4329-73-1

Basic information

• Product Name: 1-(4-nitrobenzyl)pyridinium
• Synonyms: 1-[(4-Nitrophenyl)methyl]pyridinium
• CAS NO: 4329-73-1
• Molecular Formula: Br*C₁₂H₁₁N₂O₂
• Molecular Weight: 215.2274
• Mol File: 4329-73-1.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: 1-(4-nitrobenzyl)pyridinium(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-nitrobenzyl)pyridinium(4329-73-1)
• EPA Substance Registry System: 1-(4-nitrobenzyl)pyridinium(4329-73-1)

Safety Data

• Hazardous Substances Data: 4329-73-1(Hazardous Substances Data)

Usage

General Description

1-(4-nitrobenzyl)pyridinium is a chemical compound that consists of a pyridine ring linked to a benzyl group with a nitro substituent at the para position. It is often used as a precursor in the synthesis of various pharmaceuticals and organic compounds. The nitro group in the benzyl ring is important for imparting specific chemical and physical properties to the compound, and it can also be used as a reactive site for further functionalization. The pyridinium group adds positive charge to the molecule, making it a useful building block for the synthesis of various cationic organic compounds. Overall, 1-(4-nitrobenzyl)pyridinium has diverse applications in chemical and pharmaceutical industries due to its unique structure and reactivity.

Upstream product

• 110-86-1 pyridine 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 769-42-6 1,3-dimethylbarbituric acid 
• 1122-91-4 4-bromo-benzaldehyde 
• 100-52-7 benzaldehyde 
• 104-88-1 4-chlorobenzaldehyde 
• 104-87-0 4-methyl-benzaldehyde 
• 2033-24-1 cycl-isopropylidene malonate 
• 620-23-5 m-tolyl aldehyde 
• 122-03-2 (4-isopropylbenzaldehyde) 
• 4748-78-1 4-ethylbenzylaldehyde 
• 39515-51-0 3-Phenoxybenzaldehyde 
• 587-04-2 m-Chlorobenzaldehyde 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 14615-84-0 1-(4,4'-dinitro-stilben-α-yl)-pyridinium; bromide 
• 73916-33-3 2-furan-2-yl-1-(5-nitro-furan-2-yl)-3-(4-nitro-phenyl)-indolizine 
• 88089-41-2 (3aS,4S,9aR,9bR)-4-(4-Nitro-phenyl)-2-p-tolyl-3a,4,9a,9b-tetrahydro-pyrrolo[3,4-a]indolizine-1,3-dione 
• 39055-88-4 (4-nitrophenyl)(pyridin-4-yl)methanone 
• 17281-84-4 dimethyl 3-(4-nitrophenyl)indolizine-1,2-dicarboxylate 

Relevant articles and documents

Application of primary halogenated hydrocarbons for the synthesis of 3-Aryl and 3-Alkyl indolizines

Indolizine is an important heterocyclic compound with several interesting properties that make it suitable for numerous applications in many fields, such as biology, medicine and materials. However, the synthesis of 3-Alkyl indolizines from bulky primary halogenated alkanes has not yet been reported. Herein, a transition-metal-free synthetic route to 3-Aryl and 3-Alkyl indolizines from electron-deficient alkenes, pyridines and primary halogenated hydrocarbons has been reported for the first time using a tandem reaction. The key step of this method is the oxidative dehydrogenative aromatization of a tetrahydroindolizine intermediate with 2,2,6,6-Tetramethylpiperidine-N-oxyl (TEMPO) as the oxidant. The advantages of this protocol are its use of easily available and low-cost starting materials, the transition-metal-free conditions and its ready scalability.

One-pot synthesis of indolizine via 1,3-dipolar cycloaddition using a sub-equivalent amount of K2Cr2O7 as an efficient oxidant under base free conditions

A one-pot method for synthesizing multi-substituted indolizines from α-halo-carbonyl compounds, pyridines and electron deficient alkenes was developed. A sub-equivalent amount of potassium dichromate was used as an oxidant under base free conditions. The transformation developed should be of economic efficiency.

Molecular diversity of cycloaddition reactions of the functionalized pyridinium salts with 3-phenacylideneoxindoles

The cycloaddition reactions of a series of functionalized pyridinium salts, which were generated from reaction of pyridine with active alkyl halides such as p-nitrobenzyl bromide, N,N-diethyl chloroacetamide and phenacyl bromides with 3-phenacylideneoxindoles in the presence of triethylamine showed very interesting molecular diversities. A series of the functionalized spiro[cyclopropane-1,3′-indolines], and 3-furan-3(2H)-ylidene)indolin-2- ones were successfully prepared depending upon the structures of the pyridinium salts and reaction conditions. The regioselectivity and stereoselectivity of the reactions as well as reaction mechanisms were briefly discussed.