碳酸1-氯乙基苯基酯 | 50972-20-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 碳酸1-氯乙基苯基酯
• 中文别名: 1-氯乙基苯基碳酸酯
• 英文名称: phenyl-α-chloroethyl-carbonate
• 英文别名: 1-Chloroethyl Phenyl Carbonate；1-(phenoxycarbonyloxy)-ethyl chloride；chloroethyl phenyl carbonate
• CAS: 50972-20-8
• 化学式: C₉H₉ClO₃
• 分子量: 200.622
• InChiKey: RLCSVIMOWLKELL-UHFFFAOYSA-N

物化性质

• 沸点：
  67-68 °C(Press: 0.15 Torr)
• 密度：
  1.240±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 储存条件：
  2-8°C

反应信息

• 作为反应物：
  描述：

  碳酸1-氯乙基苯基酯 在 18-冠醚-6 potassium fluoride 作用下， 75.0 ℃ 、2.67 kPa 条件下， 反应 1.5h， 以70%的产率得到phenyl fluoroformate
  参考文献：
  名称：

  A simple conversion of 1-chloroethyl carbonates to fluoroformates: value in the preparation of tertiary alkyl fluoroformates

  摘要：

  DOI：

  10.1021/jo00293a032
• 作为产物：
  描述：

  1-氯乙基氯甲酸酯 、 苯酚 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以94%的产率得到碳酸1-氯乙基苯基酯
  参考文献：
  名称：

  Alkyl 1-Chloroalkyl Carbonates: Reagents for the Synthesis of Carbamates and Protection of Amino Groups

  摘要：

  描述了1-氯代烷基碳酸酯的合成及其与各种类型胺的反应。这一反应对于合成氨基甲酸酯类农药和保护包括氨基酸在内的各种氨基团具有重要作用。

  DOI：

  10.1055/s-1986-31724

文献信息

• A Convenient New Route to 1-Haloalkyl Carbonates
  作者：Jean-Pierre Senet、Gérard Sennyey、Gary P. Wooden

  DOI：10.1055/s-1988-27597

  日期：——

  Alkyl (or alkenyl or aryl) 1-haloalkyl carbonates are conveniently prepared by reaction of an aldehyde with an alkyl (or alkenyl or aryl) carbonohalidate (haloformate) in the presence of a catalyst.

  烷基（或烯基或芳基）1-卤代烷基碳酸酯可以通过在催化剂存在下，将醛与烷基（或烯基或芳基）碳酰卤（卤代甲酸酯）反应来方便地制备。
• Process for the manufacture of 1-bromoalkyl hydrocarbyl carbonates
  申请人：Societe Nationale des Poudres et Explosifs

  公开号：US05202454A1

  公开（公告）日：1993-04-13

  The invention relates to a new process for the preparation of 1-bromoalkyl hydrocarbyl carbonates. The carbonates according to the invention are prepared by reacting an alpha-chlorinated carbonate of formula ##STR1## with an anhydrous brominated compound of formula ZBr in which Z represents hydrogen, the group (CH.sub.3).sub.3 -Si-, the group ##STR2## or bromine if R.sub.2 is other than an aromatic radical, in the presence of a catalyst chosen from the group consisting of heteroaromatic amines, quaternary ammonium or phosphonium halides, hexasubstituted guanidinium halides, alkaline earth metal halides or alkali metal halides in combination with a complexing agent for their cation. The carbonates according to the invention find their preferential applications as blocking agents for some antibiotics or as agents for the synthesis of phosphorus-containing carbonates which can be used as insecticides.

  该发明涉及一种制备1-溴烷基羟基碳酸酯的新工艺。根据该发明，通过将式##STR1##的α-氯化碳酸酯与式ZBr中Z代表氢、基(CH3)3-Si-、基##STR2##或溴（如果R2不是芳香基）的无水溴化合物在选择自杂芳胺、季铵或磷铵卤化物、六取代胍卤化物、碱土金属卤化物或碱金属卤化物的催化剂存在下反应制备碳酸酯。根据该发明的碳酸酯在一些抗生素的阻断剂或磷含碳酸酯的合成剂方面具有优先应用。
• Synthesis op thioctanate and isothiocyanate substituted carbonates and carbamates
  作者：A. Riondel、P. Caubere、J.P. Senet、S. Lecolier

  DOI：10.1016/s0040-4020(01)86723-5

  日期：1988.1

  Reactions of alkyl 1-chloroethyl carbonates 1 and 1-chloroethyl N,N-dialkyl carbamates with MSCN (M = K, NH4) in acetone or in protic solvents (MeOH, HCONH2) afforded the corresponding thio- and/or isothiocyano derivatives in good yields.

