331652-62-1

Basic information

• Product Name: 2-[4-(2,4-DINITROPHENYL)PIPERAZIN-1-YL]ETHANOL
• Synonyms: 2-[4-(2,4-DINITROPHENYL)PIPERAZIN-1-YL]ETHANOL
• CAS NO: 331652-62-1
• Molecular Formula: C₁₂H₁₆N₄O₅
• Molecular Weight: 296.28
• Mol File: 331652-62-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 503.9±50.0 °C(Predicted)
• Appearance: /
• Density: 1.400±0.06 g/cm3(Predicted)
• PKA: 14.96±0.10(Predicted)
• CAS DataBase Reference: 2-[4-(2,4-DINITROPHENYL)PIPERAZIN-1-YL]ETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[4-(2,4-DINITROPHENYL)PIPERAZIN-1-YL]ETHANOL(331652-62-1)
• EPA Substance Registry System: 2-[4-(2,4-DINITROPHENYL)PIPERAZIN-1-YL]ETHANOL(331652-62-1)

Safety Data

• Hazardous Substances Data: 331652-62-1(Hazardous Substances Data)

Upstream product

• 103-76-4 1-(2-hydroxyethyl)piperazine 
• 70-34-8 2,4-Dinitrofluorobenzene 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 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 
• 2363-36-2 (2,4-dinitro-phenyl)-(4-nitro-phenyl)-ether 

Relevant articles and documents

Kinetic study on SNAr reaction of 1-(Y-Substituted-phenoxy)-2,4- dinitrobenzenes with cyclic secondary amines in acetonitrile: Evidence for cyclic transition-state structure

A kinetic study is reported for SNAr reactions of 1-(Y-substituted-phenoxy)-2,4-dinitrobenzenes (1a-1h) with amines in MeCN. The plots of pseudo-first-order rate constant versus amine concentration curve upward, indicating that the reactions are catalyzed by a second amine molecule. The Br?nsted-type plots for the reaction of 1-(4-nitrophenyl)-2,4- dinitrobenzene (1a) with secondary amines are linear with βnuc = 1.10 and 0.85 for the uncatalyzed and catalyzed reactions, respectively, while the Yukawa-Tsuno plots for the reactions of 1a-1h with piperidine result in excellent linear correlations with ρY = 1.85 and r = 0.27 for the uncatalyzed reaction and ρY = 0.73 and r = 0.23 for the catalyzed reaction. The catalytic effect decreases with increasing amine basicity or electron-withdrawing ability of the substituent Y in the leaving group. Activation parameters calculated from the rate constants measured at five different temperatures for the catalyzed reaction of 1a with piperidine are ΔH? = 0.38 kcal/mol and ΔS? = -55.4 cal/(mol K). The catalyzed reaction from a Meisenheimer complex (MC ±) is proposed to proceed through a concerted mechanism with a cyclic transition-state rather than via a stepwise pathway with an anionic intermediate, MC-. Deuterium kinetic isotope effects provide further insight into the nature of the concerted transition state.

Mechanistic assessment of SNAr displacement of halides from 1-Halo-2,4-dinitrobenzenes by selected primary and secondary amines: Br?nsted and Mayr analyses

Pseudo-first-order rate constants (kobsd) have been measured spectrophotometrically for nucleophilic substitution reactions of 1-X-2,4-dinitrobenzenes (1a-d, X = F, Cl, Br, I) with various primary and secondary amines in MeCN and H2O

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