371-14-2

Basic information

• Product Name: 4-FLUOROPHENYLHYDRAZINE
• Synonyms: 1-(4-FLUOROPHENYL)HYDRAZINE;4-FLUOROPHENYLHYDRAZINE;AKOS BBS-00006439;N-(4-Fluorophenyl)hydrazine;Hydrazine, (4-fluorophenyl)-;4-Fluorophenylhydrazin
• CAS NO: 371-14-2
• Molecular Formula: C₆H₇FN₂
• Molecular Weight: 126.13
• EINECS: 206-732-9
• Mol File: 371-14-2.mol
• Article Data: 32

Chemical Properties

• Melting Point: 36.8 °C
• Boiling Point: 227℃
• Flash Point: 91℃
• Appearance: /
• Density: 1.257
• Vapor Pressure: 0.0805mmHg at 25°C
• Refractive Index: 1.609
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• PKA: 5.24±0.20(Predicted)
• CAS DataBase Reference: 4-FLUOROPHENYLHYDRAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-FLUOROPHENYLHYDRAZINE(371-14-2)
• EPA Substance Registry System: 4-FLUOROPHENYLHYDRAZINE(371-14-2)

Safety Data

• Hazardous Substances Data: 371-14-2(Hazardous Substances Data)

Usage

Description

4-FLUOROPHENYLHYDRAZINE is an organic compound with the molecular formula C6H5FN2. It is characterized by the presence of a fluorine atom attached to a phenyl ring and a hydrazine group. 4-FLUOROPHENYLHYDRAZINE is known for its reactivity and is commonly used as a building block in the synthesis of various organic molecules.

Uses

Used in Pharmaceutical Industry:
4-FLUOROPHENYLHYDRAZINE is used as a versatile reactant for the synthesis of various pharmaceutical compounds. Its unique structure allows it to participate in domino synthesis of indoles, which are important in the development of drugs targeting a wide range of medical conditions.
Used in Chemical Synthesis:
In the field of chemical synthesis, 4-FLUOROPHENYLHYDRAZINE is used as a key intermediate in the production of various organic compounds. Its reactivity with terminal alkynes, facilitated by zinc-promoted hydrohydrazination, enables the efficient synthesis of complex molecules with potential applications in various industries.
Used in Research and Development:
4-FLUOROPHENYLHYDRAZINE is also utilized in research and development settings, where its unique properties and reactivity are harnessed to explore new synthetic pathways and develop novel compounds with potential applications in various fields, including pharmaceuticals, materials science, and agrochemicals.

InChI:InChI=1/C6H7FN2/c7-5-1-3-6(9-8)4-2-5/h1-4,9H,8H2

Upstream product

• 371-40-4 4-fluoroaniline 
• 459-45-0 4-fluorobenzenediazonium tetrafluoroborate 
• 137273-08-6 N'-(4-Fluoro-phenyl)-hydrazinecarboxylic acid 2,2,2-trichloro-ethyl ester 
• 823-85-8 4-fluorophenyhydrazine hydrochloride 
• 352-33-0 1-Chloro-4-fluorobenzene 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 61161-10-2 N-(4-fluorophenyl)-nitramine 

Downstream Products

• 1549-74-2 maleic acid mono-(4-fluoro-phenylhydrazide) 
• 525-16-6 2-(4-fluoro-phenyl)-4-isopropylidene-5-methyl-2,4-dihydro-pyrazol-3-one 
• 368-22-9 salicylaldehyde-(4-fluoro-phenylhydrazone) 
• 7650-45-5 D-arabino-[2]hexosulose-bis-(4-fluoro-phenylhydrazone) 
• 576-16-9 5-fluorotryptamine 
• 399-72-4 5-fluoro-2-methyl-1H-indole 
• 125689-47-6 bis-(4-fluoro-phenyl)-antimony ⁽³⁺⁾; tris chloride 
• 134468-97-6 (4-Fluoro-phenyl)-(3,4,6,7,8,9-hexahydro-2H-quinolizin-1-yl)-diazene 
• 220000-36-2 ethyl 2-benzoylamino-3-[(4-fluorophenyl)hydrazono]propanoate 

Relevant articles and documents

Visible-light-mediated phosphonylation reaction: formation of phosphonates from alkyl/arylhydrazines and trialkylphosphites using zinc phthalocyanine

In this work, we developed a ligand- and base-free visible-light-mediated protocol for the photoredox syntheses of arylphosphonates and, for the first time, alkyl phosphonates. Zinc phthalocyanine-photocatalyzed Csp2-P and Csp3-P bond formations were efficiently achieved by reacting aryl/alkylhydrazines with trialkylphosphites in the presence of air serving as an abundant oxidant. The reaction conditions tolerated a wide variety of functional groups.

Synthesis, insecticidal activities, and structure-activity relationship of phenylpyrazole derivatives containing a fluoro-substituted benzene moiety

Fluorinated organic compounds represent a growing and important family of commercial chemicals. Introduction of fluorine into active ingredients has become an effective way to develop modern crop protection products. Given the particular properties of fluorine and high efficiency and selectivity of diamide insecticides, we designed and synthesized 27 anthranilic diamides analogues containing fluoro-sustituted phenylpyrazole. A preliminary bioassay indicated that most target compounds exhibited good biological activity against Mythimna separata and Plutella xylostella. Compound IIIf containing a 2,4,6-trifluoro-substituted benzene ring showed 43% insecticidal activity against M. separata at 0.1 mg L-1, while the control chlorantraniliprole was 36%. The activity of IIIe against P. xylostella at 10-5 mg L-1 was 94%, compared with that of the control being 70%. Thus, introduction of fluorine into diamide insecticides was useful for increasing activity. Insect electrophysiology studies showed that the calcium concentration in the nerve cells of third M. separata larvae was elevated by IIIf, which further confirmed that ryanodine receptor (RyR) was its potential target.

Lewis Acid Catalyzed Annulation of Cyclopropane Carbaldehydes and Aryl Hydrazines: Construction of Tetrahydropyridazines and Application Toward a One-Pot Synthesis of Hexahydropyrrolo[1,2- b]pyridazines

In this report, a facile synthesis of tetrahydropyridazines via a Lewis acid catalyzed annulation reaction of cyclopropane carbaldehydes and aryl hydrazines has been demonstrated. Moreover, the generated tetrahydropyridazine further participated in a cycloaddition reaction with donor-acceptor cyclopropanes to furnish hexahydropyrrolo[1,2-b]pyridazines. We also performed these two steps in one pot in a consecutive manner. In addition, a monodecarboxylation reaction of hexahydropyrrolo[1,2-b]pyridazine was achieved with a good yield.