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2-Fluoro-5-nitroanisole is a chemical compound characterized by the molecular formula C7H6FNO3. It features a nitro group attached to the fifth carbon and a fluorine atom at the second carbon of the aromatic ring. This versatile compound is widely recognized for its applications in the synthesis of pharmaceuticals, agrochemicals, and fine chemicals, serving as a valuable building block in the creation of various drugs and bioactive molecules.

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  • 454-16-0 Structure
  • Basic information

    1. Product Name: 2-Fluoro-5-nitroanisole
    2. Synonyms: 2-Fluoro-5-nitroanisole;3-Methoxy-4-fluoronitrobenzene;4-Fluoro-3-methoxynitrobenzene;4-Fluoro-3-methoxynitrobenzene 2-Fluoro-5-nitroanisole;1-Fluoro-2-methoxy-4-nitrobenzene;Anisole, 2-fluoro-5-nitro- (8CI);4-Fluoro-3-methoxynitrobenzene, 1-Fluoro-2-methoxy-4-nitrobenzene, 2-Fluoro-5-nitrophenyl methyl ether;2-Fluoro-5-nitroanisole[4-Fluoro-3-Methoxynitrobenzene]
    3. CAS NO:454-16-0
    4. Molecular Formula: C7H6FNO3
    5. Molecular Weight: 171.13
    6. EINECS: 1592732-453-0
    7. Product Categories: Multisubstituted Benzene;Aromatic Halides (substituted)
    8. Mol File: 454-16-0.mol
  • Chemical Properties

    1. Melting Point: 69-71 °C
    2. Boiling Point: 270.3 °C at 760 mmHg
    3. Flash Point: 117.3 °C
    4. Appearance: /
    5. Density: 1.321 g/cm3
    6. Vapor Pressure: 0.0114mmHg at 25°C
    7. Refractive Index: 1.521
    8. Storage Temp.: Room temperature.
    9. Solubility: Chloroform (Slightly), Methanol (Slightly)
    10. CAS DataBase Reference: 2-Fluoro-5-nitroanisole(CAS DataBase Reference)
    11. NIST Chemistry Reference: 2-Fluoro-5-nitroanisole(454-16-0)
    12. EPA Substance Registry System: 2-Fluoro-5-nitroanisole(454-16-0)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 454-16-0(Hazardous Substances Data)

454-16-0 Usage

Uses

Used in Pharmaceutical Synthesis:
2-Fluoro-5-nitroanisole is utilized as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs and bioactive molecules. Its unique structure allows for the creation of compounds with specific therapeutic properties, enhancing the range of available treatments.
Used in Agrochemical Production:
In the agrochemical industry, 2-Fluoro-5-nitroanisole is employed as a precursor in the synthesis of various agrochemicals, contributing to the development of effective pest control agents and crop protection products.
Used in Fine Chemicals Manufacturing:
2-Fluoro-5-nitroanisole is also used as a building block in the production of fine chemicals, where its unique properties can be leveraged to create specialty chemicals for a range of applications, including fragrances, dyes, and other industrial chemicals.
Used in Antimicrobial and Antifungal Applications:
2-Fluoro-5-nitroanisole has demonstrated antimicrobial and antifungal properties, making it a promising candidate for the development of new drugs and treatments in the medical field. Its potential to combat resistant strains of bacteria and fungi positions it as a valuable asset in the ongoing battle against infectious diseases.

Check Digit Verification of cas no

The CAS Registry Mumber 454-16-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,5 and 4 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 454-16:
(5*4)+(4*5)+(3*4)+(2*1)+(1*6)=60
60 % 10 = 0
So 454-16-0 is a valid CAS Registry Number.
InChI:InChI=1/C7H6FNO3/c1-12-7-4-5(9(10)11)2-3-6(7)8/h2-4H,1H3

454-16-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Fluoro-5-Nitroanisole

1.2 Other means of identification

Product number -
Other names 1-Fluoro-2-methoxy-4-nitrobenzene

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:454-16-0 SDS

454-16-0Relevant articles and documents

BICYCLIC HETEROCYCLIC DERIVATIVES AS BROMODOMAIN INHIBITORS

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Paragraph 0229, (2017/04/04)

The present disclosure provides bicyclic heterocyclic derivatives of formula (I), which may be therapeutically useful, more particularly as bromodomain inhibitors; (I), in which R1, R2, R3, R4, L1, L2, Cy1, Cy2, X, n, and dotted line have the same meaning given in the specification, and pharmaceutically acceptable salts or pharmaceutically acceptable stereoisomers thereof that are useful in the treatment and prevention of diseases or disorders, in particular their use in diseases or disorders associated as bromodomain inhibitors. The present disclosure also provides preparation of compounds and pharmaceutical formulations comprising at least one of bicyclic heterocyclic derivatives of formula (I), together with a pharmaceutically acceptable carrier, diluent, or excipient.

