显色基艳黄 R | 17333-83-4

• 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: 显色基艳黄 R
• 中文别名: 显色基艳黄R；耐晒黄GC
• 英文名称: 2-chlorobenzenediazonium
• 英文别名: 2-Chlorbenzoldiazonium；2-Chlor-benzoldiazonium-ion
• CAS: 17333-83-4
• 化学式: C₆H₄ClN₂
• 分子量: 139.564
• InChiKey: HGOUHLGJFUPVGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 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：
  1

安全信息

• 海关编码：
  2927000090

制备方法与用途

化学性质
白色或灰白色结晶。邻氯苯胺为淡黄色液体，沸点为208.8℃，熔点分别为-14℃（α）和-1.9℃（β），相对密度为1.2125（20/4℃），折射率为1.5889，闪点为97℃。邻氯苯胺剧毒，具有溶血性，并能引起膀胱癌，小鼠口服LD₅₀值为256mg/kg。

用途
黄色基GC主要用于棉纤维及其织物的染色和印花。与色酚AS-G、AS-L3G、AS-L4G偶合可染成纯黄色；与色酚AS偶合则可染成橙色。其偶合力强，偶合速度中等。此外，它也适用于黏胶纤维、蚕丝、锦纶及二醋酸纤维的染色。邻氯苯胺还是染料、农药等精细化工产品的关键中间体。

生产方法
以邻硝基氯苯为原料，在盐酸存在下使用铁粉作为还原剂进行回流6-8小时，反应结束后加入氢氧化钠溶液中和，然后蒸馏并加盐酸成盐。通过盐析、过滤和干燥后即可得到成品。

类别
爆炸物质

爆炸物危险特性
与二硫化物或其衍生物反应可生成易爆产物

可燃性危险特性
热分解过程中释放有毒氮氧化物及氯化物烟雾

储运特性
应存放在低温通风且干燥的库房内，并需与二硫化物和2-氯硫酚钾分开存放

灭火剂
使用水、二氧化碳、泡沫或干粉进行灭火

反应信息

• 作为反应物：
  描述：

  显色基艳黄 R 生成 邻二氯苯
  参考文献：
  名称：

  Fry; Grote, Journal of the American Chemical Society, 1926, vol. 48, p. 711

  摘要：

  DOI：
• 作为产物：
  描述：

  邻氯苯胺 在 盐酸 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 1.5h， 生成 显色基艳黄 R
  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。
• Nano-Fe₃O₄ encapsulated-silica supported boron trifluoride as a novel heterogeneous solid acid for solvent-free synthesis of arylazo-1-naphthol derivatives
  作者：Abdolhamid Bamoniri、Naimeh Moshtael-Arani

  DOI：10.1039/c4ra12604a

  日期：——

  Fe₃O₄@SiO₂–BF₃ nanoparticles were prepared as a novel solid acid and effectively applied for the solvent-free synthesis of arylazo-1-naphthols at room temperature.

  Fe₃O₄@SiO₂-BF₃纳米颗粒被制备为一种新型固体酸，并有效地应用于室温下的无溶剂合成芳基偶氮基-1-萘酚。
• L'ARYLATION DES QUINONES PAR LES SELS DE DIAZONIUM : II. SUR LA SYNTHÈSE DES 2,5-BISARYL-<i>p</i>-BENZOQUINONES
  作者：P. Brassard、P. L'Écuyer

  DOI：10.1139/v58-100

  日期：1958.4.1

  not available

  不可用
• Coupling Kinetics of 4-Sulfobenzenediazonium Ion with 2,4-Thiazolidinedione, Its 3-Methyl Derivative and 3-Methyl-5-isoxazolone
  作者：Jaromír Kaválek、Vladimír Macháček、Vojeslav Štěrba

  DOI：10.1135/cccc19942022

  日期：——

  3- and 4-substituted 5-phenylazo derivatives of 2,4-thiazolidinedione were prepared as potential biologically active fungicides. The kinetics of coupling of 4-sulfobenzenediazonium salt with 2,4-thiazolidinedione and 3-methyl-2,4-thiazolidinedione have been studied and the results have been compared with kinetic data of coupling reaction of 3-methyl-5-isoxazolone.

  2,4-噻唑烷二酮的3-和4-取代的5-苯基偶氮衍生物被制备为潜在的生物活性杀真菌剂。已研究了4-磺基苯二氮盐与2,4-噻唑烷二酮和3-甲基-2,4-噻唑烷二酮的偶联动力学，并将结果与3-甲基-5-异噁唑酮的偶联反应动力学数据进行了比较。
• 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。

表征谱图