2-fluoro-benzenediazonium cation | 45660-02-4

• 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: 2-fluoro-benzenediazonium cation
• 英文别名: 2-Fluorphenyldiazonium；o-Fluorbenzoldiazonium；2-Fluorobenzenediazonium
• CAS: 45660-02-4
• 化学式: C₆H₄FN₂
• 分子量: 123.11
• InChiKey: VJPQZOXMOAGWHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-fluoro-benzenediazonium cation 在 盐酸 、 copper(II) choride dihydrate 作用下， 以 水 、 丙酮 、 乙腈 为溶剂， 反应 12.0h， 生成
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Nitromethylene Neonicotinoids Based on the Enhanced Conjugation

  摘要：

  The neonicotinoids with a nitroconjugated system had excellent bioactivity, which could rival imidacloprid, and has been previously reported. However, the photodegradation and hydrolysis of this series of neonicotinoids was very quick according to our further investigation, which cannot be developed as a pesticide further. The approach to further enhance the conjugation was tried not only to increase the bioactivities but also to improve the stability in water and in the sun. A substituted phenyl group was introduced into the furan ring of compound 3. A total of 13 novel neonicotinoid analogues with a higher conjugation system were designed and synthesized. The target molecular structures have been confirmed on the basis of satisfactory analytical and spectral data. All compounds presented significant insecticidal activities on cowpea aphid (Aphis craccivora), cotton aphid (Aphis gossypii), and brown planthopper (Nilaparvata lugens). The stability test exhibited that the stability of novel analogues in water and under the mercury lamp has been improved significantly in comparison to compound 3.

  DOI：

  10.1021/jf403272h
• 作为产物：
  描述：

  2-氟苯胺 在 盐酸 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 1.5h， 生成 2-fluoro-benzenediazonium cation
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Nitromethylene Neonicotinoids Based on the Enhanced Conjugation

  摘要：

  The neonicotinoids with a nitroconjugated system had excellent bioactivity, which could rival imidacloprid, and has been previously reported. However, the photodegradation and hydrolysis of this series of neonicotinoids was very quick according to our further investigation, which cannot be developed as a pesticide further. The approach to further enhance the conjugation was tried not only to increase the bioactivities but also to improve the stability in water and in the sun. A substituted phenyl group was introduced into the furan ring of compound 3. A total of 13 novel neonicotinoid analogues with a higher conjugation system were designed and synthesized. The target molecular structures have been confirmed on the basis of satisfactory analytical and spectral data. All compounds presented significant insecticidal activities on cowpea aphid (Aphis craccivora), cotton aphid (Aphis gossypii), and brown planthopper (Nilaparvata lugens). The stability test exhibited that the stability of novel analogues in water and under the mercury lamp has been improved significantly in comparison to compound 3.

  DOI：

  10.1021/jf403272h

文献信息

• [EN] PREPARATION OF 3,3-DIALKXOY-1-METHYLENEPROPYL ARENES<br/>[FR] PRÉPARATION DE 3,3-DIALKOXY-1-MÉTHYLÈNEPROPYL ARÈNES
  申请人：LONZA AG

  公开号：WO2012150281A1

  公开（公告）日：2012-11-08

  The invention discloses a method for the preparation of 3,3-dialkxoy-1-methylenepropyl arenes from crotonaldehyde and aryldiazonium salts, and intermediates for the preparation of perfumes.

  该发明公开了一种从己烯醛和芳基重氮盐制备3,3-二烷氧基-1-亚甲基丙基芳烃的方法，以及用于制备香水的中间体。
• Synthesising Method and Benzoxathiepine Intermediates
  申请人：Vacher Bernard

  公开号：US20080234499A1

  公开（公告）日：2008-09-25

  The invention relates to preparing derivatives of formula (1), wherein, in particular R 1 and R 2 , identical or different, represent a hydrogen, flourine or chlorine atom, a hydroxy group, an alkyl radical and an alkoxy radical, R 3 is an alkyl radical, a hydroxy group, or a methoxy radical, R 4 is a hydrogen atom or a methyl radical and R 5 and R 6 , identical or different, represent a hydrogen atom, an alkyl radical, an alkoxy radical, an alkylthio radical, and an alkylamino radical. The inventive method consists in reducing an amid of formula (9).