BICYCLIC HETEROCYCLIC DERIVATIVES AS BROMODOMAIN INHIBITORS

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Page/Page column 57, (2015/07/23)

The present invention provides bicyclic heterocyclic derivatives of formula (I), which may be therapeutically useful, more particularly as bromodomain inhibitors; (I), in which R1, R2, R3, R4, L1, L2, Cy1, Cy2, X, n and dotted line are have the same meaning given in the specification, and pharmaceutically acceptable salts or pharmaceutically acceptable stereoisomers thereof that are useful in the treatment and prevention of diseases or disorder, in particular their use in diseases or disorder associated as bromodomain inhibitors. The present invention also provides preparation of the compounds and pharmaceutical formulations comprising at least one of bicyclic heterocyclic derivatives of formula (I), together with a pharmaceutically acceptable carrier, diluent or excipient therefor.

NOVEL 4,6-DISUBSTITUTED AMINOPYRIMIDINE DERIVATIVES HAVING BOTH AROMATIC AND HALOGENIC SUBSTITUENTS

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Paragraph 0635, (2014/03/24)

Certain 4,6-disubstituted aminopyrimidine derivatives having both aromatic and halogenic substituents.

A novel method for the nitration of simple aromatic compounds

Smith, Keith,Musson, Adam,DeBoos, Gareth A.

, p. 8448 - 8454 (2007/10/03)

Simple aromatic compounds such as benzene, alkylbenzenes, halogenobenzenes, and some disubstituted benzenes are nitrated in excellent yields with high regioselectivity under mild conditions using zeolite β as a catalyst and a stoichiometric quantity of nitric acid and acetic anhydride. The zeolite can be recycled, and the only byproduct is acetic acid, which can be separated easily from the nitration product by distillation; the process is inexpensive and represents an attractive method for the clean synthesis of a range of nitroaromatic compounds. For example, nitration of toluene gives a quantitative yield of mononitrotoluenes, of which 79% is 4-nitrotoluene; fluorobenzene gives a quantitative yield of mononitro compounds, of which 94% is 4-nitrofluorobenzene; and 2-fluorotoluene gives a 96% yield of mononitro products, of which 90% is the 5-nitro isomer and 10% is the 4-nitro isomer.

Facile preparation of aromatic fluorides by deaminative fluorination of aminoarenes using hydrogen fluoride combined with bases

Yoneda,Fukuhara

, p. 23 - 36 (2007/10/02)

One-pot deaminative fluorination of aminoarenes including heteroaromatics, namely, diazotization of aminoarenes followed by in situ fluoro-dediazoniation of the corresponding diazonium ions, was successfully accomplished to produce fluoroarenes in high yields by using hydrogen fluoride combined with base solutions. The diazotization stage has been found to play the most important part in yielding fluoroarenes effectively. It was greatly influenced by the composition of the HF solution and enhanced by employing appropriate amounts of bases such as pyridine under carefully controlled conditions. The fluoro-dediazoniation stage was effectively accelerated photochemically to afford fluoroarenes having polar substituents such as hydroxyl, nitro and so on in high yields.

PREPARATION OF AROMATIC FLUORIDES VIA DIAZOTIZATION AND PHOTOCHEMICALLY INDUCED FLUORO-DEDIAZONIATION OF AROMATIC AMINES IN ANHYDROUS HYDROGEN FLUORIDE - ORGANIC BASE SOLUTIONS

Yoneda, Norihiko,Fukuhara, Tsuyoshi,Kikuchi, Tetsuo,Suzuki, Akira

, p. 865 - 872 (2007/10/02)

Fluoro-dediazoniation of aromatic diazonium ions, produced by the diazotization of the corresponding aromatic amines with NaNO2 in anhydrous hydrogen fluorides (AHF) - organic base solutions, was accelerated photochemically to afford Ar-F efficiently in AHF - organic base solutions in situ.

Phenyl benzoic acid compounds

-

, (2008/06/13)

The invention relates to substituted 5-(phenyl)benzoic acid esters and non-toxic pharmaceutically accepted salts thereof and processes for their preparation. The substituted 5-(phenyl)benozic acids are useful as anti-inflammatory compounds. Also included are method of treating inflammation claims by administering these particular compounds to patients.

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