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4-Fluoronitrobenzene, with the molecular formula C6H4FNO2, is an organic chemical compound that exists as a pale yellow crystalline solid. It is widely recognized for its role as an intermediate in the synthesis of various chemicals, including pharmaceuticals, dyes, and agrochemicals. 4-FLUORONITROBENZENE is also utilized in the creation of other fluorinated compounds, serving as a reagent in organic reactions and a building block in the production of specialty chemicals. Due to its potential hazards to human health and the environment, it is crucial to exercise proper safety measures during its handling and storage.

178603-76-4

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178603-76-4 Usage

Uses

Used in Pharmaceutical Industry:
4-Fluoronitrobenzene is used as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drug molecules with specific therapeutic properties. Its fluorinated structure can enhance the pharmacokinetics and pharmacodynamics of the resulting compounds, leading to improved efficacy and safety profiles.
Used in Dye Industry:
In the dye industry, 4-Fluoronitrobenzene is employed as a precursor in the production of various dyes. Its chemical structure allows for the creation of dyes with unique color characteristics and improved properties such as lightfastness and resistance to fading.
Used in Agrochemical Industry:
4-Fluoronitrobenzene is used as a building block in the synthesis of agrochemicals, contributing to the development of new pesticides and herbicides. Its incorporation into these compounds can lead to enhanced performance and selectivity, improving crop protection and yield.
Used in Organic Reactions:
As a reagent in organic reactions, 4-Fluoronitrobenzene is utilized to facilitate specific chemical transformations, such as fluorination and nitration processes. Its presence can influence the reaction pathways and outcomes, enabling the synthesis of desired products with greater efficiency and selectivity.
Used in Specialty Chemicals Manufacturing:
4-Fluoronitrobenzene is used as a component in the production of specialty chemicals, where its unique properties can be leveraged to create high-value products with specific applications in various industries, such as materials science, coatings, and advanced technologies.

Check Digit Verification of cas no

The CAS Registry Mumber 178603-76-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,7,8,6,0 and 3 respectively; the second part has 2 digits, 7 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 178603-76:
(8*1)+(7*7)+(6*8)+(5*6)+(4*0)+(3*3)+(2*7)+(1*6)=164
164 % 10 = 4
So 178603-76-4 is a valid CAS Registry Number.
InChI:InChI=1/C6H4FNO2/c7-5-1-3-6(4-2-5)8(9)10/h1-4H

178603-76-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-fluoro-4-nitrobenzene

1.2 Other means of identification

Product number -
Other names Benzene,1-fluoro-4-nitro

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:178603-76-4 SDS

178603-76-4Relevant academic research and scientific papers

FREEZE-DRIED POTASSIUM FLUORIDE: SYNTHETIC UTILITY AS A FLUORINATING AGENT

Kimura, Yoshikazu,Suzuki, Hiroshi

, p. 1271 - 1272 (1989)

The title reagent was found to be more effective fluorinating agent then calcine-dried potassium fluoride on a halogen-exchange fluorination.The fluorinating abilities of potassium fluoride depended strongly upon a concentration of aqueous solution to be lyophilized.

Facile conversion of arenediazonium salts to the corresponding fluoroarenes using boron trifluoride diethyl ether complex

Shinhama,Aki,Furuta,Minamikawa

, p. 1577 - 1582 (1993)

The conversion of various arenediazonium salts 1 to the corresponding fluoroarenes 2 has been achieved in good yields under mild conditions in boron trifluoride diethyl ether complex.

Tetramethylammonium chloride as a selective and robust phase transfer catalyst in a solid-liquid halex reaction: The role of water

Sasson, Yoel,Negussie, Samuel,Royz, Michael,Mushkin, Noam

, p. 297 - 298 (1996)

Tetramethylammonium chloride (TMAC) is an effective phase transfer catalyst for the selective chloride/fluoride exchange reaction of activated aryl chlorides with potassium fluoride provided that the amount of water in the system is limited and controlled.

Method for synthesizing nitro (hetero) aromatic hydrocarbon

-

Paragraph 0082-0084; 0097-0099, (2022/04/08)

The invention discloses a method for synthesizing nitro (hetero) aromatic hydrocarbon, and belongs to the field of organic synthesis. According to the method, simple (hetero) aromatic hydrocarbon is taken as an initial raw material and is stirred and reacted in an organic solvent at 40-100 DEG C under the action of a nitration reagent, a lewis acid catalyst and protective gas, and nitro (hetero) aromatic hydrocarbon can be obtained. The method provided by the invention has the advantages of cheap and easily available raw materials, mild reaction conditions, simple preparation process, good chemical selectivity, wide substrate application range, easy amplification and the like, has great application potential, and lays a good foundation for industrial production.

Nitration of aromatics with dinitrogen pentoxide in a liquefied 1,1,1,2-tetrafluoroethane medium

Fauziev, Ruslan V.,Kharchenko, Alexandr K.,Kuchurov, Ilya V.,Zharkov, Mikhail N.,Zlotin, Sergei G.

