CAS: 80517-21-1; 4-Fluoro-2-Nitrobenzonitrile

该化合物是一种含氟芳烃硝基替代化合物,通常用作有机合成和制药研究的多用途中间体,其主要优点包括其在核生殖替代反应中的高度回动性,由硝基和硝基组的电排效应推动,这增强了其在构建复杂分子框架方面的效用.氟基原子进一步有助于其在交叉反应中的稳定性和选择性.该化合物在需要精确功能化的农用化学,制药和特种材料的开发方面特别宝贵.其明确界定的结构和一贯纯度使得它成为合成应用的可靠选择.

英文名称4-Fluoro-2-Nitrobenzonitrile
中文名称4-氟-2-硝基苯腈
IUPAC名称4-fluoro-2-nitrobenzonitrile
其它别名2-硝基-4-氟苯甲腈; 2-Cyano-5-Fluoronitrobenzene
CAS编号80517-21-1
MFCD编号:MFCD00277447
EINECS号:642-662-9
分子式:C7H3FN2O2分子量:166.11
产品CID: 1800394
产品分类有机原料→分子砌块→芳环类化合物→苯类化合物

相似结构搜索
InChIKey: MNEAKKQYFSYZEU-UHFFFAOYSA-N
InChI=1S/C7H3FN2O2/c8-6-2-1-5(4-9)7(3-6)10(11)12/h1-3H
计算化学: 氢键受体数3.0氢键供体数*可旋转键数1.0

MSDS等安全信息

GHS象形图
GHS符号GHS06;
注释: Skull and crossbones
危险类别急性毒性类别4(吸入)
急性毒性类别3(经皮)
急性毒性类别4(经口)
特定目标器官毒性 - 单次接触类别3
皮肤腐蚀/刺激类别2
严重眼刺激类别2
急性毒性类别3(经口)
急性毒性类别3(吸入)
急性毒性类别4(经皮)
严重眼刺激类别2A
警示词Danger(危险)
危险描述H332 |吸入有害.
H311 |皮肤接触会中毒.
H302 |吞咽有害.
H335 |可能引起呼吸道刺激.
H315 |造成皮肤刺激.
H319 |造成严重眼刺激.
H301 |吞咽会中毒.
H331 |吸入会中毒.
H312 |皮肤接触有害.
防范说明P264-P270-P330-P405-P501
危险等级6.1
UN编号3439.0
危险品标志Xi,Xn
风险等级Harmful/Irritant
包装等级Ⅲ
安全声明26-36/37/39
危险类别码20/21/22-36/37/38

欧盟法规

C&L通报

上下游产品

合成工艺路线路线简述

364-77-2 = 80517-21-1
反应条件:1.1 Reagents: Cuprous Cyanide Solvents: Hexamethylphosphoramide
标题:Fluorinated Tricyclic Neuroleptics With Prolonged Action: Derivatives And Analogs Of 2-[4-(7-Fluoro-2-Isopropyl-10,11-Dihydrodibenzo[b,F]Thiepin-11-Yl]Piperazine-1-Yl)Ethanol
作者:Protiva,Miroslav; Et Al
参考文献:Collection Of Czechoslovak Chemical Communications 日期:1987 卷标:52(7) 页码:1811-33]

394-01-4 = 80517-21-1
反应条件:1.1 Reagents: Tripotassium Phosphate,Oxygen Catalysts: Cuprous Iodide Solvents: Dimethyl Sulfoxide; 20 H,160 °C
标题:Conversions Of Aryl Carboxylic Acids Into Aryl Nitriles Using Multiple Types Of Cu-Mediated Decarboxylative Cyanation Under Aerobic Conditions
作者:Fu,Zhengjiang; Et Al
参考文献:Organic & Biomolecular Chemistry 日期:2020 卷标:18(41) 页码:8381-8385]

364-77-2 + 147023-48-1 = 80517-21-1
反应条件:1.1 Catalysts: Cuprous Cyanide
标题:A Method Of Preparing 4-Fluoro-2-Nitrobenzonitrile As A Neuroleptic Intermediate
参考文献:Czechoslovakia]

364-78-3 = 80517-21-1
反应条件:1.1 Reagents: Sodium Nitrite,Sulfuric Acid Solvents: Acetic Acid1.2 Reagents: Potassium Cyanide,Cuprous Chloride Solvents: Acetic Acid,Water1.3 Reagents: Sodium Carbonate Solvents: Acetic Acid,Water
标题:Fluorinated Tricyclic Neuroleptics With Prolonged Action. 7-Fluoro-11-[4-(2-Hydroxyethyl)Piperazino]-2-Isopropyl-10,11-Dihydrodibenzo[b,F]Thiepin
作者:Protiva,Miroslav; Et Al
参考文献:Collection Of Czechoslovak Chemical Communications 日期:1986 卷标:51(3) 页码:698-722]

70931-18-9 = 80517-21-1
反应条件:1.1 Reagents: Sodium Nitrite,Sulfuric Acid Solvents: Water1.2 Reagents: Sulfuric Acid,Potassium Iodide Solvents: Water2.1 Reagents: Cuprous Cyanide Solvents: Hexamethylphosphoramide
标题:Fluorinated Tricyclic Neuroleptics With Prolonged Action: Derivatives And Analogs Of 2-[4-(7-Fluoro-2-Isopropyl-10,11-Dihydrodibenzo[b,F]Thiepin-11-Yl]Piperazine-1-Yl)Ethanol
作者:Protiva,Miroslav; Et Al
参考文献:Collection Of Czechoslovak Chemical Communications 日期:1987 卷标:52(7) 页码:1811-33]

