2-(10-Bromdecyloxy)benzaldehyd | 344865-02-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(10-Bromdecyloxy)benzaldehyd
• 英文别名: 2-(10-bromodecyloxy)benzaldehyde；2-(10-bromodecoxy)benzaldehyde
• CAS: 344865-02-7
• 化学式: C₁₇H₂₅BrO₂
• 分子量: 341.288
• InChiKey: KOZONUZBUGRXGD-UHFFFAOYSA-N

物化性质

• 沸点：
  429.4±15.0 °C(Predicted)
• 密度：
  1.189±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.39
• 重原子数：
  20.0
• 可旋转键数：
  12.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-(10-Bromdecyloxy)benzaldehyd 在 sodium hydride 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 53.0h， 生成 (2E)-3-<2-<10-(2-Formylphenoxy)decyloxy>phenyl>-2-propensaeure-methylester
  参考文献：
  名称：

  Brokatzky-Geiger, Juergen; Eberbach, Wolfgang, Chemische Berichte, 1984, vol. 117, # 6, p. 2157 - 2192

  摘要：

  DOI：
• 作为产物：
  描述：

  水杨醛 、 1,10-二溴癸烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 2-(10-Bromdecyloxy)benzaldehyd
  参考文献：
  名称：

  苯并吡喃并吡唑及其大环化合物的“水上”级联合成

  摘要：

  本文报道了一种分子内1,3-偶极环加成策略，可作为“开瓶化学”方法在水介质中快速进入苯并吡喃并吡唑（BPP）。该原位生成的重氮功能在两步序列从合适的烷基化的水杨醛经受平滑[3 + 2] -环与未活化的炔烃/烯烃以良好的收率家具benzopyranopyrazoles。该方法也扩展了吡唑并入的大环的合成。这种涉及水介质的级联协议提供了一种原子经济且环境友好的方法。

  DOI：

  10.1016/j.tetlet.2018.03.013

文献信息

• Rhodium(<scp>ii</scp>) catalyzed synthesis of macrocycles incorporating oxindole via O–H/N–H insertion reactions
  作者：Sengodagounder Muthusamy、Thangaraju Karikalan

  DOI：10.1039/c4ob01671h

  日期：——

  an oxindole unit were synthesized in good yield via rhodium(II) acetate dimer catalyzed intramolecular O–H/N–H insertion reactions. Interestingly, synthesis of C2-symmetric macrocycles in moderate yield was also demonstrated via head to tail dimerization involving double intermolecular O–H insertion when the spacer length was decreased. The synthesis of chiral macrocycles was also delineated. This study

  通过乙酸铑（II）二聚体催化的分子内OH / N-H插入反应，可以高收率合成各种结合有吲哚单元的10到29元的氧杂氮杂大环。有趣的是，当间隔区长度减小时，通过头到尾二聚作用也涉及到了双分子间OH插入，从而证明了C 2对称大环化合物以中等产率合成。还描述了手性大环的合成。这项研究揭示了间隔物长度对与远程羟基/氨基的分子间或分子内插入反应的影响。
• Demonstration of 14–20-membered intramolecular carbonyl ylides: diastereoselective synthesis of macrocycles incorporating spiro-indolooxiranes
  作者：Sengodagounder Muthusamy、Thangaraju Karikalan、Eringathodi Suresh

  DOI：10.1016/j.tetlet.2011.02.052

  日期：2011.4

  A range of macrocycles (13-19-membered) possessing spiro-indolooxirane unit were synthesized with complete diastereoselectivity in good yield by the rhodium(II) acetate catalyzed reaction of substituted cyclic diazoamides in dry dichloromethane. The reaction proceeds via the formation of the corresponding macrocyclic carbonyl ylide followed by a con-rotatory electrocyclization process. (C) 2011 Elsevier Ltd. All rights reserved.
• Diastereoselective synthesis of macrocycles incorporating the spiro-indolofurans and -indolodioxolanes
  作者：Sengodagounder Muthusamy、Thangaraju Karikalan

  DOI：10.1016/j.tet.2011.12.020

  日期：2012.2

  Generation of intramolecular macrocyclic carbonyl ylides from aldehyde group tethered to diazoamides in the presence of rhodium(II) acetate and their successful [3+2]-cycloaddition afforded the corresponding macrocycles incorporating spiro-indolofurans, -indolofuropyrroles, -indolofurofurans, and -indolodioxolanes in moderate to good yield with complete diastereoselectivity. The competition between the electrocyclization and [3+2]-cycloaddition reactions of macrocyclic carbonyl ylides was also demonstrated. (C) 2011 Elsevier Ltd. All rights reserved.
• Metalloporphyrin receptors for histidine-containing peptides
  作者：Hui Liu、Zhan-Ting Li

  DOI：10.1016/j.cclet.2014.03.034

  日期：2014.5

  Two new ditopic metalloporphyrin receptors constructed by combining metalloporphyrin with crown ethers have been prepared and characterized. H-1 NMR and MS spectra confirmed the complexation of receptor with peptide driven by coordination interaction and hydrogen bonding. UV/vis experiments revealed that the receptors exhibited high binding affinity to histidine-containing peptides. These receptors could differentiate short peptides of C-terminal histidine and N-terminal histidine and formed the most stable complexes with tripeptide. (C) 2014 Hui Liu. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
• BROKATZKY-GEIGER, J.;EBERBACH, W., CHEM. BER., 1984, 117, N 6, 2157-2192
  作者：BROKATZKY-GEIGER, J.、EBERBACH, W.

  DOI：——

  日期：——