Diethyl 2-chlorobenzoylphosphonate | 16656-42-1

• 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: Diethyl 2-chlorobenzoylphosphonate
• 英文别名: (2-Chlorophenyl)-diethoxyphosphorylmethanone
• CAS: 16656-42-1
• 化学式: C₁₁H₁₄ClO₄P
• 分子量: 276.657
• InChiKey: ADIUOGDNZKIYRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  二辛基-氧代鏻 、 Diethyl 2-chlorobenzoylphosphonate 生成
  参考文献：
  名称：

  Pudovik,A.N. et al., Journal of general chemistry of the USSR, 1969, vol. 39, p. 989 - 992

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氯苯甲醛 在 chromium(VI) oxide 、 aluminum oxide 、 magnesium oxide 作用下， 反应 2.02h， 生成 Diethyl 2-chlorobenzoylphosphonate
  参考文献：
  名称：

  A CONVENIENT AND MILD PROCEDURE FOR THE PREPARATION OF α-KETO PHOSPHONATES OF 1-HYDROXYPHOSPHONATES UNDER SOLVENT-FREE CONDITIONS USING MICROWAVE

  摘要：

  The Reactions of 1-hydroxyphosphonates on the alumina-supported CrO3 are accelerated by microwave irradiation under solvent-free conditions to afford a high yielding synthesis of alpha -keto phosphonates.

  DOI：

  10.1081/scc-100104822

文献信息

• Studies on Organophosphorus Compounds; 99: A Novel Stereoselective Synthesis of Dialkyl (Z)-1-Alkyl-2-ethoxycarbonyl-2-formylaminoeth-1-enylphosphonates
  作者：Weisheng Huang、Yixin Zhang、Chengye Yuan

  DOI：10.1055/s-1997-1164

  日期：1997.2

  Cu2O-Catalyzed reaction of ethyl isocyanoacetate with dialkyl 1-oxoalkylphosphonates afforded predominantly dialkyl (Z)-1-alkyl-2-ethoxycarbonyl-2-formylaminoeth-1-enylphosphonates.

  Cu2O催化的乙基异氰基乙酸酯与双烷基1-氧代烷基膦酸酯的反应主要生成双烷基(Z)-1-烷基-2-乙氧羰基-2-氨基乙烯基膦酸酯。
• Preparation of α-ketophosphonates by oxidation of α-hydroxyphosphonates with neutral alumina supported potassium permanganate (NASPP) under solvent-free conditions and potassium permanganate in dry benzene
  作者：Habib Firouzabadi、Nasser Iranpoor、Sara Sobhani

  DOI：10.1016/s0040-4039(01)02146-3

  日期：2002.1

  Various types of α-hydroxyphosphonates were converted to α-ketophosphonates in high yields by potassium permanganate in dry benzene or by neutral alumina supported potassium permanganate (NASPP) under solvent-free conditions.

  在无溶剂条件下，通过在干苯中的高锰酸钾或中性氧化铝负载的高锰酸钾（NASPP），可以将各种类型的α-羟基膦酸酯高产率地转化为α-酮膦酸酯。
• High yield preparation of α-ketophosphonates by oxidation of α-hydroxyphosphonates with zinc dichromate trihydrate (ZnCr2O7·3H2O) under solvent-free conditions
  作者：Habib Firouzabadi、Nasser Iranpoor、Sara Sobhani、Ali-Reza Sardarian

  DOI：10.1016/s0040-4039(01)00712-2

  日期：2001.6

  Various types of α-hydroxyphosphonates were converted to α-ketophosphonates by zinc dichromate trihydrate in high yields and rates under solvent-free conditions.

  通过三水合重铬酸锌在无溶剂条件下以高收率和高产率将各种类型的α-羟基膦酸酯转化为α-酮膦酸酯。
• Synthesis of tertiary propargylic phosphonates by addition of trialkynylaluminum reagents to acyl phosphonates and investigation of their antimicrobial activities
  作者：Mohammad Shakhawoat HOSSAIN、Sıdıka ÇAKIR POLAT、Ayşe Betül KARADUMAN、Mustafa YAMAÇ、Ayhan Sıtkı DEMİR

  DOI：10.3906/kim-1402-6

  日期：——

  A series of propargylic alcohols containing phosphonates was synthesized by addition reactions of tris-(propynyl) and tris-(phenylethynyl)aluminum reagents to acyl phosphonates in good yields. Aromatic moieties of the acyl phosphonates with electron-withdrawing groups generally resulted in better isolated chemical yield. Selected propargylic phosphonates were tested for antimicrobial activities. Compounds

  通过三-（丙炔基）和三-（苯基乙炔基）铝试剂与酰基膦酸酯的加成反应以高收率合成了一系列含有膦酸酯的炔丙醇。具有吸电子基团的酰基膦酸酯的芳族部分通常导致更好的分离的化学产率。测试了选定的炔丙基膦酸酯的抗微生物活性。化合物3a和3h表现出明显的抗真菌活性，尤其是针对霉菌。
• Regiochemistry of reaction of benzo[d]-1,3,2-dioxaphosphorin-2-ylisocyanate with ortho-halophenylcarbonyldiethylphosphonates
  作者：L. M. Burnaeva、V. F. Mironov、A. T. Gubaidullin、G. A. Ivkova、A. B. Dobrynin

  DOI：10.1134/s1070363212100192

  日期：2012.10

  derivatives containing an isocyanate group react readily with the activated carbonyl compounds to give a variety of difficultly accessible P-heterocycles: spirophosphoranes [1], diazadiphosphetidines, 1,3,2-dioxaphosphepines [2]. Thus, the reactions involving perfluoro-para-quinone [3] and para-substituted arylcarbonylphosphonates [4] result in the substituted phosphabicyclononanes containing phosphorus–oxygen

  含有异氰酸酯基团的功能取代的 P(III) 衍生物很容易与活化的羰基化合物反应，生成各种难以获得的 P-杂环：螺正膦 [1]、二氮杂二膦、1,3,2-二氧杂膦 [2]。因此，涉及全氟对醌 [3] 和对位取代的芳基羰基膦酸酯 [4] 的反应会产生含有磷-氧、磷-氮和磷-碳键的取代磷杂双环壬烷。