methyl 2,2-dichloro-2-fluoroacetate | 431-44-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl 2,2-dichloro-2-fluoroacetate
• 英文别名: methyl dichlorofluoroacetate；methyl fluorodichloroacetate；dichloro-fluoro-acetic acid methyl ester；Dichlor-fluor-essigsaeure-methylester；Methyl dichloro(fluoro)acetate
• CAS: 431-44-7
• 化学式: C₃H₃Cl₂FO₂
• 分子量: 160.96
• InChiKey: CXTXQBGWWMWLCK-UHFFFAOYSA-N

物化性质

• 沸点：
  116.0-116.5 °C
• 密度：
  1.465±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2915900090

反应信息

• 作为反应物：
  描述：

  methyl 2,2-dichloro-2-fluoroacetate 在 锂硼氢 作用下， 以 乙醚 为溶剂， 反应 0.5h， 以67%的产率得到2,2-二氯-2-氟乙醇
  参考文献：
  名称：

  Rapid, One-Pot Synthesis of β-Siloxy-α-haloaldehydes

  摘要：

  The Mukaiyama cross-aldol reaction of alpha-fluoro-, alpha-chloro-, and alpha-bromoacetaldehyde-derived (Z)tris(trimethylsilyl)silyl enol ethers is described, furnishing anti-beta-siloxy-alpha-haloaldehydes. A highly diastereoselective, one-pot, sequential double-aldol process is developed, affording novel beta,delta-bissiloxy-alpha,gamma-bishaloaldehydes. Reactions are catalyzed by C(6)F(5)CHTf(2) and C(6)F(5)CTf(2)AlMe(2) (0.5-1.5 mol %) and provide access to halogenated polyketide fragments.

  DOI：

  10.1021/ja2066169
• 作为产物：
  描述：

  三氯乙酸甲酯 在 溴 、 三氟化锑 作用下， 生成 methyl 2,2-dichloro-2-fluoroacetate
  参考文献：
  名称：

  Gryszkiewicz-Trochimowski; Sporzynski; Wnuk, Recueil des Travaux Chimiques des Pays-Bas, 1947, vol. 66, p. 424

  摘要：

  DOI：

文献信息

• Pesticidal fluoroolefins
  申请人：British Technology Group Limited

  公开号：US05763700A1

  公开（公告）日：1998-06-09

  A pesticidal compound, suitable for combating soil borne insect pests has formula I: ##STR1## in which formula: Ar.sub.A represents a phenyl or naphthyl group optionally substituted by one or more groups selected from halogen, alkoxy, haloalkoxy, methylenedioxy, C.sub.1 -C.sub.6 alkyl and C.sub.1 -C.sub.6 haloalkyl; and Ar.sub.B represents a phenoxy, phenyl, benzyl or benzoyl-substituted phenyl group which is optionally further substituted; the configuration of the aryl cyclopropyl group and the group CH.sub.2 Ar.sub.B about the double bond being mutually trans.

  一种杀虫化合物，适用于对抗土壤中的昆虫害虫，其化学式为I：##STR1## 在该化学式中：Ar.sub.A代表苯基或萘基，可以选择性地被卤素、烷氧基、卤代烷氧基、亚甲二氧基、C.sub.1-C.sub.6烷基和C.sub.1-C.sub.6卤代烷基等一种或多种基团取代；Ar.sub.B代表苯氧基、苯基、苄基或苯甲酰基取代的苯基，其可以选择性地进一步取代；芳基环丙基基团和双键周围的CH.sub.2 Ar.sub.B基团的构型互为反式。
• Effect of β-substituents on the configurational stability of α-fluorocyclopropyl radicals
  作者：Takashi Ishihara、Eiichi Ohtani、Teiichi Ando

  DOI：10.1039/c39750000367

  日期：——

  and 1-unsubstituted-7-chloro-7-fluorobicyclo[4.1.0]heptane (1c, 2c) with tri-n-butyltin hydride has been found to decrease in the order (a) > (c) > (b), suggesting that the configurational stability of the α-fluorocyclopropyl radical is affected by the nature of the β-substituents.

