2-(氯乙酰氧基)苯甲醛 | 204687-90-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 中文名称: 2-(氯乙酰氧基)苯甲醛
• 英文名称: 2-formylphenyl 2-chloroacetate
• 英文别名: 2-(chloroacetoxy)benzaldehyde；(2-Formylphenyl) 2-chloroacetate
• CAS: 204687-90-1
• 化学式: C₉H₇ClO₃
• 分子量: 198.606
• InChiKey: CIXHTCYWGQHHJZ-UHFFFAOYSA-N

物化性质

• 沸点：
  120 °C(Press: 0.5 Torr)
• 密度：
  1.323±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：
  0.11
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(氯乙酰氧基)苯甲醛 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 3.0h， 生成 香豆素
  参考文献：
  名称：

  Desai, Vidya G.; Shet, Jyoti B.; Tilve, Santosh G., Journal of Chemical Research - Part S, 2003, # 10, p. 628 - 629

  摘要：

  DOI：
• 作为产物：
  描述：

  邻甲基苄醇 、 氯乙酰氯 在 吡啶 作用下， 以 氯仿 为溶剂， 反应 2.0h， 生成 2-(氯乙酰氧基)苯甲醛
  参考文献：
  名称：

  Desai, Vidya G.; Shet, Jyoti B.; Tilve, Santosh G., Journal of Chemical Research - Part S, 2003, # 10, p. 628 - 629

  摘要：

  DOI：

文献信息

• One-pot synthesis of new 3-substituted coumarins by tandem reactions
  作者：Khadidja Bourahla、Mustapha Rahmouni、Joan Fraga-Dubreuil、Jean Pierre Bazureau、Jack Hamelin

  DOI：10.1002/jhet.5570440130

  日期：2007.1

  The synthesis of new 3-substituted coumarins appended to imidazolium, pyridinium, 3-dimethylamino pyridinium, 3-chloro pyridinium and 3-bromo pyridinium salts is reported. These salts were prepared by tandem reactions, followed by quantitative anionic metathesis. The structure of these new 3-substituted coumarins was established by NMR (1H, 13C) and high-resolution mass spectrometry.

  据报道，合成了附加到咪唑鎓，吡啶鎓，3-二甲基氨基吡啶鎓，3-氯吡啶鎓和3-溴吡啶鎓盐上的新的3-取代的香豆素。这些盐是通过串联反应制备的，然后进行定量阴离子复分解。这些新的3-取代的香豆素的结构是通过NMR（1 H，13 C）和高分辨率质谱确定的。
• Unexpected Course of the Intramolecular Darzens Condensation of Dichloroacetoxybenzaldehyde. A Novel One-step Synthesis of 2,2-Dichloro-3-(2-hydroxyphenyl)-3-(2-formylphenoxy) propionic Acid
  作者：Vakhid A. Mamedov、Lucia Kh. Gazizova、Ilsiyar Z. Nurkhametova、Aidar T. Gubaidullin、Igor A. Litvinov、Sadao Tsuboi、Yakov A. Levin

  DOI：10.1246/cl.1998.243

  日期：1998.3

  The reaction of ortho-di (2) and monochloroacetoxybenzaldehyde (1) withtBuOK and/or NaN(SiMe3)2 under Darzens conden-sation conditions leads to 2,2-dichloro-3-(2-hydroxyphenyl)-3-(2-formylphenoxy) propionic acid (3) and 3-chlorocoumarin (8) depending on number of chlorine atoms in the starting aldehydes (1, 2).

  在达森（Darzens）缩合条件下，邻二（2）和单氯乙酰氧基苯甲醛（1）与叔丁氧钾（tBuOK）和/或硅甲基三甲基硅烷（NaN(SiMe3)2）反应，根据起始醛（1、2）中的氯原子数量，生成2,2-二氯-3-(2-羟基苯基)-3-(2-甲酰基苯氧基)丙酸（3）和3-氯香豆素（8）。
• Reduction of Substituted Phenyl 2-Chloroacetates at Silver Cathodes: Electrosynthesis of Coumarins
  作者：Erick M. Pasciak、Dennis G. Peters

  DOI：10.1149/2.0551412jes

  日期：——

  To explore the electrosynthesis of coumarins, cyclic voltammetry and controlled-potential (bulk) electrolysis have been employed to investigate the reduction of the carbon-chlorine bond of five substituted phenyl 2-chloroacetates at silver cathodes in dimethylformamide (DMF) containing 0.10 M tetra-n-butylammonium tetrafluoroborate (TBABF(4)) as supporting electrolyte; the five substrates are 2-formylphenyl 2-chloroacetate (1a), 2-acetylphenyl 2-chloroacetate (2a), methyl 2-(2-chloroacetoxy)benzoate (3a), 2-formyl-5-methoxyphenyl 2-chloroacetate (4a), and 2-formyl-3,5-dimethoxyphenyl 2-chloroacetate (5a). We have examined (a) the effects of substituents on the benzene ring of the substrate as well as the nature of the aryl carbonyl moiety on the formation of the coumarin product and (b) the effect of solvent-namely, DMF, acetonitrile (CH3CN), benzonitrile (PhCN), and propylene carbonate (PC)-and substrate concentration on the yield of the coumarin. It was found that the most unsubstituted substrate (1a) afforded the highest yield (41%) of the desired coumarin in a DMF-TBABF(4) medium. A mechanistic scheme is proposed to account for the formation of the coumarin. Furthermore, the only other products seen in these reductions are 2-substituted phenols, which are precursors for synthesis of the various substrates. (C) 2014 The Electrochemical Society. All rights reserved.
• FILM-FORMING POLYMER AND ANTIFOULING PAINT
  申请人：Jotun AS

  公开号：EP1487928A1

  公开（公告）日：2004-12-22
• [EN] FILM-FORMING POLYMER AND ANTIFOULING PAINT<br/>[FR] POLYMERE FILMOGENE ET PEINTURE ANTISALISSURE
  申请人：JOTUN AS

  公开号：WO2003080747A1

  公开（公告）日：2003-10-02

  Water insoluble, water erodible, film forming polymer for antifouling paint, which includes repeating units corresponding to the monomers A and B : A) 2-95 mole % of monomers of formula (I), wherein n is an integer from 1 to 4, X is H or CH3, Y is H or an optionally esterified COOH group, R1 is Ph(R2)m, -C(O)R3 or -Si(R4)3, m is an integer from 1 to 3, R2, which are the same or different, are selected from -C(O)H, C(O)R5, COOR6, CH2COOR7, C1-4 alkyl, C1-4 alkanoyl, halogen, nitro, OH and OR8, R3 is selected from substituted or unsubstituted alkyl, aryl, aralkyl and heterocyclyl, R4, which are the same or different, are selected from substituted or unsubstituted C1-20 alkyl, C5-20 aryl, C1-20 alkoxy and C5-20 aryloxy, and R5, R6, R7 and R8 are independently selected from substituted or unsubstituted C1-20 alkyl and C5-20 aryl; and B) 5-98 mole % of other vinyl polymerisable monomers.