ethyl α,γ-dichlorobutyrate | 77100-87-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl α,γ-dichlorobutyrate
• 英文别名: ethyl 2,4-dichlorobutylate；Ethyl 2,4-dichlorobutyrate；2,4-dichloro-butyric acid ethyl ester；2,4-Dichlor-buttersaeure-aethylester；Ethyl 2,4-dichlorobutanoate
• CAS: 77100-87-9
• 化学式: C₆H₁₀Cl₂O₂
• 分子量: 185.05
• InChiKey: VCZDPMGQJBHJQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  ethyl α,γ-dichlorobutyrate 在 四乙基对甲苯磺酸铵 作用下， 以 二甲基亚砜 为溶剂， 以82%的产率得到环丙基甲酸乙酯
  参考文献：
  名称：

  通过铜（I）催化的光化学加成反应，然后通过电还原脱卤反应，由缺电子的烯烃和二氯甲烷合成环丙烷衍生物

  摘要：

  缺电子的烯烃与二氯甲烷的CuCl催化光化学反应生成1,3-二氯化合物，然后通过电化学还原得到环丙烷衍生物。

  DOI：

  10.1039/c39830001446
• 作为产物：
  描述：

  2,2,4-Trichlor-buttersaeure-aethylester 在 乙醇 、 氨 、 钯 作用下， 生成 ethyl α,γ-dichlorobutyrate
  参考文献：
  名称：

  Production of halogeno fatty acid esters

  摘要：

  公开号：

  US02655521A1

文献信息

• Photoaddition of alkyl halides to olefins catalyzed by copper(I) complexes
  作者：Michiharu Mitani、Isao Kato、Kikuhiko Koyama

  DOI：10.1021/ja00360a033

  日期：1983.10

  Photoadditions d'halogenures d'alkyle a diverses olefines en particulier Br(CH 2 ) 3 Br avec CH 2 =CHCN en presence de CuX(X=Cl, Br), n-AmBr en presence de CuCl/P(n-Bu) 3 , CH 2 Cl 2 en presence de CuCl/P(Oet) 3 . Mecanismes. Synthese de composes a liaison C-C

  Photoadditions d'halogenures d'alkyle a 多种烯烃 enparticulier Br(CH 2 ) 3 Br avec CH 2 =CHCN en 存在 de CuX(X=Cl, Br), n-AmBr en 存在 de CuCl/P(n-Bu) 3，CH 2 Cl 2 存在于CuCl/P(Oet) 3 中。机制。Synthese de composes a liaison CC
• The cuprous chloride catalyzed addition of halogen compounds to olefins under photo-irradiation
  作者：Michiharu Mitani、Masao Nakayama、Kikuhiko Koyama

  DOI：10.1016/s0040-4039(00)92199-3

  日期：——

  The addition of organic halogen compounds to olefins in the presence of cuprous chloride under U.V. irradiation gave 1:1 adducts.

  在氯化亚铜的存在下，在紫外线辐射下，将有机卤素化合物加到烯烃中可得到1：1的加合物。
• Herbicidally active thiadiazabicyclononanes and nonenes
  申请人：Ciba-Geigy Corporation