  1-甲基-（1a，2a），1-甲氧基-（1b，2b）和1-未取代的-7-氯-7-氟双环[4.1.0]庚烷（1c，2c）的还原反应的立体特异性已经发现氢化三正丁基锡按（a）＞（c）＞（b）的顺序降低，这表明α-氟环丙基的构型稳定性受β-取代基的性质影响。
• Insecticidal alkenes
  申请人：Imperial Chemical Industries PLC

  公开号：US04812483A1

  公开（公告）日：1989-03-14

  A compound of formula: CXY.dbd.CH--CR.sup.1 R.sup.2 --CH.sub.2 OCH.sub.2 R wherein X and Y are each selected from hydrogen and halogen, R.sup.1 and R.sup.2 are each lower alkyl of up to four carbon atoms, or together with the adjacent carbon atom form a cycloalkyl group of up to six carbon atoms, and R represents a phenoxy- or benzyl-substituted phenyl group which may optionally be substituted with fluorine. The compounds are useful for combating insect pests.

  一种化合物的化学式为：CXY.dbd.CH--CR.sup.1 R.sup.2 --CH.sub.2 OCH.sub.2 R，其中X和Y分别选自氢和卤素，R.sup.1和R.sup.2分别是最多含有四个碳原子的低碳烷基，或者与相邻的碳原子一起形成最多含有六个碳原子的环烷基，R代表一个苯氧基或苄基取代的苯基，该苯基可选择性地取代氟。这些化合物可用于对抗昆虫害。
• Zinc(0)–Copper(I) Chloride Promoted Reaction of Methyl Dichlorofluoroacetate with Carbonyl Compounds. A New Efficient Method for the Synthesis of Methyl (<i>Z</i>)-α-Fluoro-α,β-unsaturated Carboxylates
  作者：Takashi Ishihara、Manabu Kuroboshi

  DOI：10.1246/cl.1987.1145

  日期：1987.6.5

  dichlorofluoroacetate, easily prepared from methyl trichloroacetate and antimony(III) fluoride, underwent the reductive coupling–elimination reaction with carbonyl compounds in the presence of zinc(0), a catalytic amount of copper(I) chloride, acetic anhydride, and molecular sieves to give the corresponding (Z)-α-fluoro-α,β-unsaturated carboxylic acid methyl esters in high yields.

  二氯氟乙酸甲酯很容易由三氯乙酸甲酯和氟化锑 (III) 制备，在锌 (0)、催化量的氯化铜 (I)、乙酸酐和分子筛存在下，与羰基化合物发生还原偶联消除反应以高收率得到相应的(Z)-α-氟-α,β-不饱和羧酸甲酯。
• Method of producing a flourine-containing vinyl ether compound
  申请人：Ito Takayuki

  公开号：US20060074264A1

  公开（公告）日：2006-04-06

  A method of producing a fluorine-containing vinyl ether compound, which contains the step of: fluorinating a compound of formula (I-1) or (I-2): wherein R is a straight-chain, branched-chain or cyclic alkyl group that may have a substituent and/or an unsaturated bond; X 11 is a halogen atom other than a fluorine atom; X 12 , X 13 , and X 14 each independently are a halogen atom; X 21 is a halogen atom other than a fluorine atom; and X 22 and X 23 each independently are a halogen atom.

  一种生产含氟乙烯醚化合物的方法，其中包括以下步骤：氟化式(I-1)或(I-2)的化合物：其中R是直链、支链或环烷基，可能具有取代基和/或不饱和键；X11是氟原子以外的卤素原子；X12、X13和X14各自独立地是卤素原子；X21是氟原子以外的卤素原子；X22和X23各自独立地是卤素原子。