  烷基1-氯乙基碳酸酯1的反应和1-氯乙基N，N-二烷基氨基甲酸盐与MSCN（M = K，NH 4在丙酮或在质子溶剂（甲醇，HCONH）2），得到相应的硫代-和/或异硫氰基衍生物丰产。
• Iodinated esters
  申请人：Nycomed Imaging AS

  公开号：US05416223A1

  公开（公告）日：1995-05-16

  Water insoluble iodinated esters of formula (I), in which R.sup.1 is a substituted or unsubstituted C.sub.1-20 aliphatic, C.sub.7-20 araliphatic or C.sub.6-20 aryl group or a C.sub.1-20 heterocyclic group having one or more hereto atoms selected from O, S and N; R.sup.2 is hydrogen or a substituted or unsubstituted C.sub.1-6 aliphatic, C.sub.6-10 aryl or C.sub.7-20 araliphatic group; and R.sup.3 is a group as defined above for R.sup.1, which may be the same as or different from R.sup.1, or R.sup.2 and R.sup.3 together represent a substituted or unsubstituted C.sub.1-4 alkylene group, the molecule containing at least one iodine atom and being metabolisable to products which are soluble in body fluids and are physiologically acceptable. The esters are useful in X-ray and ultrasound imaging, especially liver and spleen imaging.

  公式（I）中的水不溶性碘化酯，其中R.sup.1是取代或未取代的C.sub.1-20脂肪、C.sub.7-20芳基脂肪或C.sub.6-20芳基基团或具有一个或多个来自O、S和N的杂原子的C.sub.1-20杂环基团；R.sup.2是氢或取代或未取代的C.sub.1-6脂肪、C.sub.6-10芳基或C.sub.7-20芳基脂肪基团；R.sup.3是与R.sup.1相同或不同的上述定义的基团，或R.sup.2和R.sup.3一起表示取代或未取代的C.sub.1-4烷基基团，分子含有至少一个碘原子，可代谢为在体液中可溶且生理上可接受的产物。这些酯在X射线和超声成像中很有用，特别是在肝脏和脾脏成像中。
• Process for the preparation of fluoroformates
  申请人：Societe Nationale des Poudres et Explosifs

  公开号：US04612143A1

  公开（公告）日：1986-09-16

  A process for the preparation of fluoroformates of formula: ##STR1## in which R.sup.1 is a substituted or unsubstituted, saturated or unsaturated aliphatic, cycloaliphatic or polycyclic radical, or substituted or unsubstituted araliphatic radical or an aromatic radical, which consists of reacting a carbonate of formula: ##STR2## in which R.sup.1 has the same meaning as hereinabove and R.sup.2 is hydrogen, alkyl of 1-12 carbon atoms, cycloalkyl of 5-12 carbon atoms, saturated or unsaturated, unsubstituted or substituted by one or more halogen atoms or R.sup.2 is aryl, unsubstituted or substituted by one or more halogen atoms, with an alkali or alkaline earth fluoride, ammonium fluoride or a quaternary ammonium fluoride, of formula FNR.sup.3 R.sup.4 R.sup.5 R.sup.6, wherein R.sup.3, R.sup.4, R.sup.5, R.sup.6 are the same or different and are hydrogen, alkyl or aralkyl of 1-12 carbon atoms or a fluoride which is KHF.sub.2, NH.sub.4 HF.sub.2 or KSO.sub.2 F. The fluoride is activated by a complexing agent for the cation which is a cryptate, a cyclic or linear polyether or by means of a polar aprotic compound. The carbonate is split to give a reaction mixture containing an aldehyde and the fluoroformate which is removed from the reaction mixture.

  一种制备化学式为：##STR1## 的氟甲酸酯的方法，其中R.sup.1是取代或未取代的饱和或不饱和的脂肪族，环脂族或多环基团基，或取代或未取代的芳香族基团，其包括将化学式为：##STR2## 的碳酸盐与碱金属或碱土金属氟化物，铵氟化物或季铵氟化物反应，其中R.sup.1具有如上所述的相同含义，R.sup.2为氢，1-12碳原子的烷基，5-12碳原子的环烷基，饱和或不饱和，未取代或取代有一个或多个卤原子，或R.sup.2为芳基，未取代或取代有一个或多个卤原子，所述季铵氟化物的化学式为FNR.sup.3 R.sup.4 R.sup.5 R.sup.6，其中R.sup.3，R.sup.4，R.sup.5，R.sup.6相同或不同，为氢，1-12碳原子的烷基或芳基烷基，或为氟化物，为KHF.sub.2，NH.sub.4HF.sub.2或KSO.sub.2F。所述氟化物通过一个阳离子的络合剂被激活，该络合剂为加密剂，环状或线性聚醚或通过极性无水化合物的手段。碳酸盐分裂，生成含有醛和氟甲酸酯的反应混合物，然后从反应混合物中去除氟甲酸酯。