, p. 25841 - 25847 (2021/08/09)

Regardless of the sustainable development path, today, there are highly demanded chemical productions still operating that bear environmental and technological risks inherited from the previous century. The fabrication of nitro compounds, and nitroarenes in particular, is traditionally associated with acidic wastes formed in nitration reactions exploiting mixed acids. However, nitroarenes are indispensable for industrial and military applications. We faced the challenge and developed a greener, safer, and yet effective method for the production of nitroaromatics. The proposed approach comprises the application of an eco-friendly nitrating agent, namely dinitrogen pentoxide (DNP), in the medium of liquefied 1,1,1,2-tetrafluoroethane (TFE) - one of the most non-hazardous Freons. Importantly, the used TFE is not emitted into the atmosphere but is effortlessly recondensed and returned into the process. DNP is obtainedviathe oxidation of dinitrogen tetroxide with ozone. The elaborated method is characterized by high yields of the targeted nitro arenes, mild reaction conditions, and minimal amount of easy-to-utilize wastes.

The polyhedral nature of selenium-catalysed reactions: Se(iv) species instead of Se(vi) species make the difference in the on water selenium-mediated oxidation of arylamines

Capperucci, Antonella,Dalia, Camilla,Tanini, Damiano

supporting information, p. 5680 - 5686 (2021/08/16)

Selenium-catalysed oxidations are highly sought after in organic synthesis and biology. Herein, we report our studies on the on water selenium mediated oxidation of anilines. In the presence of diphenyl diselenide or benzeneseleninic acid, anilines react with hydrogen peroxide, providing direct and selective access to nitroarenes. On the other hand, the use of selenium dioxide or sodium selenite leads to azoxyarenes. Careful mechanistic analysis and 77Se NMR studies revealed that only Se(iv) species, such as benzeneperoxyseleninic acid, are the active oxidants involved in the catalytic cycle operating in water and leading to nitroarenes. While other selenium-catalysed oxidations occurring in organic solvents have been recently demonstrated to proceed through Se(vi) key intermediates, the on water oxidation of anilines to nitroarenes does not. These findings shed new light on the multifaceted nature of organoselenium-catalysed transformations and open new directions to exploit selenium-based catalysis.

Method for pipeline continuous fluorination with fluorine salt as fluorine source

-

Paragraph 0056-0091; 0095-0096; 0098; 0100-0105, (2021/10/27)

The method comprises the following steps: dissolving a fluorine salt in an aqueous polar aprotic solvent as reaction liquid A, dissolving an aryl (heterocyclic) chloride in a polar aprotic solvent as reaction liquid B, and reacting a polar aprotic solvent in the reaction liquid A with a polar aprotic solvent of the reaction liquid B. The reaction medium consisting of the preheated reaction liquid A and the preheated reaction liquid B enters the reaction coil for a fluorination reaction, and the resulting product from the reaction coil is subjected to post-treatment to obtain the product. The method has the characteristics of no need of adding a phase transfer catalyst, continuous production, low production cost and the like.

Method for efficiently synthesizing fluorine-containing compound

-

Paragraph 0068-0070, (2021/06/26)

The invention discloses a method for efficiently synthesizing a fluorine-containing compound, and relates to the field of fluorine-containing compound synthesis. The method is a method for generating a corresponding fluorine atom substituted fluorine-containing compound by reacting aromatic chloride or activated chloride serving as a raw material with potassium fluoride under the action of a novel catalyst. The method disclosed by the invention has the advantages of good product selectivity, high efficiency, mild reaction conditions, simplicity and convenience in operation, convenience in application and the like.

Preparation method of fluorine-containing aryl compound

-

Paragraph 0118-0125, (2021/06/12)

The invention relates to the field of organic synthesis, and especially relates to a preparation method of a fluorine-containing aryl compound. The invention provides a preparation method of a compound as shown in a formula 1. The preparation method comprises the following steps: fluorination reaction: reacting a compound as shown in a formula 2 with alkali metal fluoride in the presence of a phase transfer catalyst to prepare the compound as shown in the formula 1. According to the preparation method of the fluorine-containing aryl compound provided by the invention, a reaction system does not contain a solvent, the boiling point of the phase transfer catalyst is relatively high, solvent interference is avoided during rectification or short steaming after the reaction is finished, the distillation yield is high, and the product purity is good.

Photoinduced Iron-Catalyzed ipso-Nitration of Aryl Halides via Single-Electron Transfer

Wu, Cunluo,Bian, Qilong,Ding, Tao,Tang, Mingming,Zhang, Wenkai,Xu, Yuanqing,Liu, Baoying,Xu, Hao,Li, Hai-Bei,Fu, Hua

, p. 9561 - 9568 (2021/08/06)

A photoinduced iron-catalyzed ipso-nitration of aryl halides with KNO2 has been developed, in which aryl iodides, bromides, and some of aryl chlorides are feasible. The mechanism investigations show that the in situ formed iron complex by FeSO4, KNO2, and 1,10-phenanthroline acts as the light-harvesting photocatalyst with a longer lifetime of the excited state, and the reaction undergoes a photoinduced single-electron transfer (SET) process. This work represents an example for the photoinduced iron-catalyzed Ullmann-type couplings.

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