3-Fluoro-4-nitrophenol
[CAS# 394-41-2]

Identification

• Classification: Natural product >> Natural phenols
• Name: 3-Fluoro-4-nitrophenol
• Molecular Formula: C₆H₄FNO₃
• Molecular Weight: 157.10
• CAS Registry Number: 394-41-2
• EC Number: 206-895-6
• SMILES: C1=CC(=C(C=C1O)F)[N+](=O)[O-]

Properties

• Melting point: 92-95 °C

Safety Data

• Hazard Symbols: GHS05;GHS07;GHS09 Danger
• Risk Statements: H302-H315-H317-H318-H410
• Safety Statements: P261-P264-P270-P272-P273-P280-P301+P312+P330-P302+P352-P305+P351+P338+P310-P333+P313-P391-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	4	H302
Skin irritation	Skin Irrit.	2	H315
Specific target organ toxicity - single exposure	STOT SE	3	H335
Serious eye damage	Eye Dam.	1	H318
Eye irritation	Eye Irrit.	2	H319
Acute toxicity	Acute Tox.	4	H332
Acute toxicity	Acute Tox.	4	H312

• Transport Information: UN 3077

Discovery and Applications

3-Fluoro-4-nitrophenol is characterized by the presence of both fluorine and nitro groups attached to the phenol ring. This unique structure gives it unique chemical properties, making it a valuable compound for a variety of scientific and industrial applications.

3-Fluoro-4-nitrophenol was first synthesized in the mid-20th century as part of an effort to explore the reactivity and applications of halogenated and nitro-substituted phenols. Researchers aimed to create compounds with enhanced reactivity or specific properties for use in different chemical processes. Studies have found that the introduction of fluorine and nitro groups at specific positions on the phenol ring significantly affects the chemical behavior of the compound, leading to its recognition as a useful substance in a variety of applications.

In medicinal chemistry, 3-Fluoro-4-nitrophenol is an important intermediate in the synthesis of drugs. Its unique substituents make it useful for the development of drugs with targeted activity. Researchers have used this compound to create analogs with potential therapeutic effects, exploring its utility in the treatment of diseases and conditions.

The compound is widely used as a building block in organic synthesis. Its reactive groups enable chemists to perform a variety of chemical transformations, making it a versatile component in the development of complex organic molecules. It is used in the manufacture of dyes, agrochemicals, and other fine chemicals.

3-Fluoro-4-nitrophenol is used in analytical chemistry due to its unique spectral properties. It is used as a reagent in various analytical assays and experiments to detect and quantify specific substances. Its ability to produce characteristic responses in different analytical techniques makes it a valuable tool for researchers.

In materials science, this compound is being explored for its potential applications in creating advanced materials. Its properties can be exploited to develop new materials with unique electronic or optical properties, thereby promoting innovation in technology and materials research.

References

2022. A patent review on efficient strategies for the total synthesis of pazopanib, regorafenib and lenvatinib as novel anti-angiogenesis receptor tyrosine kinase inhibitors for cancer therapy. Molecular Diversity, 26(5).
DOI: 10.1007/s11030-022-10406-8

2015. An efficient and high-yielding protocol for the production of Regorafenib via a new synthetic strategy. Research on Chemical Intermediates, 41(12).
DOI: 10.1007/s11164-015-2206-z

2011. 3-Fluoro-4-nitro-phenyl 4-methyl-benzene-sulfonate. Acta Crystallographica. Section E, Structure Reports Online, 67(Pt 3).
DOI: 10.1107/s1600536811005903