367-28-2

Basic information

• Product Name: 2-Fluoro-1,4-benzoquinone
• Synonyms: 2-Fluoro-1,4-benzoquinone;2-Fluoro-2,5-cyclohexadiene-1,4-dione
• CAS NO: 367-28-2
• Molecular Formula: C₆H₃FO₂
• Molecular Weight: 126.0852232
• Mol File: 367-28-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 162.2°Cat760mmHg
• Flash Point: 57.8°C
• Appearance: /
• Density: 1.32g/cm³
• Vapor Pressure: 2.19mmHg at 25°C
• Refractive Index: 1.494
• CAS DataBase Reference: 2-Fluoro-1,4-benzoquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Fluoro-1,4-benzoquinone(367-28-2)
• EPA Substance Registry System: 2-Fluoro-1,4-benzoquinone(367-28-2)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 367-28-2(Hazardous Substances Data)

Usage

General Description

2-Fluoro-1,4-benzoquinone is a chemical compound with the molecular formula C6H3FO2. It is a derivative of benzoquinone, which is a widely used chemical in various industrial and laboratory applications. 2-Fluoro-1,4-benzoquinone is commonly used as a reagent in the synthesis of organic compounds and as an intermediate in the production of pharmaceuticals. It is a pale yellow solid at room temperature and is relatively stable under normal conditions. However, it should be handled with caution due to its potential to cause irritation to the skin, eyes, and respiratory system. Overall, 2-Fluoro-1,4-benzoquinone is an important chemical in the field of organic chemistry and has several practical applications in the chemical industry.

InChI:InChI=1/C6H3FO2/c7-5-3-4(8)1-2-6(5)9/h1-3H

Upstream product

• 55660-73-6 2-fluoro-1,4-hydroquinone 
• 367-12-4 2-fluorophenol 
• 372-20-3 3-fluorophenol 
• 394-41-2 3-fluoro-4-nitrophenol 
• 326-18-1 3-fluoro-4-phenylazo-phenol 
• 462-06-6 fluorobenzene 

Downstream Products

• 82830-49-7 2-fluoro-1,4-dimethoxybenzene 
• 125903-69-7 (+/-)-DOF 
• 82830-48-6 2,5-dimethoxy-4-fluorobenzaldehyde 
• 1448799-03-8 (E)-3-(3-chlorophenyl)-1-(6-fluoro-5-hydroxybenzofuran-3-yl)prop-2-en-1-one 
• 1448799-04-9 (E)-1-(6-fluoro-5-hydroxybenzofuran-3-yl)-3-(4-methoxyphenyl)prop-2-en-1-one 

Relevant articles and documents

Electron Transfer Oxidation of Benzene and Aerobic Oxidation to Phenol

The activation of very strong C-H bonds, such as those found in benzene, is important also in the quest for new routes for its functionalization. Using the H5PV2Mo10O40 polyoxometalate as an electron transfer oxidant in >50% aqueous H2SO4 as solvent, the formation of a benzene radicaloid species at RT as probed by visible spectroscopy and by EPR spectroscopy recorded at X-band and W-band, including ELDOR-detected NMR, was verified. The viability of the ET oxidation of benzene is supported by DFT calculations, showing the reaction to be exergonic under these conditions. Furthermore, we show that in the presence of O2, very selective hydroxylation to phenol took place.

Chemical consequences of fluorine substitution. Part 4. Diels-Alder reactions of fluorinated p-benzoquinones with Dane's diene. Synthesis of fluorinated D-homosteroids

Four fluorinated p-benzoquinones (2) have been reacted with Dane's diene (1) in Diels-Alder reactions and the formed fluorinated D-homosteroids were characterized. The number of products, their stereochemistry and stability depends on the fluorine substitution pattern of the corresponding fluorinated p-benzoquinones. If the p-benzoquinone (2) contains an unfluorinated double bond, this bond reacts faster with diene 1 yielding endo-products selectively. In contrast, [4+2]cycloadditions with 2,6-difluoro (2c) and 2,3,5,6-tetrafluorobenzoquinone (2d) gave the products with exo-orientation of the carbonyl part preferably.