bis(α,2-dichlorobenzylidene)hydrazine | 792-39-2

• 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: bis(α,2-dichlorobenzylidene)hydrazine
• 英文别名: N,N'-bis-(2,α-dichloro-benzylidene)-hydrazine；N,N'-Bis-(2,α-dichlor-benzyliden)-hydrazin；bis (α:2-dichloro-benzylidene)hydrazine；bis(α:2-dichlorobenzylidene)hydrazine；Bis(alpha,2-dichlorobenzylidene)hydrazine；2-chloro-N-[chloro-(2-chlorophenyl)methylidene]benzenecarbohydrazonoyl chloride
• CAS: 792-39-2
• 化学式: C₁₄H₈Cl₄N₂
• 分子量: 346.043
• InChiKey: STSYYFNBAHTXBF-UHFFFAOYSA-N

物化性质

• 溶解度：
  溶于二氯甲烷

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  24.7
• 氢给体数：
  0
• 氢受体数：
  2

制备方法与用途

化学性质
双(α,2-二氯亚苄基)肼纯品为无色或微黄色结晶体，熔点103～105℃，相对密度0.93，可溶于甲醇、二氯乙烷、冰醋酸、丙酮和四氯化碳等有机溶剂。

用途
双(α,2-二氯亚苄基)肼是合成杀螨剂四螨嗪的重要中间体。

生产方法
双(α,2-二氯亚苄基)肼是由双(2-氯亚苄基)肼和氯气为原料制得。具体步骤如下：将342升冰醋酸和53升乙酐投入氯化釜中，通过固体投料口加入105公斤双(2-氯亚苄基)肼，关闭投料口后开启冷冻系统，待反应液温度降至约20℃时开始通入氯气。控制反应温度在20～30℃之间，并以95公斤的流量通氯气。通氯气结束后保温16小时，保温结束后再进行曝气处理。随后将反应物料过滤至过滤器中，滤液送入蒸馏釜进行蒸馏回收乙酸（供循环使用），残液则需焚烧处理；滤饼经少量水洗涤后干燥即可得到成品。

反应信息

• 作为反应物：
  描述：

  bis(α,2-dichlorobenzylidene)hydrazine 在 一水合肼 作用下， 以 acidic aq. solution 为溶剂， 生成 1-Amino-2,5-bis(2-chlorphenyl)-1,3,4-triazol
  参考文献：
  名称：

  Hydrogen-bonding patterns in two structural isomers of 3,6-bis(2-chlorophenyl)-1,4-dihydro-1,2,4,5-tetrazine

  摘要：

  Two structural isomers, 3,6-bis(2-chlorophenyl)-1,4-dihydro-1,2,4,5- tetrazine, ( I), and 3,5- bis(2-chlorophenyl)-4-amino-1H-1,2,4- triazole, (II), both C14H10Cl2N4, form chain-like structures in the solid state, stabilized by N - H...N and N - H...Cl hydrogen bonds. A contribution from weak interactions to the strong hydrogen-bond network is observed in both structures. The secondary graph sets for intermolecular hydrogen bonds [R-2(2)(11) for (I) and R-2(2)(12) for (II)] indicate the similarity between the networks.

  DOI：

  10.1107/s0108270103026945
• 作为产物：
  描述：

  2-chlorobenzaldehyde N-[(2-chlorophenyl)methylidene]hydrazone 在 四氯化碳 、 碘 作用下， 生成 bis(α,2-dichlorobenzylidene)hydrazine
  参考文献：
  名称：

  Stolle, Journal fur praktische Chemie (Leipzig 1954), 1933, vol. <2> 137, p. 327,337

  摘要：

  DOI：

文献信息

• Pesticidal 1,2,4-triazole compounds
  申请人：FBC Limited

  公开号：US04414221A1

  公开（公告）日：1983-11-08

  The compounds of the formula: ##STR1## wherein R.sup.1 represents phenyl substituted in at least the 2-position by fluorine, chlorine, bromine or iodine, R.sup.2 represents a group R.sup.3, --OR.sup.3, --SR.sup.3 or --NR.sup.3 R.sup.4 where R.sup.3 represents hydrogen, alkyl of 1 to 6 carbon atoms, cycloalkyl of 3 to 7 carbon atoms, alkenyl of 2 to 6 carbon atoms, cycloalkenyl of 3 to 7 carbon atoms, alkynyl of 2 to 6 carbon atoms, phenyl, phenylalkyl of 7 to 10 carbon atoms or naphthyl, each of which may be unsubstituted or substituted by one or more halogen atoms, alkyl or alkoxy or alkylthio groups of 1 to 6 carbon atoms, nitro groups, cyano groups or mercapto groups, R.sup.4 represents a group as defined for R.sup.3 but not necessarily identical thereto, and A and B, together with the carbon atoms to which they are attached, form a 3,6-disubstituted pyridazine, a 3,6-disubstituted dihydropyridazine, a 2,5-disubstituted pyrimidine, a 1,2,4-oxadiazole, a 1,2,4-oxadiazoline or a 1,2,4-triazole ring, and the quaternary salts thereof, are novel compounds which are pesticidal, notably with respect to acarids, insects and aphids and their eggs and larvae. Compositions containing the compounds are also described as well as processes for their preparation and methods of using them.

