31284-04-5

Basic information

• Product Name: 1-(2,4-DINITROPHENYL)-PIPERAZINE HCL
• Synonyms: 1-(2,4-DINITROPHENYL)-PIPERAZINE HCL;4-Dinitrophenyl)-piperazine HCl;1-(2,4-dinitrophenyl)piperazine
• CAS NO: 31284-04-5
• Molecular Formula: C₁₀H₁₂N₄O₄
• Molecular Weight: 288.69
• Mol File: 31284-04-5.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(2,4-DINITROPHENYL)-PIPERAZINE HCL(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2,4-DINITROPHENYL)-PIPERAZINE HCL(31284-04-5)
• EPA Substance Registry System: 1-(2,4-DINITROPHENYL)-PIPERAZINE HCL(31284-04-5)

Safety Data

• Hazardous Substances Data: 31284-04-5(Hazardous Substances Data)

Usage

General Description

1-(2,4-Dinitrophenyl)-piperazine HCL is a chemical compound that belongs to the category of piperazine derivatives. It is often used in scientific research as a reagent in the synthesis of various pharmaceuticals and agrochemicals. The compound is a salt, and the hydrochloride form is commonly used in research and industrial processes. 1-(2,4-Dinitrophenyl)-piperazine HCL is known for its ability to react with various organic compounds, making it a versatile reagent in chemical synthesis. It is important to handle this compound with care, as it can be hazardous if not used properly.

Upstream product

• 110-85-0 piperazine 
• 139643-73-5 2,3-<3-norcaren-endo-2,5-diyl>-N-(2',4'-dinitrophenoxy)succinimide 
• 70-34-8 2,4-Dinitrofluorobenzene 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 970-88-7 2,4-dinitrophenyl benzenesulfonate 
• 742-25-6 2,4-dinitrophenyl 4-methylbenzenesulfonate 
• 973-63-7 2,4-dinitrophenyl 4-chlorobenzenesulfonate 
• 156840-00-5 2,4-dinitrophenyl 4-nitrobenzenesulfonate 
• 154853-46-0 2,4-dinitrophenyl 4-methoxybenzenesulfonate 
• 584-48-5 2,4-dinitrobromobenzene 
• 709-49-9 1-iodo-2,4-dinitrobenzene 
• 51-28-5 2,4-Dinitrophenol 
• 24104-92-5 O,O-diethyl O-(2,4-dinitrophenyl) thiophosphate 
• 54436-53-2 O,O-diethyl (2,4-dinitrophenyl) phosphate triester 

Relevant articles and documents

Choice of solvent (MeCN vs H2O) decides rate-limiting step in SNAr aminolysis of 1-fluoro-2,4-dinitrobenzene with secondary amines: Importance of Bronsted-type analysis in acetonitrile

(Chemical Equation Presented) A kinetic study is reported for nucleophilic substitution reactions of 2,4-dinitro-1-fluorobenzene (DNFB) with a series of secondary amines in MeCN and H2O at 25.0°C. The reaction in MeCN results in an upward curva

Dual nucleophilic substitution reactions of O,O-diethyl 2,4-dinitrophenyl phosphate and thionophosphate triesters

The reactions of the title compounds with phenoxides, secondary alicyclic (SA) amines, and pyridines, in 44 wt% ethanol-water, at 25°C and an ionic strength of 0.2 M, were subjected to kinetic and product studies. From analytical techniques (HPLC and NMR), two pathways were detected (nucleophilic attack at the phosphoryl center and at the C-1 aromatic carbon) for the reactions of all the nucleophiles with the phosphate (2) and for the pyridinolysis of the thionophosphate (1). Only aromatic nucleophilic substitution was found for the reactions of 1 with phenoxides and SA amines. For the dual reactions, the nucleophilic rate constants (kN) were separated in two terms: documentclass{article}usepackage{amssymb} pagestyle{empty}begin{document}k-{rm N}^{rm P}end{document} and documentclass{article}usepackage{amssymb}pagestyle{empty}begin{document}k-{ rm N}^{{rm Ar}}end{document}, which are the rate constants for the corresponding electrophilic centers. The absence of a break in the Bronsted-type plots for the attack at P is consistent with concerted mechanisms. The Bronsted slopes, βAr 0.32-0.71, for the attack at the aromatic C-1, are in agreement with stepwise mechanisms where formation of a Meisenheimer complex is the rate-determining step. 2013 Wiley Periodicals, Inc. Int J Chem Kinet 45: 202-211, 2013 Copyright

Effect of Amine Nature on Reaction Rate and Mechanism in Nucleophilic Substitution Reactions of 2,4-Dinitrophenyl X-Substituted Benzenesulfonates with Alicyclic Secondary Amines

Second-order rate constants have been measured for reactions of 2,4-dinitrophenyl X-substituted benzenesulfonates with a series of alicyclic secondary amines. The reaction proceeds through S-O and C-O bond fission pathways competitively. The S-O bond fission occurs more dominantly as the amine basicity increases and the substituent X in the sulfonyl moiety becomes more strongly electron withdrawing, indicating that the regioselectivity is governed by the amine basicity as well as the electronic nature of the substituent X. The S-O bond fission proceeds through an addition intermediate with a change in the rate-determining step at pKa° = 9.1. The secondary amines are more reactive than primary amines of similar basicity for the S-O bond fission. The k1 value has been determined to be larger for reactions with secondary amines than with primary amines of similar basicity, which fully accounts for their higher reactivity. The second-order rate constants for the S-O bond fission result in linear Yukawa-Tsuno plots while those for the C-O bond fission exhibit poor correlation with the electronic nature of the substituent X. The distance effect and the nature of reaction mechanism have been suggested to be responsible for the poor correlation for the C-O bond fission pathway.