364-78-3 = 80517-21-1 + 345-17-5
反应条件:1.1 Reagents: Sodium Nitrite,Hydrochloric Acid Solvents: Water1.2 Reagents: Sodium Cyanide,Cuprous Chloride
标题:Fluorinated Tricyclic Neuroleptics With Prolonged Action. 7-Fluoro-11-[4-(2-Hydroxyethyl)Piperazino]-2-Isopropyl-10,11-Dihydrodibenzo[b,F]Thiepin
作者:Protiva,Miroslav; Et Al
参考文献:Collection Of Czechoslovak Chemical Communications 日期:1986 卷标:51(3) 页码:698-722]

364-78-3 = 80517-21-1 [标题:Reaction Conditions
标题:Seven-Membered Heterocycles. 28. Neuroleptic Piperazinyl Derivatives Of 10H-Thieno[3,2-C][1]Benzazepines And 4H-Thieno[2,3-C][1]Benzazepines
作者:Hunziker,Fritz; Et Al
参考文献:European Journal Of Medicinal Chemistry 日期:1981 卷标:16(5) 页码:391-8]

394-01-4 + 13943-58-3 = 80517-21-1
反应条件:1.1 Reagents: Oxygen Catalysts: Cuprous Iodide Solvents: Dimethyl Sulfoxide; 10 H,160 °C
标题:Halogenation And Cyanation Of Electron-Deficient Aryl Carboxylic Acids Via Cu Mediator As Well As Electron-Rich Ones Through Pd Catalyst Under Aerobic Conditions
作者:Fu,Zhengjiang; Et Al
参考文献:Journal Of Organic Chemistry 日期:2016 卷标:81(7) 页码:2794-2803]

394-01-4 = 80517-21-1
反应条件:1.1 Reagents: Potassium Carbonate,Oxygen Catalysts: Copper Bromide (Cubr) Solvents: Dimethyl Sulfoxide; 20 H,160 °C
标题:Conversions Of Aryl Carboxylic Acids Into Aryl Nitriles Using Multiple Types Of Cu-Mediated Decarboxylative Cyanation Under Aerobic Conditions
作者:Fu,Zhengjiang; Et Al
参考文献:Organic & Biomolecular Chemistry 日期:2020 卷标:18(41) 页码:8381-8385]

364-78-3 = 80517-21-1
反应条件:1.1 -2.1 Catalysts: Cuprous Cyanide
标题:A Method Of Preparing 4-Fluoro-2-Nitrobenzonitrile As A Neuroleptic Intermediate
参考文献:Czechoslovakia]

448-39-5 = 80517-21-1
反应条件:1.1 Reagents: Sodium Ethoxide Solvents: Ethanol2.1 Reagents: Sodium Nitrite,Sulfuric Acid Solvents: Acetic Acid2.2 Reagents: Potassium Cyanide,Cuprous Chloride Solvents: Acetic Acid,Water2.3 Reagents: Sodium Carbonate Solvents: Acetic Acid,Water
标题:Fluorinated Tricyclic Neuroleptics With Prolonged Action. 7-Fluoro-11-[4-(2-Hydroxyethyl)Piperazino]-2-Isopropyl-10,11-Dihydrodibenzo[b,F]Thiepin
作者:Protiva,Miroslav; Et Al
参考文献:Collection Of Czechoslovak Chemical Communications 日期:1986 卷标:51(3) 页码:698-722]

364-77-2 = 80517-21-1 + 28340-62-7
反应条件:1.1 Solvents: Dimethylformamide
标题:Fluorinated Tricyclic Neuroleptics With Prolonged Action: Derivatives And Analogs Of 2-[4-(7-Fluoro-2-Isopropyl-10,11-Dihydrodibenzo[b,F]Thiepin-11-Yl]Piperazine-1-Yl)Ethanol
作者:Protiva,Miroslav; Et Al
参考文献:Collection Of Czechoslovak Chemical Communications 日期:1987 卷标:52(7) 页码:1811-33

📜1,4-二氟苯置于硫酸,氨,Potassium Nitrate,Sodium Nitrite体系中,用水,二甲基亚砜,N,N-二甲基甲酰胺作为反应溶剂,化学反应生成 4-氟-2-硝基苯甲腈
参考文献:一种2-硝基-4-甲氧基苯甲酸的制备方法
标题:一种2-硝基-4-甲氧基苯甲酸的制备方法
摘要:本发明公开了一种2‑硝基‑4‑甲氧基苯甲酸的工业化制备方法.该2‑硝基‑4‑甲氧基苯甲酸的工业化制备方法,以对二氟苯为初始原料,经硝化,氨解,重氮上溴,氰化,甲氧基化以及水解六步反应合成2‑硝基‑4‑甲氧基苯甲酸.本过程得到的2‑硝基‑4‑甲氧基苯甲酸为白色粉末状固体,纯度98.5%,每步原料转化率分别达到100%,整个过程的总收率达到35.8%.