  该式化合物，其中R.sup.1代表苯基，至少在2位被氟、氯、溴或碘取代，R.sup.2代表一个R.sup.3基团，--OR.sup.3，--SR.sup.3或--NR.sup.3 R.sup.4，其中R.sup.3代表氢、1至6个碳原子的烷基、3至7个碳原子的环烷基、2至6个碳原子的烯基、3至7个碳原子的环烯基、2至6个碳原子的炔基、苯基、7至10个碳原子的苯基烷基或萘基，每个基团可能未取代或被一个或多个卤素原子、烷基、烷氧基或烷硫基基团（1至6个碳原子）、硝基基团、氰基团或巯基基团取代，R.sup.4代表一个与R.sup.3定义的基团，但不一定与之相同，且A和B与它们连接的碳原子一起形成3,6-二取代吡啶嗪、3,6-二取代二氢吡啶嗪、2,5-二取代嘧啶、1,2,4-噁二唑、1,2,4-噁二唑环或1,2,4-三唑环，以及它们的季铵盐，是一种新颖的化合物，对螨虫、昆虫、蚜虫及其卵和幼虫具有杀虫作用。描述了含有这些化合物的组合物，以及它们的制备方法和使用方法。
• 1,2,4,5-Tetrazines
  申请人：Fisons Limited

  公开号：US04237127A1

  公开（公告）日：1980-12-02

  The substituted tetrazines of the formula: ##STR1## and of the formula: ##STR2## wherein: R.sup.1, R.sup.2 and R.sup.4 each represent hydrogen, phenyl, alkyl of 1 to 6 carbon atoms, or alkenyl or alkynyl of 3 to 6 carbon atoms, each of which may be unsubstituted or substituted by one or more halogen atoms, hydroxy groups, cyano groups, carboxy groups, alkoxycarbonyl groups of 2 to 5 carbon atoms, or alkoxy groups of 1 to 4 carbon atoms; or R.sup.1 and R.sup.2 together represent a single bond; R.sup.3 represents alkyl of 1 to 6 carbon atoms, cycloalkyl of 3 to 7 carbon atoms, phenyl or phenylalkyl of 7 to 10 carbon atoms, each of which may be unsubstituted or substituted by one or more halogen atoms, alkyl or alkoxy groups of 1 to 6 carbon atoms, nitro groups, cyano groups, mercapto groups, or alkylmercapto groups of 1 to 4 carbon atoms; and R.sup.6 represents a phenyl group substituted in at least the 2-position by fluorine, chlorine, bromine or iodine; are effective to combat acarids and their eggs.

  公式中的替代四氮唑：##STR1## 和公式：##STR2## 其中：R.sup.1、R.sup.2 和 R.sup.4 每个代表氢、苯基、1至6个碳原子的烷基，或3至6个碳原子的烯基或炔基，每个原子可以未被取代或被一个或多个卤素原子、羟基、氰基、羧基、2至5个碳原子的烷氧羰基或1至4个碳原子的烷氧基所取代；或者 R.sup.1 和 R.sup.2 一起代表一个单键；R.sup.3 代表1至6个碳原子的烷基，3至7个碳原子的环烷基，苯基或7至10个碳原子的苯基烷基，每个原子可以未被取代或被一个或多个卤素原子、烷基或烷氧基、1至6个碳原子的氮基、氰基、巯基或1至4个碳原子的烷基巯基所取代；R.sup.6 代表苯基，在至少2位被氟、氯、溴或碘取代；对抗螨虫及其卵是有效的。
• Acaricidally active tetrazine derivatives
  申请人：Chinoin Gyogyszer Es Vegyeszeti Termekek Gyara RT.

  公开号：US05455237A1

  公开（公告）日：1995-10-03

  The invention relates to novel tetrazine derivatives of the formula (I), ##STR1## wherein X is fluorine, chlorine or bromine; and Y is hydrogen or fluorine, as well as to a process for the preparation thereof. Furthermore, the invention relates to compositions containing the above compounds as well as to a process for the preparation thereof. The compounds and compositions according to the invention have acaricidal; larvicidal an ovicidal effects.

  本发明涉及一种新型四唑衍生物，其化学式为(I)：##STR1## 其中，X为氟、氯或溴；而Y为氢或氟。此外，本发明还涉及一种制备上述化合物的方法，以及含有上述化合物的组合物的制备方法。根据本发明，所述化合物和组合物具有杀螨、杀幼虫和杀卵的效果。
• Stolle, Journal fur praktische Chemie (Leipzig 1954), 1933, vol. <2> 137, p. 327,337
  作者：Stolle

  DOI：——

  日期：——
• Hydrogen-bonding patterns in two structural isomers of 3,6-bis(2-chlorophenyl)-1,4-dihydro-1,2,4,5-tetrazine
  作者：Janusz Zachara、Izabela Madura、Marek Włostowski

  DOI：10.1107/s0108270103026945

  日期：2004.1.15

  Two structural isomers, 3,6-bis(2-chlorophenyl)-1,4-dihydro-1,2,4,5- tetrazine, ( I), and 3,5- bis(2-chlorophenyl)-4-amino-1H-1,2,4- triazole, (II), both C14H10Cl2N4, form chain-like structures in the solid state, stabilized by N - H...N and N - H...Cl hydrogen bonds. A contribution from weak interactions to the strong hydrogen-bond network is observed in both structures. The secondary graph sets for intermolecular hydrogen bonds [R-2(2)(11) for (I) and R-2(2)(12) for (II)] indicate the similarity between the networks.