123871-59-0

Basic information

• Product Name: 2,5-Cyclohexadien-1-one,4-fluoro-4-nitro-(9CI)
• Synonyms: 2,5-Cyclohexadien-1-one,4-fluoro-4-nitro-(9CI)
• CAS NO: 123871-59-0
• Molecular Formula: C₆H₄FNO₃
• Molecular Weight: 157.0992632
• Product Categories: HALIDE
• Mol File: 123871-59-0.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,5-Cyclohexadien-1-one,4-fluoro-4-nitro-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Cyclohexadien-1-one,4-fluoro-4-nitro-(9CI)(123871-59-0)
• EPA Substance Registry System: 2,5-Cyclohexadien-1-one,4-fluoro-4-nitro-(9CI)(123871-59-0)

Safety Data

• Hazardous Substances Data: 123871-59-0(Hazardous Substances Data)

Usage

General Description

2,5-Cyclohexadien-1-one, 4-fluoro-4-nitro-(9CI) is a chemical compound with the molecular formula C6H5NO3F. It is a yellow solid with a molecular weight of 155.11 g/mol. The compound is classified as a cyclohexadienone, which is a cyclic ketone with a six-membered ring containing a double bond and a carbonyl group. The presence of the nitro and fluoro groups in the compound suggests that it may have potential applications in pharmaceuticals, agrochemicals, or materials chemistry. Additionally, the compound’s reactivity and potential toxic effects need to be carefully evaluated before its use in any industrial or research applications.

Upstream product

• 405-51-6 4-fluorophenyl acetate 
• 371-41-5 4-Fluorophenol 
• 459-60-9 1-fluoro-4-methoxybenzene 

Downstream Products

• 394-33-2 2-nitro-4-fluorophenol 
• 364-32-9 4-fluoro-2,6-dinitrophenol 

Relevant articles and documents

The mechanism of the nitration of donor-activated benzenes with nitric and nitrous acid as studied by 15N CIDNP

15N CIDNP effects observed during nitration of phenolic compounds with nitric and nitrous acid are comparable showing that nitrous acid is not only a catalyst during nitration with nitric acid but also a reactive intermediate. The 15N CIDNP effects are generated in radical pairs formed during encounters of NO2 and arene radical cations or aroxyl radicals. The mechanism given is valid for arenes more reactive than toluene.

ipso Nitration in p-halophenyl ethers

Addition of nitronium ion ipso to halogen occurs on nitration of the p-haloanisoles in acetic anhydride at -60 deg C.In the cases of p-fluoro- and p-chloro-anisole, addition of the nitronium ion is reversible and only small amounts of ipso products are obtained.With p-bromoanisole nitrodebromination occurs.When p-halophenyl ethers containing a trapping substituent, e.g., 2-(4-chlorophenoxy)-2-methylpropanoic acid, are used as substrates, substantial amounts of the spiro diene with nitro ipso to halogen, e.g., 3,3-dimethyl-8-chloro-8-nitro-1,4-dioxaspirodeca-6,9-dien-2-one, can be isolated.The results demonstrate that extensive ipso attack at the halogen-substituted position is general in the nitration of p-halophenyl ethers.Key words: ipso nitration, ether, diene, p-haloanisole.