  公开号：US05180418A1

  公开（公告）日：1993-01-19

  Cycloalkanecarboxylic acid derivatives of formula I ##STR1## wherein W is ##STR2## and A is CO--R.sub.3 or CN; R.sub.1 is hydrogen or fluorine; R.sub.2 is halogen or cyano; R.sub.3 is chlorine, X--R.sub.5, amino, C.sub.1 -C.sub.4 alkylamino, d-C.sub.1 -C.sub.4 alkylamino, C.sub.2 -C.sub.4 haloalkylamino, di-C.sub.2 -C.sub.4 haloalkylamino, C.sub.1 -C.sub.4 hydroxyalkylamino, di-C.sub.1 -C.sub.4 hydroxyalkylamino, C.sub.3 -C.sub.4 alkenylamino, diallylamino, --N-pyrrolidino, --N-piperidino, --N-morpholino, --N-thiomorpholino, --N-piperidazino, the group --O--N.dbd.C--(R.sub.9)R.sub.10 or the group --N--R.sub.6 (OR.sub.6); each of R.sub.4 and R.sub.14, independently of the other, is hydrogen, fluorine, chlorine, bromine, C.sub.1 -C.sub.4 alkyl or trifluoromethyl; R.sub.5 is hydrogen, C.sub.1 -C.sub.10 alkyl, C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.10 alkylthio-C.sub.1 -C.sub.4 alkyl, di-C.sub.1 -C.sub.4 alkylamino-C.sub.1 -C.sub.4 alkyl, cyano-C.sub.1 -C.sub.8 alkyl, C.sub.3 -C.sub.8 alkenyl, halo-C.sub.3 -C.sub. 8 alkenyl, C.sub.3 -C.sub.8 alkynyl, C.sub.3 -C.sub.7 cycloalkyl, C.sub.3 -C.sub.7 cycloalkyl-C.sub.1 -C.sub.4 alkyl or halo-C.sub.3 -C.sub.7 cycloalkyl, or benzyl which is unsubstituted or substituted at the phenyl ring by up to three identical or different substituents selected from halogen, C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkoxy, or is an alkali metal ion, an alkaline earth metal ion or an ammonium ion, the group --[CHR.sub.6 --(CH.sub.2).sub.m ]--COOR.sub.7, or the group [CHR.sub.6 --(CH.sub.2).sub.t --Si(R.sub.8).sub.3 ]; R.sub.6 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sub.7 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.8 alkenyl, C.sub.3 -C.sub.8 alkynyl, C.sub.1 -C.sub.8 alkoxy-C.sub.2 -C.sub.8 alkyl, C.sub.1 -C.sub.8 alkylthio-C.sub.2 -C.sub.8 alkyl or C.sub.3 -C.sub.7 cycloalkyl; R.sub.8 is C.sub.1 - C.sub.4 alkyl; R.sub.9 is C.sub.1 -C.sub.4 alkyl; R.sub.10 is C.sub.1 -C.sub.4 alkyl or phenyl; or R.sub.9 and R.sub.10, together with the carbon atom to which they are bonded, form a cyclohexane ring; R.sub.11 is C.sub.1 -C.sub.8 alkyl; R.sub.12 is hydrogen or C.sub.1 -C.sub.8 alkyl; R.sub.13 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.7 cycloalkyl, C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkylthio-C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.7 alkyl, C.sub.3 -C.sub.7 alkenyl or C.sub.3 -C.sub.7 alkynyl; X, Y, Y.sub.1, Y.sub.2, Y.sub.3, Y.sub.4, Z.sub.1 and Z.sub.2 are each independently oxygen or sulfur; n is 0, 1, 2, 3 or 4; m is 0, 1, 2, 3 or 4; q is 1 or 2; and t is 0, 1, 2, 3 or 4, have good pre- and post-emergence selective herbicidal and growth regulating properties.

  公式I的环烷基羧酸衍生物 其中W为##STR2##，A为CO--R.sub.3或CN；R.sub.1为氢或氟；R.sub.2为卤素或氰基；R.sub.3为氯、X--R.sub.5、氨基、C.sub.1-C.sub.4烷基氨基、d-C.sub.1-C.sub.4烷基氨基、C.sub.2-C.sub.4卤代烷基氨基、di-C.sub.2-C.sub.4卤代烷基氨基、C.sub.1-C.sub.4羟基烷基氨基、di-C.sub.1-C.sub.4羟基烷基氨基、C.sub.3-C.sub.4烯基氨基、二烯丙基氨基、--N-吡咯啉基、--N-哌啶基、--N-吗啉基、--N-硫代吗啉基、--N-哌嗪基、基团--O--N.dbd.C--(R.sub.9)R.sub.10或基团--N--R.sub.6(OR.sub.6)；R.sub.4和R.sub.14分别独立地为氢、氟、氯、溴、C.sub.1-C.sub.4烷基或三氟甲基；R.sub.5为氢、C.sub.1-C.sub.10烷基、C.sub.1-C.sub.4烷氧基-C.sub.1-C.sub.4烷基、卤代-C.sub.1-C.sub.8烷基、C.sub.1-C.sub.10烷硫基-C.sub.1-C.sub.4烷基、二-C.sub.1-C.sub.4烷基氨基-C.sub.1-C.sub.4烷基、氰基-C.sub.1-C.sub.8烷基、C.sub.3-C.sub.8烯基、卤代-C.sub.3-C.sub.8烯基、C.sub.3-C.sub.8炔基、C.sub.3-C.sub.7环烷基、C.sub.3-C.sub.7环烷基-C.sub.1-C.sub.4烷基或卤代-C.sub.3-C.sub.7环烷基、或苄基，该苄基在苯环上未被取代或被选自卤素、C.sub.1-C.sub.4烷基、卤代-C.sub.1-C.sub.4烷基、卤代-C.sub.1-C.sub.4烷氧基或C.sub.1-C.sub.4烷氧基的最多三个相同或不同的取代基取代，或是碱金属离子、碱土金属离子或铵离子，该基团--[CHR.sub.6 --(CH.sub.2).sub.m ]--COOR.sub.7或基团[CHR.sub.6 --(CH.sub.2).sub.t --Si(R.sub.8).sub.3]；R.sub.6为氢或C.sub.1-C.sub.4烷基；R.sub.7为氢、C.sub.1-C.sub.6烷基、C.sub.3-C.sub.8烯基、C.sub.3-C.sub.8炔基、C.sub.1-C.sub.8烷氧基-C.sub.2-C.sub.8烷基、C.sub.1-C.sub.8烷硫基-C.sub.2-C.sub.8烷基或C.sub.3-C.sub.7环烷基；R.sub.8为C.sub.1-C.sub.4烷基；R.sub.9为C.sub.1-C.sub.4烷基；R.sub.10为C.sub.1-C.sub.4烷基或苯基；或R.sub.9和R.sub.10与它们连接的碳原子一起形成一个环己烷环；R.sub.11为C.sub.1-C.sub.8烷基；R.sub.12为氢或C.sub.1-C.sub.8烷基；R.sub.13为氢、C.sub.1-C.sub.6烷基、C.sub.3-C.sub.7环烷基、C.sub.1-C.sub.4烷氧基-C.sub.1-C.sub.4烷基、C.sub.1-C.sub.4烷硫基-C.sub.1-C.sub.4烷基、卤代-C.sub.1-C.sub.7烷基、C.sub.3-C.sub.7烯基或C.sub.3-C.sub.7炔基；X、Y、Y.sub.1、Y.sub.2、Y.sub.3、Y.sub.4、Z.sub.1和Z.sub.2各自独立地为氧或硫；n为0、1、2、3或4；m为0、1、2、3或4；q为1或2；t为0、1、2、3或4。该衍生物具有良好的前后除草和生长调节性能。
• Chemical synthesis of ethylene/maleic anhydride dimer with phenylethyl
  申请人：Monsanto Company

