点。该方法还能够氧化β,γ-和α,β-不饱和醛、酮、酰胺、腈和砜。此外，本催化体系适用于双乙烯基和三乙烯基氧化。发现四甲基胍 (TMG) 作为碱的作用至关重要，但我们也推测它可以作为三氟甲磺酸铜 (II) 的配体来生产活性铜​​ (II) 催化剂。进行的机械实验表明，通过烯丙基铜 (II) 物质存在一个合理的反应途径。最后，
• Intermediates for preparing anti-inflammatory phenyl-lower-alkylamines
  申请人：Sterling Drug Inc.

  公开号：US04216326A1

  公开（公告）日：1980-08-05

  N-3- and 4-[R.sub.1 -(phenyl)-C(.dbd.X)]-phenyl-lower-alkyl}amines, useful as anti-inflammatory agents, are prepared either by reduction of 3- or 4-[R.sub.1 -(phenyl)-CO]-phenyl-lower-alkanoylamines, which are also useful as anti-inflammatory agents; by benzoylating a phenyl-lower-alkylamine; by reaction of a 3- or 4-lithiophenyl-lower-alkylamine with a R.sub.1 -(phenyl)-carboxaldehyde, a R.sub.1 -(phenyl)-lower-alkyl ketone or a R.sub.1 -(phenyl)-carbonitrile or by transformations involving manipulations of a carbonyl or carbinol group.

  N-3-和4-[R1-(苯基)-C(=X)]-苯基-低碳烷基}胺，作为抗炎药有效，可以通过还原3-或4-[R1-(苯基)-CO]-苯基-低碳烷酰胺制备，后者也作为抗炎药有效；通过苯甲酰化苯基-低碳烷基胺；通过与R1-(苯基)-甲醛、R1-(苯基)-低碳烷基酮或R1-(苯基)-腈的3-或4-锂苯基-低碳烷基胺反应，或者通过涉及羰基或甲醇基团操纵的转化来制备。