  该发明涉及制备式（1）的衍生物，其中，特别是R1和R2，相同或不同，代表氢、氟或氯原子、羟基、烷基基团和烷氧基团，R3是烷基基团、羟基或甲氧基团，R4是氢原子或甲基基团，R5和R6，相同或不同，代表氢原子、烷基基团、烷氧基团、烷硫基团和烷基氨基团。该创新方法在于还原式（9）的酰胺。
• Visible Light-Driven, Gold(I)-Catalyzed Preparation of Symmetrical (Hetero)biaryls by Homocoupling of Arylazo Sulfones
  作者：Lorenzo Di Terlizzi、Simone Scaringi、Carlotta Raviola、Riccardo Pedrazzani、Marco Bandini、Maurizio Fagnoni、Stefano Protti

  DOI：10.1021/acs.joc.2c00225

  日期：2022.4.1

  The preparation of symmetrical (hetero)biaryls via arylazo sulfones has been successfully carried out upon visible light irradiation in the presence of PPh3AuCl as the catalyst. The present protocol led to the efficient synthesis of a wide range of target compounds in an organic-aqueous solvent under photocatalyst-free conditions.

  在PPh 3 AuCl作为催化剂的情况下，在可见光照射下成功地通过芳基偶氮砜制备了对称（杂）联芳基化合物。本方案可以在无光催化剂的条件下在有机水溶剂中有效合成多种目标化合物。
• Process for preparing chloro-difluorobenzene
  申请人：ISC CHEMICALS LIMITED

  公开号：EP0447259A1

  公开（公告）日：1991-09-18

  1-Chloro-3,4-difluoro-benzene, an intermediate in the production of certain quinolone drugs, is produced by converting a chlorofluoro-aniline into the corresponding diazonium fluoborate, and pyrolysing the latter to give the 1-chloro-3,4-difluorobenzene. 5-Chloro-2-fluorophenyldiazonium fluoborate is a new compound.

  1-氯-3,4-二氟苯，是某些喹诺酮类药物生产中间体，通过将氯氟苯胺转化为相应的重氮氟硼酸盐，然后热解后者以得到1-氯-3,4-二氟苯。5-氯-2-氟苯重氮氟硼酸盐是一种新化合物。
• [EN] PROCESS FOR PREPARING CHLORO-DIFLUOROBENZENE
  申请人：ISC CHEMICALS LIMITED

  公开号：WO1991013847A1

  公开（公告）日：1991-09-19

  (EN) 1-Chloro-3,4-difluorobenzene, an intermediate in the production of certain quinolone drugs, is produced by converting a chlorofluoro-aniline into the corresponding diazonium fluoborate, and pyrolysing the latter to give the 1-chloro-3,4-difluorobenzene. 5-Chloro-2-fluorophenyldiazonium fluoborate is a new compound.(FR) On produit du 1-chloro-3,4-difluorobenzène, servant d'intermédiaire dans la fabrication de certains médicaments à la quinolone, en transformant une chlorofluoro-aniline en diazonium fluoborate correspondant et en pyrolysant ce dernier pour obtenir du 1-chloro-3,4-difluorobenzène. Le 5-chloro-2-fluorophényldiazonium fluoborate est un nouveau composé.

  1-氯-3,4-二氟苯zen是最的中间体，用来生产某些青霉素类药物，通过将氯氟苯胺转化为对应的对位的流体硼化合物，然后对其进行热解得到。5-氯-2-氟苯 Diazonium fluoborate是新合成的化合物。