  公开号：US04442298A1

  公开（公告）日：1984-04-10

  A phenylethyl substituted dimer of ethylene and maleic anhydride, names 7-phenyloctane-(1,2),(5,6)-dianhydride, is chemically synthesized by (a) alkylating alkyl 2,4-dihalobutyrate with alkyl 2-cyano-3-phenylbutyrate, (b) alkylating the resulting halide condensation product with a carboxylate selected from the group consisting of trialkyl ethane-1,1,2-tricarboxylate and dimethyl cyanoethane-1,2-dicarboxylate, (c) acid hydrolyzing the resulting tetra or pentaester accompanied by decarboxylating, and (d) dehydrating the resulting tetra-acid to yield the desired phenylethyl substituted dimer of ethylene and maleic anhydride, wherein the alkyls in the butyrate and carboxylate ester groups each contain from one to about four carbon atoms and halo is selected from the group consisting of bromo, chloro and iodo. The dimer has anti-tumor and anti-viral properties and can be used in silver halide emulsions.

  一种苯乙基取代的乙烯和马来酸酐二聚体，命名为7-苯基辛烷-(1,2),(5,6)-二酸酐，通过以下化学合成：(a)用烷基2,4-二卤丁酸酯烷基化烷基2-氰基-3-苯基丁酸酯，(b)用来自三烷基乙烷-1,1,2-三羧酸酯和二甲基氰乙烷-1,2-二羧酸酯的羧酸酯烷基化所得的卤化物缩合产物，(c)酸水解所得的四酯或五酯伴随着脱羧作用，(d)脱水所得的四酸，以得到所需的苯乙基取代的乙烯和马来酸酐二聚体，其中丁酸酯和羧酸酯中的烷基每个含有1到约4个碳原子，卤素选自溴、氯和碘。此二聚体具有抗肿瘤和抗病毒性能，并可用于银卤化物乳剂中。
• Cyano-dicarboxylate
  申请人：Monsanto Company

  公开号：US04521344A1

  公开（公告）日：1985-06-04

  A phenylethyl substituted dimer of ethylene and maleic anhydride, named 7-phenyloctane-(1,2),(5,6)-dianhydride, is chemically synthesized by (a) alkylating alkyl 2,4-dihalobutyrate with alkyl 2-cyano-3-phenylbutyrate, (b) alkylating the resulting halide condensation product with a carboxylate selected from the group consisting of trialkyl ethane-1,1,2-tricarboxylate and dimethyl cyanoethane-1,2-dicarboxylate, (c) acid hydrolyzing the resulting tetra or pentaester accompanied by decarboxylating, and (d) dehydrating the resulting tetra-acid to yield the desired phenylethyl substituted dimer of ethylene and maleic anhydride, wherein the alkyls in the butyrate and carboxylate ester groups each contain from one to about four carbon atoms and halo is selected from the group consisting of bromo, chloro and iodo.

  一种苯乙基取代的乙烯和马来酸酐二聚体，命名为7-苯基辛烷-(1,2),(5,6)-二酸酐，通过以下化学合成：(a)用2-氰基-3-苯基丁酸酯烷基化2,4-二卤丁酸酯，(b)用三烷基乙烷-1,1,2-三羧酸酯或二甲基氰乙烷-1,2-二羧酸酯中选择的羧酸酯烷基化所得的卤代缩合产物，(c)酸水解所得的四酯或五酯并伴随脱羧作用，(d)脱水所得的四酸，以得到所需的苯乙基取代的乙烯和马来酸酐二聚体，其中丁酸酯和羧酸酯中的烷基均含有1至约4个碳原子，卤素选择自溴、氯和碘。