2-[3-(2-Chloro-2-oxoethyl)-2-methoxyphenyl]acetyl chloride | 144316-89-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-[3-(2-Chloro-2-oxoethyl)-2-methoxyphenyl]acetyl chloride
• CAS: 144316-89-2
• 化学式: C₁₁H₁₀Cl₂O₃
• 分子量: 261.105
• InChiKey: ZFBWEPCNUWLCEM-UHFFFAOYSA-N

物化性质

• 沸点：
  347.0±42.0 °C(Predicted)
• 密度：
  1.331±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 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-[3-(2-Chloro-2-oxoethyl)-2-methoxyphenyl]acetyl chloride 在 palladium on activated charcoal nitronium tetrafluoborate 、 dimethyl sulfide borane 、 氢气 、 sodium hydride 、 对甲苯磺酸 、 三乙胺 作用下， 以 四氢呋喃 、 硝基甲烷 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 25.0~70.0 ℃ 、344.73 kPa 条件下， 反应 69.5h， 生成 Methyl 2-[15-amino-17-methoxy-10-(2-methoxy-2-oxoethyl)-7-oxa-4,10-diazabicyclo[11.3.1]heptadeca-1(16),13(17),14-trien-4-yl]acetate
  参考文献：
  名称：

  Chromogenic Diaza-Crown Ether Dicarboxylic Acids for Determination of Calcium Ions

  摘要：

  The synthesis of two novel calcium chromoionophores 2 and 3, which are based on a benzodiazacrown ether with an inward-facing methoxyl group and bear two acetic acid groups and a 2,4,6-trinitroanilino chromophore, is described. Calcium and magnesium responses at pH optima are determined. Compound 2 exhibits a 31-nm bathochromic shift of the absorption maximum, an increase in the absorptivity upon complexation with Ca2+, and good selecitivity for Ca2+ over Mg2+ at pH 10.3. The response of chromoionophore 2 is linear from 0 to 8 X 10(-3) M Ca2+.

  DOI：

  10.1021/jo00082a019
• 作为产物：
  描述：

  2,6-二甲基大茴香醚 在 吡啶 、 sodium hydroxide 、 过氧化氢苯甲酰 、 草酰氯 、 1,3-二溴-5,5-二甲基海因 、 十六烷基二甲基乙基溴化铵 作用下， 以 四氯化碳 、 水 、 苯 为溶剂， 反应 55.0h， 生成 2-[3-(2-Chloro-2-oxoethyl)-2-methoxyphenyl]acetyl chloride
  参考文献：
  名称：

  Novel cryptand chromoionophores for determination of lithium ions

  摘要：

  The syntheses and chromogenic properties of three novel chromogenic (p-nitrophenyl)azo-labeled cryptands 1-3, having inward-facing phenolic groups, are described. Cryptand chromoionophore 1 has the smallest cavity of the three cryptands and exhibits total selectivity for Li+ over Na+ ions in 10% aqueous diethylene glycol monoethyl ether (DEGMEE). The association constant of 3200 M-1 was obtained in 10% aqueous DEGMEE/TMA(OH) for the 1-.Li+ complex. Compound 1 is potentially applicable for the colorimetric analysis of lithium ions in largely aqueous solutions. The slightly larger chromoionophore 2, in which diaza-12-crown-4 moiety is connected with the aromatic subunit via three-carbon bridges, is highly selective for Li+ ions in the extraction mode and shows no cation response in homogeneous aqueous media. A larger analog of 1, chromogenic cryptand 3, which incorporates diaza-18-crown-6 moiety, exhibits K+ ion selectivity in aqueous solutions.

  DOI：

  10.1021/jo00051a010

文献信息

• Synthetic Route To Produce Phenol-Containing Azamacropolycycles
  作者：Enrico Bardazzi、Mario Ciampolini、Vieri Fusi、Mauro Micheloni、Nicoletta Nardi、Roberto Pontellini、Paolo Romani

  DOI：10.1021/jo980971l

  日期：1999.2.1
• Novel cryptand chromoionophores for determination of lithium ions
  作者：Wolodymyr Zazulak、Eddy Chapoteau、Bronislaw P. Czech、Anand Kumar

  DOI：10.1021/jo00051a010

  日期：1992.12

  The syntheses and chromogenic properties of three novel chromogenic (p-nitrophenyl)azo-labeled cryptands 1-3, having inward-facing phenolic groups, are described. Cryptand chromoionophore 1 has the smallest cavity of the three cryptands and exhibits total selectivity for Li+ over Na+ ions in 10% aqueous diethylene glycol monoethyl ether (DEGMEE). The association constant of 3200 M-1 was obtained in 10% aqueous DEGMEE/TMA(OH) for the 1-.Li+ complex. Compound 1 is potentially applicable for the colorimetric analysis of lithium ions in largely aqueous solutions. The slightly larger chromoionophore 2, in which diaza-12-crown-4 moiety is connected with the aromatic subunit via three-carbon bridges, is highly selective for Li+ ions in the extraction mode and shows no cation response in homogeneous aqueous media. A larger analog of 1, chromogenic cryptand 3, which incorporates diaza-18-crown-6 moiety, exhibits K+ ion selectivity in aqueous solutions.
• Chromogenic Diaza-Crown Ether Dicarboxylic Acids for Determination of Calcium Ions
  作者：Richard A. Bartsch、Eddy Chapoteau、Bronislaw P. Czech、Jan Krzykawski、Anand Kumar、Thomas W. Robison

  DOI：10.1021/jo00082a019

  日期：1994.2

  The synthesis of two novel calcium chromoionophores 2 and 3, which are based on a benzodiazacrown ether with an inward-facing methoxyl group and bear two acetic acid groups and a 2,4,6-trinitroanilino chromophore, is described. Calcium and magnesium responses at pH optima are determined. Compound 2 exhibits a 31-nm bathochromic shift of the absorption maximum, an increase in the absorptivity upon complexation with Ca2+, and good selecitivity for Ca2+ over Mg2+ at pH 10.3. The response of chromoionophore 2 is linear from 0 to 8 X 10(-3) M Ca2+.